
Holiday rentals near Windham Mountain Resort
We found 938 holiday rentals — enter your dates for availability
Scroll through and discover private holiday rentals close to Windham Mountain Resort that provide the perfect home base for your trip. Whether you're travelling with your children and pets, with friends or just your children, holiday rentals have the amenities that you expect for your stay, which might include cable TV and a washer and dryer. You're sure to find a property to rent for everyone's needs, including options that are accessible or non-smoking.
Holiday rentals with weekly discounts - Windham Mountain Resort
Showing deals for:1 Aug - 8 Aug
Image gallery for Minutes to Skiing, Hot Tub, Fire Pit, 10 Acres, Mtn Views, Private Pond

1010 out of 10 rating
Exceptional
(5 reviews)
Minutes to Skiing, Hot Tub, Fire Pit, 10 Acres, Mtn Views, Private Pond
Medusa, NY
18% off
Price is NZ$8,829
NZ$8,829
NZ$1,261 per night
includes taxes & fees
Image gallery for Ski hunter, Indoor pool & sauna .2 miles to slopes

9.49.4 out of 10 rating
Exceptional
(20 reviews)
Ski hunter, Indoor pool & sauna .2 miles to slopes
Hunter, NY
8% off
Price is NZ$11,608
NZ$11,608
NZ$1,658 per night
includes taxes & fees
Image gallery for Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm

1010 out of 10 rating
Exceptional
(10 reviews)
Amazing Mountain View’s from every room! Hot Tub/3 Fire pits & Game Rm
Windham, NY
8% off
Price is NZ$12,194
NZ$12,194
NZ$1,742 per night
includes taxes & fees
Image gallery for Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath

9.29.2 out of 10 rating
Wonderful
(14 reviews)
Enchanting Tannersville Mansion W Erov 4 Groups & Families Hot-Tub 5Bds+3.5Bath
Tannersville, NY
12% off
Price is NZ$12,951
NZ$12,951
NZ$1,850 per night
includes taxes & fees
Image gallery for BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!

1010 out of 10 rating
Exceptional
(5 reviews)
BREATHTAKING VIEWS, Contemporary, located 2,500' off road, 25 acre estate!
Windham, NY
8% off
Price is NZ$6,736
NZ$6,736
NZ$962 per night
includes taxes & fees
Image gallery for Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna

1010 out of 10 rating
Exceptional
(11 reviews)
Stunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Windham, NY
13% off
Price is NZ$10,119
NZ$10,119
NZ$1,446 per night
includes taxes & fees
Image gallery for Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!

1010 out of 10 rating
Exceptional
(58 reviews)
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Windham, NY
16% off
Price is NZ$5,584
NZ$5,584
NZ$798 per night
includes taxes & fees
Image gallery for Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub

1010 out of 10 rating
Exceptional
(10 reviews)
Le Chalet: Modern Design, Mountain views, Chef's Kitchen, Sauna & Hot Tub
Jewett, NY
12% off
Price is NZ$15,499
NZ$15,499
NZ$2,214 per night
includes taxes & fees
Image gallery for 2 Bedroom Townhouse in front of Windham Mountain Ski Resort

9.89.8 out of 10 rating
Exceptional
(46 reviews)
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
Windham, NY
8% off
Price is NZ$2,040
NZ$2,040
NZ$291 per night
includes taxes & fees
Image gallery for Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!

9.89.8 out of 10 rating
Exceptional
(45 reviews)
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Windham, NY
12% off
Price is NZ$7,204
NZ$7,204
NZ$1,029 per night
includes taxes & fees
Image gallery for Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

1010 out of 10 rating
Exceptional
(39 reviews)
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Windham, NY
24% off
Price is NZ$8,451
NZ$8,451
NZ$1,207 per night
includes taxes & fees
Image gallery for Mayfair Manor Mountain Retreat

1010 out of 10 rating
Exceptional
(9 reviews)
Mayfair Manor Mountain Retreat
Windham, NY
5% off
Price is NZ$7,650
NZ$7,650
NZ$1,093 per night
includes taxes & fees
Image gallery for Uncluttered Elegance Hunter Retreat

1010 out of 10 rating
Exceptional
(26 reviews)
Uncluttered Elegance Hunter Retreat
Tannersville, NY
8% off
Price is NZ$12,643
NZ$12,643
NZ$1,806 per night
includes taxes & fees
Image gallery for Modern Home: Hot Tub, Mountain Views & EV Charger

