Holiday rentals near Windham Mountain Resort
We found 959 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:19 Sept - 26 Sept
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 AU$7,323
AU$7,323
AU$1,046 per night
includes taxes & fees
Image gallery for Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
1010 out of 10 rating
Exceptional
(156 reviews)
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Windham, NY
17% off
Price is AU$17,829
AU$17,829
AU$2,547 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 AU$10,218
AU$10,218
AU$1,460 per night
includes taxes & fees
Image gallery for Magical Home Located in Windham and Catskills
1010 out of 10 rating
Exceptional
(9 reviews)
Magical Home Located in Windham and Catskills
Windham, NY
12% off
Price is AU$4,049
AU$4,049
AU$578 per night
includes taxes & fees
Image gallery for "New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
1010 out of 10 rating
Exceptional
(25 reviews)
"New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Windham, NY
16% off
Price is AU$5,942
AU$5,942
AU$849 per night
includes taxes & fees
Image gallery for Quiet Mountain View Art House - Up on a hill - Round Top!
1010 out of 10 rating
Exceptional
(5 reviews)
Quiet Mountain View Art House - Up on a hill - Round Top!
Round Top, NY
8% off
Price is AU$7,259
AU$7,259
AU$1,037 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 AU$11,762
AU$11,762
AU$1,680 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 AU$10,761
AU$10,761
AU$1,537 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 AU$9,315
AU$9,315
AU$1,331 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 AU$5,848
AU$5,848
AU$835 per night
includes taxes & fees
Image gallery for Chalet nestled right in Windham Mountain's quiet beauty-private access to trails
1010 out of 10 rating
Exceptional
(18 reviews)
Chalet nestled right in Windham Mountain's quiet beauty-private access to trails
Windham, NY
8% off
Price is AU$9,251
AU$9,251
AU$1,322 per night
includes taxes & fees
Image gallery for Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
1010 out of 10 rating
Exceptional
(93 reviews)
Woodsy Country Cottage, HITS Horse Show, Fall Foliage, Skiing, Hunter Mt, Hiking
Saugerties, NY
8% off
Price is AU$2,353
AU$2,353
AU$336 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
6% off
Price is AU$7,289
AU$7,289
AU$1,041 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 AU$6,162
AU$6,162
AU$880 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 AU$6,434
AU$6,434
AU$919 per night
includes taxes & fees
Image gallery for Picturesque 5- Bedroom close to Windham and Hunter
1010 out of 10 rating
Exceptional
(7 reviews)
Picturesque 5- Bedroom close to Windham and Hunter
Jewett, NY
12% off
Price is AU$8,681
AU$8,681
AU$1,240 per night
includes taxes & fees
Image gallery for Large 9 Bed 11 Bath Private Lodge, 1.5 Miles To Hunter Mountain W Bar & Games
9.69.6 out of 10 rating
Exceptional
(32 reviews)
Large 9 Bed 11 Bath Private Lodge, 1.5 Miles To Hunter Mountain W Bar & Games
Hunter, NY
8% off
Price is AU$11,553
AU$11,553
AU$1,650 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
17% off
Price is AU$10,536
AU$10,536
AU$1,505 per night
includes taxes & fees
Image gallery for Located within 10 minutes from both Windham Mountain and Hunter Mountain!
1010 out of 10 rating
Exceptional
(12 reviews)
Located within 10 minutes from both Windham Mountain and Hunter Mountain!
Jewett, NY
8% off
Price is AU$5,062
AU$5,062
AU$723 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
(115 reviews)
Mountain Getaway In Our Cozy Log Cabin In The Catskill Mountains
Preston Hollow, NY
24% off
Price is AU$2,136
AU$2,136
AU$305 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
(40 reviews)
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Windham, NY
23% off
Price is AU$6,532
AU$6,532
AU$933 per night
includes taxes & fees
Image gallery for Beautifully Restored 6BR in the heart of Windham
9.89.8 out of 10 rating
Exceptional
(21 reviews)
Beautifully Restored 6BR in the heart of Windham
Windham, NY
12% off
Price is AU$5,449
AU$5,449
AU$778 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 AU$5,959
AU$5,959
AU$851 per night
includes taxes & fees
Image gallery for Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
9.29.2 out of 10 rating
Wonderful
(9 reviews)
Spacious Catskills Cabin w/Stream Near Hiking, Biking & Skiing
West Kill, NY
20% off
Price is AU$2,802
AU$2,802
AU$400 per night
includes taxes & fees
Find spaces that suit your style
House
Condo/Apartment
Cabin
Cottage
Villa
Chalet
Find the best place to stay - Windham Mountain Resort
Showing deals for: 14 Sept - 17 Sept
Chalet nestled right in Windham Mountain's quiet beauty-private access to trails
Sleeps 16 · 6 bedrooms · 5 bathrooms
1010 out of 10
Exceptionalexceptional
18 reviews(18 reviews)
The current price is AU$4,378
AU$4,378
for 3 nights, 1 chalet
AU$1,459 per night
includes taxes & fees
Amazing Location, Steps Away from Magic Carpet to Main Lodge.
Sleeps 10 · 3 bedrooms · 3 bathrooms
1010 out of 10
Exceptionalexceptional
5 reviews(5 reviews)
The current price is AU$2,926
AU$2,926
for 3 nights, 1 home
AU$975 per night
includes taxes & fees
Windham Log Cabin on 35 Acres. Family friendly.
Sleeps 14 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
The current price is AU$9,963
AU$9,963
for 3 nights, 1 chalet
AU$3,321 per night
includes taxes & fees
Beautifully Restored 6BR in the heart of Windham
Sleeps 13 · 6 bedrooms · 3 bathrooms
9.89.8 out of 10
Exceptionalexceptional
21 reviews(21 reviews)
The current price is AU$2,782
AU$2,782
for 3 nights, 1 home
AU$927 per night
includes taxes & fees
Luxury 4BR/4BA Ski-In / Ski-Out Mountain Stay "The Four Ski-sons"
Sleeps 10 · 4 bedrooms · 4 bathrooms
1010 out of 10
Exceptionalexceptional
9 reviews(9 reviews)
The current price is AU$6,007
AU$6,007
for 3 nights, 1 apartment
AU$2,002 per night
includes taxes & fees
*The View* ski in/out modern luxury at Windham Mountain Resort
Sleeps 14 · 5 bedrooms · 5+ bathrooms
9.89.8 out of 10
Exceptionalexceptional
7 reviews(7 reviews)
The current price is AU$11,547
AU$11,547
for 3 nights, 1 home
AU$3,849 per night
includes taxes & fees
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
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