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Catskill Region Luxury Holiday Homes

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    AU$1,204 Average
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    Travellers to Catskill Region are booking September dates now. Secure your holiday rental today, and have the perfect trip.
    50 Matching Rentals in Catskill RegionView all 339 rentals
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    Expanded Cabin facing Hunter Mountain in NY1 / 11
    (8)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Catskill Home for Skiing, Fishing, Hiking & biking1 / 28
    (3)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 22 Quick View
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    Magnificent Catskill Mountaintop Home!1 / 33
    (1)Excellent
    7 Bedrooms, 8 Bathrooms, Sleeps 14 Quick View
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    Lavender House- Holistic Paradise - 3-9 bedrooms1 / 35
    (2)Very good
    9 Bedrooms, 11 Bathrooms, Sleeps 27 Quick View
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    Amenities & Details
    • Air Conditioning
    • Parking
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 August 2018
    I am one that whole-heartedly believes in honest review. This means that you give the pros and cons which then allows others to make a true and clear decisions. That is what I...
    Reviewed 6 August 2018
    This house and environment is incredible. I organized a (coed) bachelorette with 20 people and we wanted to find a house within 2 hours away of where we lived that preferably...
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    About this property
    SPECIAL: 10% discount for Monday-Thursday stays (holidays excluded). Unique modern house on 15 acres property near the river and private lake, in the most desirable destination for fly-fishing enthusiasts. Roscoe NY --- conveniently located about two hours from New York City, Connecticut, New...
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    Roscoe, Rockland 12776
    Holiday Rental House - 9 Bedrooms, 11 Bathrooms, Sleeps 27
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    LUXURY HUGE  SKI CABIN LAKEFRONT LOG HOME  6 KAYAKS/2 PADDLE BOARDS.1 PADDLEBOAT1 / 118
    (2)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 23 Quick View
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    Amenities & Details
    • Hot Tub
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2018
    I had such a great experience booking with Victor, who was immediate in answering my questions, and was such a friendly person to speak to when he welcomed my group at the house...
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    About this property
    ****SALE ON FULL WEEKS SUMMER AND WINTER ONLY THRU LABOR DAY 2019****SALE OVER NOV 15 2018*****ADDITIONAL 10 % OFF IF BOOKED BY JAN 31 2019-MESSAGE ME FOR PRICE ADJUSTMENT***THIS IS A TRUE ONE OF A KIND CUSTOM LOG HOME , NO OTHER HOME has as many amenities as this one does for all seasons ***...
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    Hunter, Catskill Region 12442
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 23
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    Large Modern Cabin with Hot Tub Tucked in Woods1 / 15
    (8)Excellent
    5 Bedrooms, 5 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Outdoor Dining Area
    • Internet Access
    • Cable/satellite TV
    • Central Heating
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 June 2019
    We really enjoyed this house, beautiful and well maintained house with lot of amenities . Kids and adults really enjoy this home .Thanks Craig for renting to us and we shall...
    Reviewed 28 June 2018
    Location was secluded and there was enough space for everyone. There were plenty of things to do and everyone was happy with all of the extra activities like the pool table and...
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    About this property
    Our cabin was built to allow you to enjoy the best of Catskill living. Five minutes from Bethel Woods Performing Arts Center, 15 Minutes from skiing at Holiday Mountain, 15 minutes from swimming at Lake Superior, minutes from boating and fishing at White Lake and 15 minutes from golf and tennis at...
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    Bethel, Catskill Region 12749
    Cabin Holiday Rental - 5 Bedrooms, 5 Bathrooms, Sleeps 13
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    Hunter Mt-REDUCED~Amazing Views-Big House! 5 min to SLOPES!1 / 16
    (7)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • DVD Player
    • Internet Access
    • Grill
    • Parking
    • Washer
    • Patio
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2019
    I rented this house along with 3 other families for the Taste of Country Music Festival. The house was clean and well maintained. Camille was a pleasure to deal with. She...
