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Shandaken Holiday Homes

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    Don't let other travellers get your favourite Shandaken area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 24 Rentals in Shandaken
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    The Fox Den Family Cabin (Belleayre/Phoenicia)1 / 26
    (17)Excellent
    Shandaken
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Cold Spring Lodge - Three Bedroom Catskills Cabin1 / 51
    (2)Poor
    Shandaken
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Midcentury Modern in the Woods1 / 28
    (2)Excellent
    Shandaken
    2 Bedrooms, 4 Bathrooms, Sleeps 5 Quick View
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    Mountain Ski Retreat + Hiking1 / 30
    Shandaken
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Parking
    • Private Garden
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Rustic Mountain Retreat of Another Time with Lots of Original Detail Easy access to Belleayre Mountain + Hunter Mountain 3 bedrooms / 2 bathroom We accept larger groups who wish to bring sleeping bags or tents. Sits on the Mountain with streams at the front and back of property Mountain and...
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    Shandaken, Catskill Region 12480
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    An Elegant Country Victorian in the Catskills1 / 14
    (1)Excellent
    Shandaken
    8 Bedrooms, 2 Bathrooms, Sleeps 17 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Comfortable
    Reviewed 15 June 2016
    The House of Hues in Shandaken has 2 spacious living rooms, sofas, a sitting room, 2 bathrooms, a large kitchen and dining room with all the amenities. There are 8 bedrooms...
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    About this property
    7 Bedroom, 2 Bathroom House With Mountain And Creek Views.<BR><BR>The House Of Hues: A Uniquely Restored Victorian In The Heart Of The Catskills.<BR><BR>Experience the original country grandeur of staying in one of Shandaken's prominent Victorian homes. This 7 bedroom, 2 bathroom house has been...
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    Shandaken, Catskill Region 12480
    Holiday Rental House - 8 Bedrooms, 2 Bathrooms, Sleeps 17
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    The following rentals are within 10 kilometres of Shandaken.
    Sanctuary by the Stream1 / 46
    (12)Excellent
    Phoenicia
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Mountain Views
    • Porch
    • Wi-Fi
    • Washer
    • Grill
    • Waterfront
    • Outdoor Dining Area
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    winter paradise
    Reviewed 24 February 2017
    perfect weekend ,snowed in all day went for a snow shoe by the stream, snuggled by the fireplace. No disappointments. See for your self. Definitely coming back in the fall.Thank...
    Great Catskill Getaway
    Reviewed 8 November 2016
    My girlfriend and I rented the house for the 1st weekend of November. The fall weather was great, and the house was everything we anticipated it would be from the pictures...
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    About this property
    Leave your cares behind and enjoy the beautiful Catskill mountains as you relax in your “Stream side Sanctuary,” a newly renovated 2 bedroom house just outside of Phoenicia, located on the lovely Stony Clove Stream. The property is close to ski resorts - 12 miles to Hunter Mt., 15 to Belleayre &...
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    Phoenicia, Catskill Region 12464
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Charming Country Cabin by a Stream1 / 47
    (6)Excellent
    Phoenicia
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • Washer
    • Mountain Views
    • Patio
    • Satellite TV
    • Central Heating
    • Grill
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Charming and then some
    Reviewed 29 June 2017
    This cabin was truly a home away from home. It was perfectly appointed with everything you could possibly need. The backyard is an oasis with the views, running stream, and...
    This place really has the wow factor!
    Reviewed 29 July 2016
    From the moment we pulled into the drive , we knew this cabin was special! The setting is fantastic; the cabin is nestled adjacent to woodland and a stream. It is totally...
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    About this property
    The house sits near a fishing stream overlooking a waterfall with large rock formations and private woods meandering through 5.75 acres of pristine woodland. Our charming and meticulously maintained Catskill cabin is nestled on a hill above the babbling brook with great southern exposure and...
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    Phoenicia, Catskill Region 12464
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Woodland Valley Retreat-beautiful mountain cottage1 / 42
    (3)Excellent
    Phoenicia
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Wi-Fi
    • Grill
    • Mountain Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Perfect getaway
    Reviewed 17 October 2016
    This was such a great place to stay for a weekend getaway. Absolutely beautiful, clean, homey, and fun! The nearby town is adorable!
    Beautiful Gem
    Reviewed 6 April 2015
    This rental is a beautiful home. The home has a charming beautiful cottage on one side, with many handmade wood finishes and details. Then you enter a new addition to the home...
