Holiday rentals near Windham Mountain Resort
We found 983 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:14 Nov - 21 Nov
Image gallery for Magical Home Located in Windham and Catskills
1010 out of 10 rating
Exceptional
(10 reviews)
Magical Home Located in Windham and Catskills
Windham, NY
12% off
Price is NZ$4,449
NZ$4,449
NZ$636 nightly
Includes taxes & fees
Image gallery for Outdoor Movie Screen, Pond, Fire Pit, and Lux Hot Tub
1010 out of 10 rating
Exceptional
(5 reviews)
Outdoor Movie Screen, Pond, Fire Pit, and Lux Hot Tub
Medusa, NY
18% off
Price is NZ$4,826
NZ$4,826
NZ$689 nightly
Includes taxes & fees
Image gallery for Stylish Catskills Mountain Getaway Near HITS, Woodstock & Hunter
1010 out of 10 rating
Exceptional
(6 reviews)
Stylish Catskills Mountain Getaway Near HITS, Woodstock & Hunter
Elka Park, NY
12% off
Price is NZ$6,317
NZ$6,317
NZ$902 nightly
Includes taxes & fees
Image gallery for Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
1010 out of 10 rating
Exceptional
(9 reviews)
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
East Jewett, NY
8% off
Price is NZ$5,196
NZ$5,196
NZ$742 nightly
Includes taxes & fees
Image gallery for Private Getaway 10 Mins From Hunter & Windham Mountain
9.89.8 out of 10 rating
Exceptional
(88 reviews)
Private Getaway 10 Mins From Hunter & Windham Mountain
Hunter, NY
12% off
Price is NZ$4,896
NZ$4,896
NZ$699 nightly
Includes taxes & fees
Image gallery for Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
1010 out of 10 rating
Exceptional
(22 reviews)
Chalet w/HOT TUB & OUTDOOR TV, Fire Pit, Pool Nearby, Prvt. trail & playground!
Gilboa, NY
12% off
Price is NZ$4,349
NZ$4,349
NZ$621 nightly
Includes taxes & fees
Image gallery for Catskills Home, 5 Mins to Windham Mtn Resort!
9.69.6 out of 10 rating
Exceptional
(14 reviews)
Catskills Home, 5 Mins to Windham Mtn Resort!
Windham, NY
6% off
Price is NZ$1,942
NZ$1,942
NZ$277 nightly
Includes taxes & fees
Image gallery for STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
1010 out of 10 rating
Exceptional
(48 reviews)
STUNNING VACATION AND SKI HOME - Hudson Valley, Woodstock, Hunter
Palenville, NY
7% off
Price is NZ$4,519
NZ$4,519
NZ$646 nightly
Includes taxes & fees
Image gallery for Prime Aug time available. Inquire about discount. Pool, gourmet kitchen, views!
1010 out of 10 rating
Exceptional
(86 reviews)
Prime Aug time available. Inquire about discount. Pool, gourmet kitchen, views!
Tannersville, NY
12% off
Price is NZ$17,237
NZ$17,237
NZ$2,462 nightly
Includes taxes & fees
Image gallery for A'Neils Windham Ski Lodge & Family Retreat
1010 out of 10 rating
Exceptional
(29 reviews)
A'Neils Windham Ski Lodge & Family Retreat
Windham, NY
8% off
Price is NZ$16,842
NZ$16,842
NZ$2,406 nightly
Includes taxes & fees
Image gallery for Beautiful home just 5 min to Windham, 10 min to Hunter – perfect location!
9.49.4 out of 10 rating
Exceptional
(11 reviews)
Beautiful home just 5 min to Windham, 10 min to Hunter – perfect location!
Jewett, NY
8% off
Price is NZ$4,544
NZ$4,544
NZ$649 nightly
Includes taxes & fees
Image gallery for Windham Private heated indoor pool.
1010 out of 10 rating
Exceptional
(28 reviews)
Windham Private heated indoor pool.
