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Cheap Holiday Rentals and Houses in Windham, NY
Holiday Rentals
USA
New York (NY)
Catskill Region
Windham
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Bathrooms
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Internet or Wifi (190)
Washer/Dryer (170)
Other outdoor space (145)
Fireplace (137)
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Suitability
Kid friendly (185)
Pet friendly (61)
Smoking allowed (6)
Wheelchair access (0)
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Holiday Rental House (154)
Condominium/Apartment (37)
Cabin Holiday Rental (0)
Private Room (0)
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Distinctive Features
Waterfront (3)
Boat Available (2)
Private Chef (0)
Private Beach (0)
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Distance from
5 km
Windham Mountain
Magic On Main
The Windham Path
The Vineyard at Windham
Windham Fine Arts
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191 rentals
in Windham.
Cozy Caboose in the city
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
Holiday Rental House
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9 bedrooms
5 bathrooms
Sleeps 30
Match:
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Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 8
Match:
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
123 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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FRESH SNOWSTORM Cutest Cabin in Windham for 2 People
45 reviews
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 2
Match:
Sleeps
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Windham Private heated indoor pool.
6 reviews
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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'The Mountain House:' Windham Retreat w/ Hot Tub!
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Redwood Retreat in Windham - Pickleball! Tennis!
2 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Ski Ridge Golf farmhouse
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 8
Match:
Sleeps
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The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home
62 reviews
Holiday Rental House
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4 bedrooms
3 bathrooms
Sleeps 14
Match:
Sleeps
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Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
4 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 6
Match:
Sleeps
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Black Dome - a 2B, 2B Condo 5 min from Windham, NY, and Windham Mt.
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Cozy Cabin Condo by the Mountain, 5mins to skiing!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Holiday Rental House
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4 bedrooms
4 bathrooms
Sleeps 10
Match:
Sleeps
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NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitchen - Haus Windham
Condo/Apartment
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1 bedroom
1 bathroom
Sleeps 3
Match:
Sleeps
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Guesthouse Minutes from the Mountain!
Holiday Rental House
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1 bedroom
1 bathroom
Sleeps 4
Match:
Sleeps
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LUXURY DUPLEX SUITE WITH JACUZZI
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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LUXURY DUPLEX SUITE WITH JACUZZI
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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PRESIDENTIAL DUPLEX SUITE WITH HOT TUB AND WRANP AROUND BALCONY
Condo/Apartment
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1 bedroom
2 bathrooms
Sleeps 4
Match:
Sleeps
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Gorgeous, First Class, 2 King apartment in downtown Windham
6 reviews
Condo/Apartment
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2 bedrooms
1 bathroom
Sleeps 4
Match:
Sleeps
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Cozy Mountain Condo
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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2 Bed Ski-In/Out Condo
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Relaxing Catskills Apt < 3 Mi to Windham Mountain!
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Immaculate Windham Getaway Near Skiing & Hiking!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Mountain view apartment, 5mins to Ski Area!
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Catskills Home, 5 Mins to Windham Mtn Resort!
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Spacious Apt w/ Yard: 3 Mi to Windham Mountain
2 reviews
Condo/Apartment
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2 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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CONVENIENT!Walk 1000ft. to Windham Mtn! Fully furnished 2BR/2Bth Condo w/WiFi
1 review
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Cozy townhouse steps away from Windham Mountain- zip code 12496
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 9
Match:
Sleeps
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Foot of fresh SNOW Amazing skiing & snowboarding
23 reviews
Holiday Rental House
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2 bedrooms
2 bathrooms
Sleeps 4
Match:
Sleeps
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Ski Windham House Family Friendly!
67 reviews
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 12
Match:
Sleeps
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Windham castle with a view & minutes to skiing!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 11
Match:
Sleeps
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Windham family ski home, walking distance to trails and base
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Serenity w/ Hot Tub & Fireplace 3 min to town
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Mid Century Modern Chalet with Tennis Court and Catskill Views
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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4 bedroom house 10 minutes to Windham Mountain
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Windham resort area. Pet friendly home with mountain views, near hiking trails.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 6
Match:
Sleeps
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Above & beyond. Perfect house for family, friends & fresh air.
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Windham Pines Lodge & Hot Tub
Holiday Rental House
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3 bedrooms
2 bathrooms
Sleeps 7
Match:
Sleeps
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Windham Mountain A Frame Ski House with Central A/C
7 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 8
Match:
Sleeps
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Restored Firehouse One Minute to Skiing on Main St
Holiday Rental House
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4 bedrooms
1 bathroom
Sleeps 18
Match:
Sleeps
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Luxury Home w/ Deck: Explore the Catskill Mtns!
3 reviews
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.
71 reviews
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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Mountain Contemporary, minutes to slopes with breathtaking views!
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 10
Match:
Sleeps
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Steps away from the magic carpet that brings you right to the lodge!
Holiday Rental House
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3 bedrooms
3 bathrooms
Sleeps 10
Match:
Sleeps
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NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
Holiday Rental House
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5 bedrooms
3 bathrooms
Sleeps 12
Match:
Sleeps
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Windham Mountain Vacation Rental ~3 Mi to Lifts!
Holiday Rental House
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4 bedrooms
2 bathrooms
Sleeps 8
Match:
Sleeps
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