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    About this property
    Contemporary-style one family home with large deck offers:<BR>• Fully equipped kitchen<BR>• Large living and dining area<BR>• Spacious outdoor deck with picnic table and bbq<BR>• Spiral staircase to roomy master bedroom<BR>• Additional sleeping arrangements available in a loft over the kitchen...
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    Phoenicia, Catskill Region 12464
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Creekside Log Cottage With Sunroom, Big Indian, NY1 / 39
    (6)Excellent
    Big Indian
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Certificate of Excellence
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    Amenities & Details
    • Wi-Fi
    • Waterfront
    • Patio
    • DVD Player
    • Satellite TV
    • Grill
    • Central Heating
    • Mountain Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Creekside cabin
    Reviewed 6 May 2017
    Our family a great weekend at the cabin. Is well situated in our favorite part of the catskills. Cabin is well stoked with everything you need. At night we'd enjoyed the cozy...
    Everything we were looking for
    Reviewed 2 October 2016
    Email correspondence before ad after booking made us feel comfortable with out first time booking a cabin like this.A house manual sent to us well ahead of our stay included...
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    About this property
    Enjoy our cozy cottage right next to “forever wild” land in the unblemished Catskill Forest Preserve. Just 2 1/2 hours from NYC in the heart of the Catskills, our recently renovated, log-sided cottage is the perfect getaway. In warm weather... Our house is a quick walk (or a minute by car) to the...
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    Big Indian, Catskill Region 12465
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Cottage in the country1 / 7
    (4)Excellent
    Phoenicia
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Nice Cabin Hidden In The Mountains
    Reviewed 16 May 2017
    Nice comfortable well appointed Cabin tucked away on private road.Had all the amenities you would need to feel at home.It was a little cold for May but had plenty of heat and...
    Lovely Little Spot in the Woods
    Reviewed 7 January 2017
    Can't say enough about this special little gem. Words just don't do this cabin justice. We found it well appointed, in perfect surroundings and with clear to follow directions...
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    About this property
    This adorable cottage tucked away in exclusive Woodland Valley, outside of Phoenicia NY is the perfect place for anyone who wants to get away from the chaos of the city but doesn't want to travel too far -- 2 hours by car from GWB and 2 ½ by bus. The house is set up like a luxury private escape;...
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    Phoenicia, Catskill Region 12464
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Panther Mt Lodge-Private studio apt.-Catskill Mts1 / 59
    (15)Excellent
    Big Indian
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Certificate of Excellence
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    Amenities & Details
    • Parking
    • Grill
    • Satellite TV
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Mountain Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Very comfortable home in the mountains, relaxing patio, some nice restaurants and hiking nearby
    Reviewed 1 July 2017
    Stephen and Andrew are great hosts - caring, attentive and knowledgeable. Our stay was great. We felt very much at home and felt so relaxed amidst the greenery. Bird feeds at...
    Great spot!
    Reviewed 30 May 2017
    An amazing and lovely place to stay! Both the interior and exterior of the space were thoughtfully maintained. The location is convenient for getaway with a great balance...
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    About this property
    Located in Big Indian NY, minutes from Belleayre Ski Center, in the heart of the Catskill Mt's, this amazing property is located 2 ½ hrs from downtown Manhattan and is situated on 3 + wooded acres surrounded by the Panther Mountain State Forest Preserve and walking distance to the headwaters of the...
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    Big Indian, Catskill Region 12410
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    COZY STREAMSIDE COTTAGE NEAR SKI CENTER1 / 26
    (1)Excellent
    Pine Hill
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Waterfront
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Cozy cottage.
    Reviewed 4 December 2016
    Beautiful cottage. Beautiful views. Quiet, serene little town. Liquor store, gas station, grocery stores, restaurants, all in short distance. Cozy is a perfect name for this...
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    About this property
    Walk into town for dining and shopping and activities. Just minutes from Belleayre Ski center,Catskill Mt Sports Center with indoor pool and new gym,hospital,religious institutions,library,museum and all shopping . Walk or drive to Hiking trails and state land .Pine Hill Lake with Lifeguard...
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    Pine Hill, Catskill Region 12465
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Paint the Night's Main House1 / 28
    (2)Excellent
    Chichester
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Waterfront
    • Patio
    • Central Heating
    • Grill
    • Wi-Fi
    • Parking
    • Mountain Views
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    We had a wonderful time!
