
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 NZ$8,088
NZ$8,088
NZ$1,155 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 NZ$20,183
NZ$20,183
NZ$2,883 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$11,451
NZ$11,451
NZ$1,636 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 NZ$4,383
NZ$4,383
NZ$626 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 NZ$6,414
NZ$6,414
NZ$916 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 NZ$8,012
NZ$8,012
NZ$1,145 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$13,073
NZ$13,073
NZ$1,868 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$12,029
NZ$12,029
NZ$1,718 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$9,982
NZ$9,982
NZ$1,426 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$6,314
NZ$6,314
NZ$902 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 NZ$9,915
NZ$9,915
NZ$1,416 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 NZ$2,516
NZ$2,516
NZ$359 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$8,046
NZ$8,046
NZ$1,149 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$6,645
NZ$6,645
NZ$949 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$7,106
NZ$7,106
NZ$1,015 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 NZ$9,315
NZ$9,315
NZ$1,331 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 NZ$12,853
NZ$12,853
NZ$1,836 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$11,799
NZ$11,799
NZ$1,686 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 NZ$5,465
NZ$5,465
NZ$781 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 NZ$2,314
NZ$2,314
NZ$331 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 NZ$7,216
NZ$7,216
NZ$1,031 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 NZ$5,892
NZ$5,892
NZ$842 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$6,431
NZ$6,431
NZ$919 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 NZ$3,035
NZ$3,035
NZ$434 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
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)
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)
Windham Log Cabin on 35 Acres. Family friendly.
Sleeps 14 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
73 reviews(73 reviews)
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)
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 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)
- 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