    Reviewed 1 December 2013
    Had a really nice stay at Camille's place. Me and 9 friends stayed up there and had plenty of room. Looks like the house could easily accommodate more. It was pretty cold up...
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    About this property
    My 5+ bedroom house with mountain views 5 minutes to all the FUN at Hunter Mountain will help you getaway on a Budget! Call me at nine one seven, nine five seven, five six three five for the Best Last Minute Rates! Reduced Now ~ 5 Bedrooms + 3 Bathrooms plus a Loft Area with more beds - my house...
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    Hunter, Catskill Region 12442
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Lakeview Estate By Brophy1 / 45
    (15)Excellent
    9 Bedrooms, 4 Bathrooms, Sleeps 25 Quick View
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    Amenities & Details
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 May 2019
    Stayed here over Memorial Day Weekend with a group of friends. The views from the house were spectacular and the grill had ample space to feed everyone efficiently. Some minor...
    Reviewed 8 May 2019
    On behalf of my group and 30 guests The lakeview estate was truly an amazing experience. I believe the photos need to be upgraded because they don’t do justice and could be...
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    About this property
    Please check out all 3 estates... LakeView Estate, DeerRidge Estate (sleeps 40 guests) & RiverView Estate (sleeps 32 guests). LakeView Estate By Brophy consists of 2 living areas and can accommodate a large party of 25 guests which is the perfect location for a family reunion, corporate retreats...
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    Location Information
    Hancock, Catskill Region 13783
    Holiday Rental House - 9 Bedrooms, 4 Bathrooms, Sleeps 25
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    6 Bedrooms, 8 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Grill
    • Secure Parking
    • Patio
    • Air Conditioning
    • DVD Player
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This incredible, newly-built home is nestled on three sides by private old growth forest with a meadow on the southern side for maximum solar gain in winter. Large white oak trees hug the southern side providing natural cooling shade in summer. The radiant floor heat along with other energy...
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    Pine Bush, Catskill Region 12566
    Holiday Rental House - 6 Bedrooms, 8 Bathrooms, Sleeps 18
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Mountain Views
    • Patio
    • Grill
    • Balcony
    • Skiing: Property Is In A Ski Resort
    • Central Heating
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    TWO NIGHT STAY REQUIRED - NO ONE-NIGHT RENTALS. PLEASE CHECK THE ONLINE CALENDAR FOR AVAILABILITY OF YOUR DATES BEFORE EMAILING. Picture yourself relaxing in a soothing hot tub under the stars at the end of a cold ski day or on a warm summer's evening in this immaculate and comfortable, air...
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    Location Information
    Hunter, Catskill Region 12442
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    3 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Balcony
    • Terrace
    • DVD Player
    • Grill
    • Washer
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    CONTEMPORARY SPRAWLING LAKEFRONT HOME ON SWINGING BRIDGE RESERVIOR, THE LARGEST MOTOR BOAT LAKE IN SULLIVAN COUNTY. UNOBSTRUCTED VIEWS WITH FLOOR TO CEILING WINDOWS. 5 ACRES. HOT TUB. IN-GROUND HEATED POOL. ATV'S. JET SKIES. POOL TABLE. FUN ACTIVITIES FOR EVERYONE! Amazing for both winter and...
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    Location Information
    Monticello, Catskill Region 12701
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 10
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    Woodstock Mediterranean Retreat1 / 26
    (3)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Washer
    • Private Outdoor Pool (Heated)
    • Private Garden
    • Cable/satellite TV
    • Air Conditioning
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2017
    Ayanna's meditaranian retreat was an amazing experience. The house is beautiful all of our needs were met, very clean and nicely decorated we felt so at home. The heated salt...
    Reviewed 19 August 2017
    My family and I stayed 5 nights. We had a great time, the house is beautiful and it's spacious. We were 5 adults and 3 children and we all had our own space. The house is...