    Reviewed 22 March 2016
    First, we loved the area -- it was exactly what we were looking for. Since our visit was in March, it was still a little cold out but we started a fire in the pit as soon as we...
    Slice of paradise rain or shine
    Reviewed 27 August 2013
    Just returned from 5 glorious days and nights at Paint the Night. Many great hikes a short drive from cottage. Jazz fest in Tannersville. Excellent food, massage, baked goods in...
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    About this property
    NOTE: Due to a glitch in trip advisor/flip key's system I can only respond at home on computer... not via my iphone or ipad. I am very sorry but it's out of my control. So, If there is a delay in my response, I apologize. I WILL get back to u by the evening (if I am on the road in the...
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    Chichester, Catskill Region 12416
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Cold Spring Lodge - 2 BR Catskill Mountain Cabin1 / 40
    (8)Average
    Big Indian
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Satellite TV
    • Internet Access
    • Mountain Views
    • DVD Player
    • Central Heating
    • Waterfront
    • Shared Outdoor Pool (Unheated)
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Cabins with room for improvement
    Reviewed 24 August 2014
    The cabin is one among 6 that are placed closely together on the large plot. If you are looking for a secluded cabin this is not the place. The beds are really bad - the springs...
    Excellent!!!
    Reviewed 23 August 2014
    Everything was spontaneous, we found Lodge on internet the day before the arrival, called the same day of stay and got a cabin with 2 bedrooms for 4ppl. The hostess was...
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    About this property
    Cold Spring Lodge in the heart of the Catskill Mountains (Shandaken, NY) has rustic cabins. The pet-friendly cabins have real, indoor wood-burning fireplaces for winter and outdoor fire pits for summer. Each has an eat-in-kitchen, TV, DVD player and WI FI. We have 40 acres of land adjacent to...
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    Big Indian, Catskill Region 12410
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Paint the Night Cottage in the Wood1 / 27
    (6)Excellent
    Chichester
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Secure Parking
    • Grill
    • Outdoor Dining Area
    • Air Conditioning
    • Private Garden
    • Mountain Views
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    The best experience!
    Reviewed 10 May 2016
    A wonderful scenery, a beautiful and comfortable cottage, and an absolutely kind owner!Great choice for a relaxing trip.I hope come back soon!
    Best Vacation Ever
    Reviewed 1 September 2015
    To call this place magical is an understatement. The owner really went out of her way to make everything special. From the perfectly landscaped front yard of the cabin to the...
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    About this property
    NOTE: Due to a difficult with the trip advisor/flip key communication abilities, I can only respond at home via my computer....so, if there is a delay in my response, that is why. I am very sorry - it's out of my control. I will get back to u by the evening if I am unable to respond by ipad. I...
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    Chichester, Catskill Region 12416
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    YOU WILL LOVE OUR HOUSE!!!!!1 / 9
    (1)Excellent
    Big Indian
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Stay at our beautiful/charming Victorian right on the Esopus. In the winter sit by the fire on our beautiful stone fireplace, ski at Belleayre (5 minutes away), Hunter & Windham (25 minutes away). Over the ski season, special arrangements can be made for long term rentals with storage space for...
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    Big Indian, Catskill Region 12410
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Komorebi - Cozy 2BD Guest House in the Forest1 / 19
    (8)Excellent
    Chichester
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Refreshed!
    Reviewed 14 June 2017
    Great stay at this beautiful home in the woods! The house is a short drive from Phoenicia and about 20 minutes from Woodstock. We got our chance to do a little souvenir shopping...
    Rustic Retreat
    Reviewed 31 January 2017
    We had a great, relaxing stay at Komorebi. We descended upon our hosts after a week backpacking in the Catskills and Karin and Tony immediately made us feel comfortable and...
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    About this property
    Our 2 bedroom, 2 floor guest apartment is extremely cozy and has all you need for a quick getaway. You will have your own private keyed entrance opening into your own living room and small kitchenette (refrigerator, microwave, coffee maker, plates, bowls, glassware, silverware, etc). Upstairs you...
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    Chichester, Catskill Region 12416
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Cottage at Chichester1 / 14
    (21)Very good
    Chichester
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Air Conditioning
    • Mountain Views
    • Waterfront
    • Grill
    • Satellite TV
    • Internet Access
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Amazing !!!
    Reviewed 10 May 2017
    We had a great time , relaxed and plenty of nature, thank you Paul B. Your are a great host. We"ll be back !!!
