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Fireplace
Swimming pool
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Private indoor pool
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Private tennis court
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Car not required

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City breaks
Skiing – property near ski resort
Walking trips
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41 Houses

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FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES

Medusa log cabin

4 bedrooms
3 bathrooms

sleeps 8

“Lovely, romantic getaway” After a hectic month my husband and I were looking for an easy getaway. The Farmhouse was perfect. It was open and airy, and beautifully designed. A really great find among the stuffier B&B; options normally found upstate. We highly recommend it.

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Price per night from

$572

Great rentals within 20 miles that match your search

A Stunning Upstate New York Property.

Westerlo house

4 bedrooms
3 bathrooms

sleeps 8

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Price per night from

$1,090

2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown

Windham house

2 bedrooms
2 bathrooms

sleeps 5

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Price per night from

$201

Windham Cabin

Lexington log cabin

3 bedrooms
1 bathroom

sleeps 6

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Price per night from

$172

Mountain House Retreat

Windham house

5 bedrooms
2 bathrooms

sleeps 10

“Beautiful! Relaxing! Perfect!” I spent 4th of July weekend with a group of friends at this wonderful mountain retreat, and it was all that we wished and more!! The views are spectacular, the private pond and the mountains added so much to our stay. It was like being on a private resort...the home had everything we needed to have fun and enjoy this long summer weekend, and we are already planning to return next year. Thank you so much for providing such an amazing spot for a long weekend getaway! And it must be noted how accommadating and easy it was to communicate with the owner and with flipkey whenever I had any questions-- 5 Stars!

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Price per night from

$287

3400 Sq Ft 5 Bedroom House for Rent Near Hunter/Windham mountains ,cable/WIFI

Jewett house

5 bedrooms
4 bathrooms

sleeps 16

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Price per night from

$689

Expanded Cabin facing Hunter Mountain in NY

Hunter log cabin

4 bedrooms
2 bathrooms

sleeps 7

“Love it--would return again!” Jeffrey was very friendly, accommodating, helpful and professional as we were booking the cabin. Cabin was beautifully furnished and large enough to fit 8 of us. 5 min drive to Hunter Mountain. Very cozy and comfortable--loved it and would love to return again sometime in the future!

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Price per night from

$689

OUR LOVELY VACATION HOME IS LOCATED IN THE CATSKIL

Catskill finca

4 bedrooms
2 bathrooms

sleeps 8

Responds fast! avg. 3 hours 52 minutes

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Price per night from

$574

Windham Mountain Ski House with Great Views

Windham house

3 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$574

U have to C it 2 believe it ! unlike any other !

Haines Falls house

9 bedrooms
9 bathrooms

sleeps 25

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Price per night from

$1,148

Hunter Mountain Ski House Condo Ski Season Rental

Hunter apartment

1 bedroom
1 bathroom

sleeps 6

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Price per night from

$115

four season vacation rental

Tannersville house

2 bedrooms
1 bathroom

sleeps 8

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Price per night from

$115

Windham Mountain Ski House

Windham house

5 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$574

Perfect Retreat with an Amazing View

Jewett house

5 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$603

On Windham Mountain - Westside Chalet

Windham chalet

6 bedrooms
5 bathrooms

sleeps 14

Responds fast! avg. 1 hour 40 minutes

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Price per night from

$917

5 Min to Windham Mtn! Luxury Retreat w/Amazing Views! Natural Swimming Pond

Windham villa

8 bedrooms
7 bathrooms

sleeps 22

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Price per night from

$3,442

45 Acre Private Catskills Villa with Private Pond and River

Jewett villa

8 bedrooms
6 bathrooms

sleeps 22

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Price per night from

$1,142

15 Acre Catskills Sanctuary with Private Lake, Nature Lovers Retreat

Jewett cottage

4 bedrooms
2 bathrooms

sleeps 10

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Price per night from

$573

4 seasons mountain condo

East Jewett condo

4 bedrooms
4 bathrooms

sleeps 10

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Price per night from

$517

Log House Near Ski Resorts with Sauna Hot Tub Fire Pit

Maplecrest house

4 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$488

Hunter Haven 2bdrm condo with Sauna

Hunter condo

2 bedrooms
2 bathrooms

sleeps 8

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Price per night from

$229

Catskills Lake Retreat - Pool, hot tub, fire pit

Athens house

3 bedrooms
2 bathrooms

sleeps 9

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Price per night from

$402

Luxury Catskill Villa 5 Bedrooms/3 Baths/Jacuzzi/Fire pit/Ski Hunter,Windham

Prattsville villa

5 bedrooms
3 bathrooms

sleeps 10

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Price per night from

$1,032

Walnut Grove of New York

Ashland house

3 bedrooms
2 bathrooms

sleeps 7

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Price per night from

$224

Leisure home with beach front property

Coxsackie house

6 bedrooms
3 bathrooms

sleeps 25

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Price per night from

$2,576

4 Season NirvanaHot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Windham house

4 bedrooms
2 bathrooms

sleeps 8

“Terrific Rental in Windham” This is a great rental property. The house is very well maintained and comes complete with everything you need for your visit. This includes the kitchen where many other rental properties offer sparse and/or low quality utensils, plates, etc. Angel has literally thought of everything and organized the property to make your stay enjoyable. Also, the hot tub has very potent jets which was nice for a bunch of middle aged golfers after a long day on the course. Angel was extremely helpful and responsive throughout the entire rental process. If you are coming to Windham you will be hard pressed to find a nicer property.

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Price per night from

$401