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Callicoon Holiday Homes

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    Don't let other travellers get your favourite Callicoon area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 29 Rentals in Callicoon
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    2BR Callicoon House on Delaware River!1 / 27
    (3)Excellent
    Callicoon
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Applewood Cottage - Catskill Mountain Charm1 / 19
    (12)Very good
    Callicoon
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    The following rentals are within 25 kilometres of Callicoon.
    Brand New Modern Home in Catskills1 / 24
    (4)Excellent
    Narrowsburg
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Large Modern Cabin with Hot Tub Tucked in Woods1 / 15
    (5)Excellent
    Bethel
    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 17 October 2017
    To celebrate my 25th birthday my friends and I wanted to spend the weekend at a cabin in the woods. From looking at the pictures, we decided that Craig's house was perfect for...
    Reviewed 12 January 2017
    This house exceeded my expectations. I would definitely recommend and even plan another trip there in the future. The house has everything you need to cook and stay entertained.
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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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    Smallwood
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Hello welcome to our Log sided Cabin-this is an original condition 1939 one owner cabin in excellent condition. wood all around you-Sun shines on our cabin from sunrise to sunset with Beautiful Hiking Trails-Pond-Swimming Lake- Antiquing-Restaurants-Farming-all within minutes drive. We are a family...
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    Smallwood, New York 12786
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    9 Bedrooms Vacation Home with a River, nestled in the Catskills mountains1 / 46
    (8)Excellent
    Roscoe
    9 Bedrooms, 3 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
    • Internet Access
    • DVD Player
    • Waterfront
    • Washer
    • Mountain Views
    • Air Conditioning
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a perfect vacation in this Victorian river front house.This historic house was built in 1880. Nestle in the beautiful Catskill mountains with a river that add visual tranquility to this quiet country home. The house has a country elegance, large kitchen, 9 bedrooms, 3 baths, jacuzzi, 2 living...
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    Roscoe, Catskill Region 12776
    Holiday Rental House - 9 Bedrooms, 3 Bathrooms, Sleeps 18
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    Bethel
    3 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Outdoor Dining Area
    • Balcony
    • Waterfront
    • Mountain Views
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lakefront Contemporary Home, Sleeps 10, walk to Bethel woods, Private lakefront and Dock. Game room, pinball, foosball, large screen TV, Cable, internet wifi, Kayaks, Peddle Boat, rowboat, fire pit, and more...
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    Bethel, Catskill Region 12720
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 10
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    Victorian Lake Home in Catskill Region/ Bethelwood1 / 28
    (1)Excellent
    Lake Huntington
    6 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Grill
    • Porch
    • Washer
    • Cable/satellite TV
    • Outdoor Dining Area
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 July 2014
    If your looking for a campy atmosphere w/owners who are attentive to your needs for wonderful & much needed vacation, then I highly recommend this property. Owners, Lila &amp...
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    About this property
    Beautiful Victorian Lake Home in the Catskill Region Near Bethelwoods Large country Victorian lake home with a view of beautiful Lake Huntington. The house has 30 feet of private lake frontage a short walk down the road. The house sleeps up to 11 people with 6 bedrooms and 4 1/2 bathrooms. The...
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    Lake Huntington, Catskill Region 12752
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 11
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    Smallwood
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy a relaxing getaway in the heart of the Catskills!!! Situated in the picturesque private lake community of smallwood in Bethel NY (home of the original Woodstock) During your stay take in all that the beautiful mountain and lake scenery has to offer in the Summer, Fall, Winter or Spring!...
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    Smallwood, New York 12778
    Cabin Holiday Rental - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    Roscoe Retreat1 / 20
    (2)Excellent
    Roscoe
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • Wi-Fi
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 October 2017
    After driving through the red and golden autumn colors of the Catskills, we arrived in the charming town of Roscoe, then headed up & up to an isolated hilltop where a...
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    About this property
    Located in Trout town USA! Secluded 1600 sq ft home, 3 bedrooms, 2.5 bathrooms, on 5 private acres. Magnificent year round Catskills views. The Beaver Kill river is just 5 minutes away! Stunning indoor fireplace, relaxing front porch and large back deck with gas/charcoal BBQ. Internet and...