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    About this property
    Say hello to your perfect vacation home! Bright and airy Woodstock home with all the amenities you will need. Located only 4 minutes from the Village of Woodstock. Four-bedroom house with 3 full bathrooms located on private roadway perfect for walking & running around neighborhood. The house...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
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    Stunning Vacation Country & Ski House1 / 30
    (4)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • DVD Player
    • Balcony
    • Cable/satellite TV
    • Porch
    • Wi-Fi
    • Patio
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2018
    Perfect house and location for the Taste of Country Festival at Hunter Mountain. Everything you need to make your stay comfortable. Quiet and peaceful location. Would be a...
    Reviewed 13 August 2016
    We had a great time. It's secluded so no worries about bothering the neighbors. House was very clean. Kitchen is fully stocked. We spent the whole weekend on the shaded back deck.
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    About this property
    This NON SMOKING country home is privately nestled within 15 unspoiled wooded acres overlooking picturesque seasonal trout stream. With sunny, open floor plan the open kitchen / living room / dining room make for great family together time. High quality appliances, comfortable furniture and...
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    Location Information
    Woodstock, Catskill Region 12463
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Riverview Estate By Brophy1 / 35
    (29)Excellent
    11 Bedrooms, 9 Bathrooms, Sleeps 32 Quick View
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    Amenities & Details
    • Wi-Fi
    • Sauna
    • Air Conditioning
    • Waterfront
    • Mountain Views
    • Hot Tub
    • Cable/satellite TV
    • Private Outdoor Pool (Heated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We rented all three buildings - the main house, cottage and entertainment lodge - for a four day family reunion over the Easter weekend. There were 22 of us ranging in age from...
    Reviewed 28 June 2019
    Fresh air, cosy and rustic ambiance! The service was superb .My stay was truly a wonderful experience and I would highly recommend this resort for any event.Absolutely a...
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    About this property
    RiverView Estate By Brophy is a wondrous sanctuary which welcomes families, businesses, groups, foundations, political figures and celebrities year round. How best to relax and enjoy your escape is entirely up to you! Located in the Catskill Mountains in Upstate New York. This luxurious estate...
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    Location Information
    Hancock, Catskill Region 13783
    Holiday Rental House - 11 Bedrooms, 9 Bathrooms, Sleeps 32
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Air Conditioning
    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Washer
    • Patio
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Located in windham just 3- miles from town. Luxury home on 4-fenced acres overlooking the lake, farm meadow and the Thomas cole mountain range. 4-bdrms, 3-baths, 20' vaulted open living, dining and kitchen with fireplace. Finished lower level with billiard table, TV and bar. Ski room. Boulder...
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    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Wi-Fi
    • Central Heating
    • Grill
    • Washer
    • Patio
    • Cable/satellite TV
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Historic Boarding house with amazing views of five states from the yard. Lots of original features, gorgeous old wall paper, great antique collections and artsy. Close to great swimming holes, antique shopping, restaurants, hiking, skiing, farm stands, fresh air and nice weather. The house in...
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    Location Information
    Durham, Catskill Region 12422
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
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    WINDHAM MAGNIFICENT HOLIDAY GETAWAY1 / 54
    (3)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 18 Quick View
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    Amenities & Details
    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Patio
    • Washer
    • Housekeeping Included
    • Hot Tub
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 March 2017
    Rented this house from Mike with a group of friends for Mountain Jam festival. The house has a ton of space and the backyard was perfect for an evening fire and BBQ.
    Reviewed 12 January 2017
    Me and the Fiance rented the house to usher in the New Year and I have to say I was floored by the amount of amenities / how well kept the house was ! View of the Mountain is...
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    About this property
    We are looking for families to treat this nice place like their own. Enjoy some quality time with family and friends!One of the loveliest homes in Windham not only for its quality and style but for its direct views of Windham Mt ski slopes. Views are so spectacular they'll take your breath away....
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 18
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    4 Bedrooms, 3 Bathrooms, Sleeps 15 Quick View
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    • Central Heating
    • Housekeeping Included
    • DVD Player
    • Grill
    • Patio
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome! Our beautiful contemporary FIVE not four bedroom home with three full bathrooms and two living rooms and two fireplaces is located on 5.26 acres in the heart of the Catskill Mountains and just 2 miles from the village of Margaretville and 12 miles from Roxbury, Andes and Bovina. It has an...