1010 out of 10 rating
Exceptional
(7 reviews)
Modern Home: Hot Tub, Mountain Views & EV Charger
Jewett, NY
8% off
Price is NZ$6,179
NZ$6,179
NZ$883 per night
includes taxes & fees
Image gallery for Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year

1010 out of 10 rating
Exceptional
(19 reviews)
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Jewett, NY
8% off
Price is NZ$9,270
NZ$9,270
NZ$1,324 per night
includes taxes & fees
Image gallery for Elegant Catskill Retreat: 8BR Windham Getaway with Hot Tub & Vineyard Views

1010 out of 10 rating
Exceptional
(15 reviews)
Elegant Catskill Retreat: 8BR Windham Getaway with Hot Tub & Vineyard Views
Windham, NY
8% off
Price is NZ$16,539
NZ$16,539
NZ$2,363 per night
includes taxes & fees
Image gallery for Beautiful Chalet, mins to Hunter/Windham slopes

9.89.8 out of 10 rating
Exceptional
(16 reviews)
Beautiful Chalet, mins to Hunter/Windham slopes
Jewett, NY
16% off
Price is NZ$8,401
NZ$8,401
NZ$1,200 per night
includes taxes & fees
Image gallery for Mountain Getaway In Our Cozy Log Cabin In The Catskill Mountains

9.89.8 out of 10 rating
Exceptional
(114 reviews)
Mountain Getaway In Our Cozy Log Cabin In The Catskill Mountains
Preston Hollow, NY
24% off
Price is NZ$2,309
NZ$2,309
NZ$330 per night
includes taxes & fees
Image gallery for Waterfront Modern Cabin - BLAK House

1010 out of 10 rating
Exceptional
(47 reviews)
Waterfront Modern Cabin - BLAK House
Shandaken, NY
9% off
Price is NZ$5,725
NZ$5,725
NZ$818 per night
includes taxes & fees
Image gallery for Summer fun in the Catskills

9.89.8 out of 10 rating
Exceptional
(59 reviews)
Summer fun in the Catskills
Lexington, NY
25% off
Price is NZ$5,078
NZ$5,078
NZ$725 per night
includes taxes & fees
Image gallery for 2023 renovated 5 bedroom house hunter/windham 9 foot ceilings -cable/WIFI

1010 out of 10 rating
Exceptional
(109 reviews)
2023 renovated 5 bedroom house hunter/windham 9 foot ceilings -cable/WIFI
Jewett, NY
8% off
Price is NZ$7,959
NZ$7,959
NZ$1,137 per night
includes taxes & fees
Image gallery for <br>Escape to our incredibly private home on 30 acres!

1010 out of 10 rating
Exceptional
(132 reviews)
<br>Escape to our incredibly private home on 30 acres!
Saugerties, NY
8% off
Price is NZ$3,989
NZ$3,989
NZ$570 per night
includes taxes & fees
Image gallery for TOP RATED ULTIMATE YEAR ROUND PLAYGROUND

1010 out of 10 rating
Exceptional
(27 reviews)
TOP RATED ULTIMATE YEAR ROUND PLAYGROUND
Elka Park, NY
16% off
Price is NZ$11,961
NZ$11,961
NZ$1,709 per night
includes taxes & fees
Image gallery for Windham Family Getaway

1010 out of 10 rating
Exceptional
(51 reviews)
Windham Family Getaway
Windham, NY
8% off
Price is NZ$3,735
NZ$3,735
NZ$534 per night
includes taxes & fees
Find spaces that suit your style
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Find the best place to stay - Windham Mountain Resort
SKI-IN/SKI-OUT ON WONDERAMA RUN, 4 BEDROOM, 3 BATH RETREAT
Sleeps 10 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
Amazing Location, Steps Away from Magic Carpet to Main Lodge.
Sleeps 13 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
3 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
Sleeps 9 · 3 bedrooms · 2 bathrooms
9.09.0 out of 10
Wonderfulwonderful
11 reviews(11 reviews)
Ski house just steps from slopes with indoor pool
Sleeps 12 · 4 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
11 reviews(11 reviews)
Luxury Windham Mtn Slope Side 3 BDRM Condo
Sleeps 8 · 3 bedrooms · 3 bathrooms
9.09.0 out of 10
Wonderfulwonderful
6 reviews(6 reviews)
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Sleeps 7 · 2 bedrooms · 2 bathrooms
9.29.2 out of 10
Wonderfulwonderful
44 reviews(44 reviews)
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value