    Amazing getaway
    Reviewed 22 September 2016
    We stayed with my friends over the wee-end at this place. Super nice and clean place. All necessary amenities included. We met Paul, the owner; an amazing guy with excellent...
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    About this property
    This Catskills Vacation Cottage is located on three acres, 3.4 miles North of Route 28 on Route 214, about 2 hours from NYC. The Catskills vacation rental is nestled between two mountains with the Stony Clove Creek at the rear of the heavily wooded property. Conveniently located, it's just 10...
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    Chichester, Catskill Region 12416
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Charming Real Log Cabin, Mtn Views, 2 Hrs from NYC1 / 19
    (15)Excellent
    Phoenicia
    3 Bedrooms, Sleeps 6 Quick View
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    • Grill
    • Porch
    • Outdoor Dining Area
    • Mountain Views
    • Shared Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    My friends and I got to be kids again.
    Reviewed 15 October 2014
    As soon as we walked through the front door my friends and I knew we had found the right place. It was clear that a lot of families enjoyed themselves here. Sitting by the wood...
    Great Cabin in a Wonderful Location
    Reviewed 21 July 2014
    This is a real three bedroom log cabin. It is well appointed having almost everything you need for comfort. It is quiet and clean and dog friendly. It is situated very near to...
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    About this property
    PLEASE DO NOT SUBMIT A BOOKING REQUEST. PLEASE ONLY SEND AN INQUIRY WITHOUT A BOOKING REQUEST TO START OUR CONVERSATION. This site has draconian rules that do not allow for conversation if you request to book. Spend cozy evenings reading beside the fire in our spacious living area - or...
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    Phoenicia, Catskill Region 12464
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    Modern Rustic Country House In A Great Location1 / 16
    Phoenicia
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Satellite TV
    • Washer
    • DVD Player
    • Private Garden
    • Patio
    • Air Conditioning
    • Parking
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The house surrounded by mountains and creeks in the nature on a cute quiet street in the friendly town Phoenicia, Catskills. It's unique because it's private, NOT on a busy main street or highway... and yet so conveniently located that's within 5 mins walking distance to the town for restaurants,...
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    Phoenicia, Catskill Region 12464
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Garden Cottage In The Catskills1 / 43
    (1)Excellent
    Chichester
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Mountain Views
    • Patio
    • Parking
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Cottage in the Catskills
    Reviewed 12 June 2017
    We had an amazing time. Our place was very welcoming. The tenants were strangers but seemed more like family. We would definitely stay there again. Quiet and serene with...
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    About this property
    Welcome! Our newly renovated cottage sits among flowering gardens, across the road from a lovely stream, just 2 miles from the village of Phoenicia & minutes away from the ski slopes. The cottage is filled with artwork from around the globe and every corner is a pleasure! We have lovingly...
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    Chichester, Catskill Region 12416
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    SUNNY Catskill Mountain Retreat On Stream1 / 11
    Chichester
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Terrace
    • Hot Tub
    • Central Heating
    • Wi-Fi
    • Satellite TV
    • Parking
    • Mountain Views
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful just renovated three bedroom house on Stoney Clove Creek clost to skiing at Bellayre Mountain and Hunter Mountain .Near the Town of Phoenicia, NY. Home is 2 1/2 hours North of New York City in the Catskills Mountains. Close to restaurants. Twenty minutes from Woodstock,NY. Use Kingston...
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    Chichester, Catskill Region 12416
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Newly Renovated Farmhouse - 4 Bedrooms 2.5 baths1 / 44
    Big Indian
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
    • Parking
    • Washer
    • Mountain Views
    • Grill
    • Patio
    • Satellite TV
    • Porch
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Maplewood House is a Newly Renovated Historic Farmhouse. Centrally located to the Catskill Region, on Route 28 at the border of Big Indian and Pine Hill, NY. Within 1/4 mile of the Pine Hill Lake and within 2 miles of Belleayre Ski Mountain. This 4 Bedroom house features an open-concept...
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    Location Information
    Big Indian, Catskill Region 12410
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Chapel Rock Belleayre Pine Hill Highmount Fleischmanns1 / 50
    Pine Hill
    3 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Parking
    • Grill
    • Mountain Views
    • Balcony
    • Patio
    • Satellite TV
    • Central Heating
    • 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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    Pine Hill, Catskill Region 12430
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 16
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