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    Location Information
    Margaretville, Catskill Region 12455
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 15
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    4 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Balcony
    • Hot Tub
    • DVD Player
    • Mountain Views
    • Central Heating
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    THE XENIA in Windham The many famous reasons for visiting Windham in the Catskill Mountains are all within short driving distances from this spacious, quiet and private mountain home. Whether hiking, bicycling, strolling to the neighbor's animal farm, skiing, hunting, seeking nature at its...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 16
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Grill
    • Central Heating
    • Parking
    • Patio
    • DVD Player
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Large beautiful home on 6 acres of land only a couple minutes to Ski Windham Mountain and snow tubing park. Large outdoor fire-pit surrounded by huge rocks with Adirondack chairs. Nice outdoor hot tub. Out side cooking grill and outside deck looking at Ski Windham Mountain. Home has 5 bedrooms...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Catskill Mountainside Retreat1 / 21
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Parking
    • Patio
    • Balcony
    • Grill
    • Terrace
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This home has it all. Amazing mountain views, wrap around deck, open floor plan, wood burning fireplace, chef's dream kitchen with 12ft granite island. Hiking trails nearby. Only 25 minutes to Hunter Mountain, Belleayre or Windham. 2.5Hrs from NYC! Families will love this house for the spacious...
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    West Kill, Catskill Region 12492
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    6 Bedrooms, 6 Bathrooms, Sleeps 13 Quick View
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    • Balcony
    • Patio
    • Grill
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Mountain Views
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A tranquil haven of smart design and swank decor; The Bluestone Basecamp is a restored and re-envisioned 1940s brick manor, each guest room is exceptional, offering ensuite bathrooms, premium linens, free WiFi, Apple TV and amazing vistas. Found, repurposed and vintage pieces appoint the interior...
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    Saugerties, Catskill Region 12490
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 13
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Terrace
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    • Balcony
    • Washer
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The chic, laid-back beauty and authentic comfort of our farm, house & gardens, will inspire you! Enjoy the soothing, peaceful and relaxing rural countryside. Just 25 min. driving to Albany and 35 min. to Hudson. - THE HOUSE .- Originally built in the mid to late 19th Century, the farmhouse was...
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    Location Information
    Windham, Catskill Region 12193
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Amenities & Details
    • Washer
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Balcony
    • Patio
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You must be 25 years old to rent this home! The location of this property is perfect. You have a main home and guest cottage with a private pool in between the two homes. This custom-built home is in the prestigious community of Kiva Dunes. Kiva is home to a nationally acclaimed golf course and...
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    Location Information
    Catskill Region, New York 36542
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
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    8 Bedrooms, 6 Bathrooms, Sleeps 24 Quick View
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    • Wi-Fi
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Circa1882. Built as the summer retreat cottage for the Fleischmann Yeast family, this 8 bedroom historic gem has been newly restored to its original glory and will delight you and your family and friends. Every room is appointed with period antiques, tapestries and original wall murals evocative...
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    Location Information
    Fleischmanns, Catskill Region 12430
    Holiday Rental House - 8 Bedrooms, 6 Bathrooms, Sleeps 24
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    Catskill Victorian Fireplaces/ Hot Tub sleeps 121 / 18
    (1)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Air Conditioning
    • Mountain Views
    • Internet Access
    • Hot Tub
    • Grill
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 June 2016
    It was like staying in a very quaint apartment; overall we enjoyed our stay for 3 days Pros: - First must give props to all the staff at the B&B up the mountain, and the...
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    About this property
    This Victorian home dates back to 1909 and is in the heart of Margaretville village. Minutes away from Roxbury, Bovina and Andes.. Perfect for families or large groups, rent both suites and enjoy the entire house. This four season home is perfect for skiing,(discount packages are available for lift...