Windham, NY
8% off
Price is NZ$19,612
NZ$19,612
NZ$2,802 nightly
Includes taxes & fees
Image gallery for Redwood Retreat in Windham - Pool! Tennis!
9.89.8 out of 10 rating
Exceptional
(56 reviews)
Redwood Retreat in Windham - Pool! Tennis!
Windham, NY
5% off
Price is NZ$2,473
NZ$2,473
NZ$353 nightly
Includes taxes & fees
Image gallery for 7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
1010 out of 10 rating
Exceptional
(5 reviews)
7 Mi to Kaaterskill Falls: Home w/ Mountain Views!
Palenville, NY
9% off
Price is NZ$2,306
NZ$2,306
NZ$329 nightly
Includes taxes & fees
Image gallery for Catskill Mountain Hideaway with Amazing Hunter Mountain Views
1010 out of 10 rating
Exceptional
(12 reviews)
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter, NY
17% off
Price is NZ$6,182
NZ$6,182
NZ$883 nightly
Includes taxes & fees
Image gallery for Hot tub Completely private Fenced yard with Pool and Hot tub near Hunter MT
9.49.4 out of 10 rating
Exceptional
(9 reviews)
Hot tub Completely private Fenced yard with Pool and Hot tub near Hunter MT
Tannersville, NY
7% off
Price is NZ$3,404
NZ$3,404
NZ$486 nightly
Includes taxes & fees
Image gallery for A Clean and Simple Retreat
1010 out of 10 rating
Exceptional
(7 reviews)
A Clean and Simple Retreat
Jewett Center, NY
12% off
Price is NZ$3,029
NZ$3,029
NZ$433 nightly
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$13,165
NZ$13,165
NZ$1,881 nightly
Includes taxes & fees
Image gallery for 7BR Log Cobin /w Private Pool and Hot tub Just 10 Mins from HunterMT Sleeps 19
1010 out of 10 rating
Exceptional
(6 reviews)
7BR Log Cobin /w Private Pool and Hot tub Just 10 Mins from HunterMT Sleeps 19
Tannersville, NY
7% off
Price is NZ$4,600
NZ$4,600
NZ$657 nightly
Includes taxes & fees
Image gallery for Vintage Charm Farmhouse Retreat
1010 out of 10 rating
Exceptional
(6 reviews)
Vintage Charm Farmhouse Retreat
Windham, NY
8% off
Price is NZ$7,918
NZ$7,918
NZ$1,131 nightly
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$11,894
NZ$11,894
NZ$1,699 nightly
Includes taxes & fees
Image gallery for Stylish Catskills Retreat: Year-Round Adventure!
1010 out of 10 rating
Exceptional
(7 reviews)
Stylish Catskills Retreat: Year-Round Adventure!
Round Top, NY
7% off
Price is NZ$5,571
NZ$5,571
NZ$796 nightly
Includes taxes & fees
Image gallery for Spacious Catskill Mountains ski cabin with fire pit
9.89.8 out of 10 rating
Exceptional
(18 reviews)
Spacious Catskill Mountains ski cabin with fire pit
Maplecrest, NY
8% off
Price is NZ$2,811
NZ$2,811
NZ$402 nightly
Includes taxes & fees
Image gallery for Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
1010 out of 10 rating
Exceptional
(23 reviews)
Woodpecker House - One of Vrbo’s 2025 Vacation Rental of the Year
Jewett, NY
8% off
Price is NZ$6,892
NZ$6,892
NZ$985 nightly
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
20 reviews(20 reviews)
Large Group Catskills Mountain Retreat near Hunter and Windham Mountains
Sleeps 15 · 5 bedrooms · 4 bathrooms
Windham Log Cabin on 35 Acres. Family friendly.
Sleeps 14 · 6 bedrooms · 4+ bathrooms
1010 out of 10
Exceptionalexceptional
74 reviews(74 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)
*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)
Ski Mountain Chalet w/ Hot tub, Fireplace, Game Room -Windham Mountain
Sleeps 15 · 6 bedrooms · 4 bathrooms
9.69.6 out of 10
Exceptionalexceptional
35 reviews(35 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