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    Roscoe, Catskill Region 12776
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Jeffersonville
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Tree House is a 2,500 sq. ft., multi-level chalet home. One mile from the town of Jeffersonville, with a full grocery and 8 miles from Bethel Woods for ease and convenience but very private wooded lake setting with enormous 'park ranger' deck to grill and relax on. Walk down the fern lined...
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    Jeffersonville, Catskill Region 12748
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Sweet Fairytale Cottage in Roscoe1 / 20
    (3)Excellent
    Roscoe
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Patio
    • Mountain Views
    • Balcony
    • DVD Player
    • Porch
    • Grill
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 July 2017
    My husband and I stayed here with our two kids over Fourth of July week. Owners were so helpful and responsive, we didn't have to worry about anything. Creek in the backyard...
    Reviewed 3 September 2014
    My partner, myself and our 20 year old daughter and our two dogs spent a wonderful week at Judy and Bretts very unique and very charming cottage in August. The cottage houses a...
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    About this property
    SUMMER IS APPROACHING AND THE CALENDAR IS EVOLVING.......TIME TO FAST-FORWARD TO WARM WEATHER VACATION PLANS! ~ $160 per night for up to 6 people, for guests # 5 and #6, , additional $25 per person per night. Two night minimum. Check-in after noon; check-out before noon. Discounts for weekly or...
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    Roscoe, Catskill Region 12776
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Country Cabin with Private Lake Access  Cabin   #11 / 11
    (10)Very good
    Lake Huntington
    Studio, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    We had a great time at the country cottage. Exceded our expectations. Bob was very friendly & helpful. Please remember to call to arrange key pick up first as the key is in...
    Reviewed 2 September 2016
    cabin clean, great condiion with new godd qality appliances. Godd sized deck and garden area. Short walk ithrough the woods to the lake where you have free use of rowing boats.
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    About this property
    Cabin #1 Charming Country Cabin on 115,acres with miles of Nature trails, short walk to Motor Boat lake, swimming fishing and boating, outdoor fire pit on property, restaurants and Pubs walking distance, 5 miles from Bethel woods Arts Center, short distance to the Delaware river and river...
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    Lake Huntington, Catskill Region 12752
    Holiday Rental House - 1 Bathroom, Sleeps 4
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    Beautiful Catskills Cabin1 / 23
    (2)Excellent
    Bethel
    2 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • DVD Player
    • Patio
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Balcony
    • Grill
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 2017
    We really enjoyed staying at Meghan's cabin house. It was very cute and cozy making it the perfect weekend getaway spot. If we are ever up that way again we'd definitely stay...
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    About this property
    Enjoy a relaxing getaway in the heart of the Catskills!!! Situated in the picturesque private lake community of smallwood in Bethel NY (home of the original Woodstock) During your stay take in all that the beautiful mountain and lake scenery has to offer in the Summer, Fall, or Spring! Just a...
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    Bethel, Catskill Region 12778
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 8
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    New Log Cabin on Duck Harbor waterfront1 / 15
    (3)Excellent
    Equinunk, PA
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Waterfront
    • Grill
    • Mountain Views
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 July 2017
    We joined some friends for a relaxing getaway, and this cabin was just perfect. It is a spacious cabin right on a beautiful lake. We went fishing, made smores every night over...
    Reviewed 29 October 2016
    This was our 2nd stay at this cabin and it was great. The cabin is perfect for any occasion. Also the cleanest place I've ever stayed at. Looking forward to planning my next...
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    About this property
    We are re-opening April 1st. Celebrate with us. *APRIL SPECIAL* BOOK 2 NIGHTS GET 1 NIGHT FREE. Limit of 6 guests. (Book the 2 nights through the website and I will add the 3rd night on my calendar.) Pack your clothes, personal items, and food. We provide most everything else. A detailed list...