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    Location Information
    Margaretville, Catskill Region 12455
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    8 Bedrooms, 7 Bathrooms, Sleeps 22 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Cable/satellite TV
    • Hot Tub
    • Wi-Fi
    • Mountain Views
    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to the Mountain House. Sitting on five beautiful acres with views of 4 of the highest peaks in the Catskills, this is the perfect family getaway spot for all seasons. Ask about All-Inclusive Packages, which can include, on-site concierge, car and chef services and much more! In the winter...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 8 Bedrooms, 7 Bathrooms, Sleeps 22
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    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Porch
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • DVD Player
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Completely gutted out and renovated and just completed! one week ago.....this fantastic warm and inviting modern country home, has so much light.......the interior brings in the green from outside all over..... amazing open loft design, with fantastic cooks kitchen and island for gathering...its a...
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    Location Information
    Bearsville, Woodstock 12409
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    DeWitt Oak Hill, Historic 1865 Inn1 / 18
    (1)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    • Waterfront
    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Secure Parking
    • DVD Player
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2015
    The Dewitt is located in the charming and quiet village of Oak Hill.The place is beautifully decorated with very nice pieces of vintage furniture and design which gives a lot of...
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    About this property
    The DeWitt, Oak Hill is a mix of eclectic style and complete comfort. It has been designed for a clientele that loves to be surrounded by beautiful pieces, but still wants to kick back and relax. Lounge in the two-story great room, where a beautiful Hollywood Regency curved velvet sofa holds...
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    Location Information
    Oak Hill, Durham 12460
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private waterfront cottage 3 minutes from Saugerties, NY and 15 minutes from Woodstock, NY. Enjoy the best of both towns: specialty shops and boutiques, delectable food, farmers markets, live music and glorious scenery. The 2-bedroom, 1-bath cottage is a spacious, serene and...
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    Location Information
    Saugerties, Catskill Region 12477
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Big 5+ Bedroom + Loft sleeps 10-16 Guests~ Amazing Views + Free Supplies! Call Camille now at Nine-one-seven, Nine-five-seven, Fifty-six thirty-five for the Best Rates and Last Minute Deals! Only 5 minutes to all the fun at Hunter Mountain Ski Slopes ~ The Best Value in Hunter Mountain ~ Big House...
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    Location Information
    Hunter, Catskill Region 12442
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Vintage Home in 'Coolest Small Town' in U.S.1 / 10
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Balcony
    • Hot Tub
    • Private Garden
    • Terrace
    • Outdoor Dining Area
    • Porch
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 April 2017
    If like me, you are in love with the charm of old houses, boho decor, a gracious and relaxed hostess, with unerring tact and a dry wit, then Stephanie's is for you. From the...
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    About this property
    This Beautiful Vintage House was built in 1872 and will transport you to another time and place! The second you walk in you will feel the amazing energy of this home. This gem is located steps away from everything the historic village of Saugerties has to offer-amazing bars and restaurants,...
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    Location Information
    Saugerties, Catskill Region 12477
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 6
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    Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts1 / 85
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Cable/satellite TV
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    • Patio
    • Housekeeping Included
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    *****PLEASE SEE THE PAGE WITH ALL DETAILS JANNA RITZ DOTT COME****quintessential woodstock stone cottage with original large 11 ft artist window and stone fireplace. completely gutted and new everything but with cottage flair. new kitchen huge thermador pro range, baths, plumbing, electric,...
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    Woodstock, Catskill Region 12457
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Tumblin' Falls House1 / 28
    (14)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
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    • Waterfront
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2017
    My family of four spent ten days over the Christmas / New Years holiday in this amazing home. The home is cozy and welcoming while also providing plenty of space for everyone...
    Reviewed 13 September 2016
    Our family rented this house for the weekend because it had all the extra accommodations we needed to entertain a large group. The house is right next to the river and a water...
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    About this property
    Tumblin' Falls House sits high a'top a cliff overlooking the very beautiful Shinglekill Falls. Scenery abounds in this natural setting. Multi level decks,with tree level spa overlooking the falls, beautiful natural pools, gardens and trails. TFH is a Dutch-Victorian home circa late 1890's and...
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    Location Information
    Catskill, Catskill Region 12470
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    10 Bedrooms, 8 Bathrooms, Sleeps 21 Quick View
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    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Private Outdoor Pool (Unheated)
    • Central Heating
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape to the country when you stay at this luxury estate, offering 53 wooded acres and many trails to explore. With 10 bedrooms and 8 bathrooms, this vacation rental house sleeps up to 21 guests, for the perfect retreat with family or friends. ‘Blooming House’ offers a terrific experience of the...
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    Livingston Manor, Rockland 12758
    Holiday Rental House - 10 Bedrooms, 8 Bathrooms, Sleeps 21
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    Woodstock Hillside House With Unparalleled Views!1 / 23
    (2)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Mountain Views
    • Patio
    • Air Conditioning
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 March 2019
    This place was perfect for our group of friends. The main living room has an amazing 360 view, while being very cozy and having a dining room long enough to have a great dinner...
    Reviewed 4 March 2019
    This beautiful, immaculate home was the perfect spot for our family get-together! Plenty of space for 9 adults to sleep comfortably, eat meals together at the dining table, and...
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    About this property
    Modern luxury home set in 6.5 acres of private land overlooking hundreds of acres of forest. Only 7 minutes drive to the center of Woodstock and 12 minutes to Saugerties, it offers you tranquility and all the amenities you could want from a break in the country including nearby fine dining, music...
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    Location Information
    Saugerties, Catskill Region 12477
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    3 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Parking
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    • Mountain Views
    • Balcony
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    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This 'Catskill Mountain House' offers a retreat for all seasons. This is not a share house, but rather a 'home away from home retreat' perfect for 3 families plus kids seeking eloquent and fun accommodation. As such there is a surcharge for over 6 occupants and our maximum adult occupancy is 10....
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    Location Information
    Pine Hill, Catskill Region 12430
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 16
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    4 Bedrooms, 3 Bathrooms, Sleeps 17 Quick View
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    • Wi-Fi
    • Mountain Views
    • Central Heating
    • Grill
    • Waterfront
    • Cable/satellite TV
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Hunter’s newest luxury all-season retreat. This charming, newly renovated home sleeps 16+ and is located just a 4 minute walk to local neighborhood restaurants in Tannersville and a 6 minute drive to Hunter mountain! With lake views and amenities including an outdoor fire table and...
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    Location Information
    Tannersville, Catskill Region 12485
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 17
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Patio
    • Private Outdoor Pool (Unheated)
    • Hot Tub
    • Waterfront
    • Balcony
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Welcome to Bassinova-on-Hudson, an elegant Hudson River estate in upstate New York, nestled 2 hours north of New York City and 30 minutes south of Albany. With 5 gorgeous bedrooms, 3.5 bathrooms, and enough room to comfortably accommodate up to 12 guests, this residence is a fantastic size for...
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    Location Information
    Athens, Catskill Region 12015
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Heated)
    • Grill
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Two miles from the center of the renowned artist colony of Woodstock, New York, a long driveway off a peaceful country road leads you to the grace and charm of this turn of the century farm house.Set amidst acres of rolling meadows and magnificent pines, encircled by the Catskill Mountains, the...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 9
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • Balcony
    • Grill
    • Mountain Views
    • Terrace
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    • Central Heating
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Catskill Park Manor is a large and comfortable home professionally designed.The house is sits on 131 acres of forest and private trails (will give you a map) on the world famous wild cat mountain. Four bedrooms, four bathrooms, beautiful main living area with a fire place, library with more...
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    Location Information
    Claryville, Catskill Region 12725
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Mountain Views
    • Porch
    • Wi-Fi
    • Washer
    • Central Heating
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Breezy Hill Farmhouse is complete with 5 bedrooms, living room, sitting room, full kitchen and pantry and adjacent dining room, two full bathrooms, Cable TV.A wood burning stove adds to the charm. The house is adjacent to Breezy Hill Inn and offers beautiful mountain views including Belleayre...