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    Equinunk, Pocono Mountains Region 18417
    Cabin Holiday Rental - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Cochecton
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Mountain Views
    • Terrace
    • Balcony
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Just 2 hours from NYC. Located in Cochecton nestled between Narrowsburg & Callicoon with Tyler Hill & Damacus, PA across the bridge . A short walk to the Delaware River& a short drive to Bethel Woods Performing Arts Center site of the 1969 Woodstock. Discover local happenings: concerts, farmer's...
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    Cochecton, Catskill Region 12726
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    COZY COTTAGE LOCATED ON DELAWARE RIVER1 / 15
    (20)Very good
    Damascus, PA
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Mountain Views
    • DVD Player
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Porch
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2017
    Hubby and I wanted to explore the Callicoon and Bethel areas. We found the perfect place for "home base"! This cottage was cozy and quiet with an amazing view of the...
    Reviewed 29 August 2017
    Just a beautiful cabin. Wonderful hosts. Prefect area for a quiet get a way. The little town is quaint and the residents quite friendly. Our gracious hostess even had some...
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    About this property
    Cozy cottage located on Delaware River. 2 small bedrooms (sleeps 4) Kitchen area with dishes, utensils, refrigerator, range and microwave. BBQ grill outside of cottage. Enclosed porch overlooks scenic river and mountains. Swimming, kayaking, and canoeing a few steps from cottage. 30 minute...
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    Damascus, Pocono Mountains Region 18415
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Hilltop Mansion in the Poconos! 14 BEDROOMS, POOL, THEATER, GAME RM, 1 OF A KIND1 / 22
    (2)Excellent
    Beach Lake, PA
    14 Bedrooms, 10 Bathrooms, Sleeps 32 Quick View
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    • Private Garden
    • Private Outdoor Pool (Heated)
    • Wi-Fi
    • Cable/satellite TV
    • Secure Parking
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 October 2017
    The Majestic HillTop Mansion is a hidden gem tucked away in PA! Our experience there was amazing. The property manager and staff provided excellent customer service and...
    Reviewed 12 October 2017
    I attended a corporate retreat at this location. The facility is beautiful. I’ve never been more relaxed while engaged in work. Every amenity was flawless from available...
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    About this property
    Hilltop Mansion is set directly above the picturesque and trendy Delaware River Valley, between the Pocono Mountain and Catskill Mountain Regions of PA and NY. HILLTOP MANSION IS PROUD TO HAVE RECENTLY BEEN FEATURED IN USA TODAY AS THE NUMBER 1 LARGE RENTAL IN THE STATE OF PENNSYLVANIA - step...
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    Beach Lake, Pocono Mountains Region 18405
    Holiday Rental House - 14 Bedrooms, 10 Bathrooms, Sleeps 32
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    Come Enjoy Sullivan County's Catskills, Lake Communirty Swiss Chalet Availablle for Fall and Winter Rentals1 / 4
    (1)Very good
    Livingston Manor
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 19 October 2015
    Great house with access to a stunning lake and lots of good walks nearby. We enjoyed the log fire and the terrace. Thanks Ken!
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    About this property
    Located in small lake community in the beautiful Catskill Mountains of New York, is this 3 Bedroom, +den/office, 2 full bathroom Swiss chalet style home. The house is located 4.5 miles up Shandalee Mountain, between the towns of Youngsville and Livingston Manor, NY. Enjoy the crystal clear lake...
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    Livingston Manor, Catskill Region 12758
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Bethel Pastures Farm Bed & Breakfast1 / 6
    (1)Excellent
    Jeffersonville
    5 Bedrooms, 3 Bathrooms, Sleeps 2 Quick View
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    • Wi-Fi
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 August 2017
    My family had a great experiences and relaxing time at this place.We were looking for the few days getaway place from the city.But it was so hard to find "Dog friendly&quot...
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    About this property
    Book your stay and enjoy a farmstay you will never forget. Beautiful landscapes, friendly animals, great hospitality....we want you and your family to have the most amazing time here at Bethel Pastures Farm! Great place for you and your friends to celebrate a birthday or Bachelor/Bachelorette...
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    Location Information
    Jeffersonville, Catskill Region 12748
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 2
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    Long Eddy
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Patio
    • Central Heating
    • Parking
    • Grill
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience peace and tranquility when you stay at this Long Eddy 3-bedroom, 2-bathroom vacation rental cabin that comfortable sleeps 7. Situated right on the waters of Delaware Lake, this cabin is the perfect getaway for those seeking a relaxing and remote vacation in the serene forests that...
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    Long Eddy, New York 12760
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    North Branch
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
    • Patio
    • Grill
    • Internet Access
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    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    North Branch Farm is a four-bedroom farmhouse dating from 1920 that sits on 10 peaceful acres in New York State near Callicoon. Comfortably sleeps eight -- two queen beds, four single beds -- with two bathrooms, a large well-equipped kitchen, kayaks, bikes and a paddleboard. Close to great food,...
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    North Branch, New York 12766
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    White Lake
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
    • Central Heating
    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This lovely home is located in the private Beechwood Community of White Lake, not to be confused with Beechwoods at Villa Roma. It features lovely rear views to dense woods with lots of wildlife stopping by daily! It is just up the hill from beautiful, sparkling spring-fed White Lake and comes with...
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    White Lake, New York 12786
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Livingston Manor
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Outdoor Dining Area
    • Grill
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our light-filled house is designed for entertaining, with an open layout, a fully-stocked kitchen & a deck with a bbq grill/smoker. It has recently been renovated. There is a creek behind the house (Sprague Brook) & the Willowemoc Creek, known for its amazing fly fishing, is 3 minutes away. Our...
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    Livingston Manor, Catskill Region 10603
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Smallwood
    3 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Parking
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    • Private Garden
    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful Lake Front Lodge! Just renovated! Minutes away from Bethel Woods Performing Arts Center ( Home of the original 1969 Woodstock) Enjoy a relaxing getaway in the heart of the Catskills!!! Situated on the picturesque and peaceful private Mountain Lake of Smallwood in Bethel NY. Close to all...
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    Location Information
    Smallwood, New York 12701
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 12
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    Livingston Manor
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Good for couples, solo adventurers, and furry friends (pets). Enjoy the beautiful accommodations in a private guest house situated on 13 acres along Shandelee Brook. Only 120 miles from the GW bridge, perfect nature retreat to get away from the city. Livingston Manor, NY is a vibrant & historic...
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    Location Information
    Livingston Manor, Catskill Region 12758
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    White Lake
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Hot Tub
    • Sauna
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our home is about 5 mins away from Bethelwoods Performing Arts Center, where the original Woodstock Concert took place. The house is fully furnished with all amenities necessary, just bring in your suitcase. The house has a fireplace, fire-pit and a fire-cage on the extra large deck overlooking a...
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    Location Information
    White Lake, New York 12783
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Smallwood
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Air Conditioning
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    Pet friendly
    Kid friendly
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    About this property
    1 Bedroom/ 1 BathCORPORATE AMENITIESConcierge Service Heating & Air Garage Parking Patios/ Balconies Pool/ Spa Business Ce Barbecue/ Picnic Area Complete Kitchen Private Address Heating & Air Fully Furnished,Housewares, Electric, Water, Cable & Wi-Fi...
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    Smallwood, New York
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Damascus Luxury Log Cabin1 / 23
    (6)Excellent
    Damascus, PA
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
    • DVD Player
    • Grill
    • Mountain Views
    • Washer
    • Patio
    • Cable/satellite TV
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 August 2014
    This property is great for 8-10 people. It has a lot of space, and you never feel like you're on top of each other. I cooked 3 meals a day for 7 days there. The kitchen is large...
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    About this property
    This state of the art log cabin is 3500 square feet and is on 7.5 acres of wooded land. It includes a basement, first floor, second floor and two lofts. There are two bedrooms on the 1st floor, a master bedroom on the 2nd floor, one bedroom in the basement which has a wood chimney and a bathroom,...
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    Location Information
    Damascus, Pocono Mountains Region 18415
    Cabin Holiday Rental - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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