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    Fleischmanns, Catskill Region 12430
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This country retreat with a modern edge is as an invitation to escape the city. Two hours north of Manhattan, situated within the most beautiful rolling hills of the Mid Hudson Valley, 2.5 lush, green acres center around the Prow Front Post and Beam House built in the mid 70’s. Light floods...
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    Kerhonkson, Catskill Region 12446
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Patio
    • Waterfront
    • Washer
    • Central Heating
    • Grill
    • Balcony
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Waterfall House, perched on the legendary Niobe Falls, combines full Catskill Mountain views with private steps leading to pristine swimming holes and waterfalls. With its proximity to Woodstock, the village of Saugerties (“….one of the ten coolest small towns in America…” Budget Traveler...
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    Location Information
    Saugerties, Catskill Region 12477
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2 Bedrooms, 3 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The captivating home was built in typical Bavarian-style as a spiritual retreat for nuns. The original prayer house has now been turned in to a meditation room blessed by monks, priests, shamans, and rabbis. With care, we assimilate many different cultures in its interior décor, making it the...
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    Roxbury, Catskill Region 12474
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Balcony
    • Washer
    • Terrace
    • Central Heating
    • Patio
    • Mountain Views
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Gather in style at this custom built and meticulously crafted contemporary home with spectacular mountain views. This beautiful and peaceful property is located on twelve acres of landscaped gardens within a natural wooded setting, and is quite possibly the most impressive luxury rental home in...
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    Location Information
    Woodstock, Catskill Region 12498
    Condo/Apartment - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Air Conditioning
    • Mountain Views
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This special home is a converted barn with the original 1790's foundation. We want our guests to feel at peace and have a relaxing vacation! The house is filled with unique collectibles and folk art. You'll find an eclectic collection of original paintings throughout the house. Each room has a...
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    Location Information
    Woodstock, Catskill Region 12498
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
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    Restored Firehouse w/Theater 1mi  to Windham Mtn!1 / 29
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Skiing: Property Is In A Ski Resort
    • DVD Player
    • Wi-Fi
    • Mountain Views
    • Cable/satellite TV
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 February 2019
    I rented this fabulous home for my group of 8-10 family members and friends for a ski weekend in early February. From the minute we walked in, we were blown away! What a house...
    Reviewed 13 December 2018
    I stayed here with friends in November. You will not find a better location in Windham. Close, I mean close, within feet to all Windham has to offer. Very new property with...
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    About this property
    Old-world charm meets modern luxury inside this 1901 converted firehouse, featuring 16-foot tin ceilings, a home theater system and a restored 1870’s Brunswick pool table. Offering 2 baths and 4 bedrooms, 2 of which are serviced by a private kitchen, this unique vacation rental townhome is ideal...
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    Location Information
    Windham, Catskill Region 12496
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 16
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    20 Bedrooms, 8 Bathrooms, Sleeps 40 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    • Waterfront
    • Central Heating
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Grand yet rustic Victorian homestead on 37 private acres in the Catskill Mountains. Spectacular view; surrounded by the Catskill Forest Preserve; unique atmosphere and outdoor beauty. Large living room with stone fireplace, swimming pool, tennis court, and pond for boating and swimming. Great...
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    Location Information
    Big Indian, Catskill Region 10964
    Holiday Rental House - 20 Bedrooms, 8 Bathrooms, Sleeps 40
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    12 Bedrooms, 10 Bathrooms, Sleeps 33 Quick View
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    • Wi-Fi
    • Skiing: Property Is In A Ski Resort
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A one-of-a-kind experience in the 'Gem of the Catskills' awaits at this spectacular Windham mansion. Spanning over 11,000 square feet, this massive vacation rental home sits on a 45-acre property lined with beautiful trees and views of the Catskill Mountains in the distance. With 12 bedrooms and 10...
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    Location Information
    Windham, Catskill Region 13132
    Holiday Rental House - 12 Bedrooms, 10 Bathrooms, Sleeps 33
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