Town of Windham, New York Vacation Rentals. Book Beach Rentals, Lake Houses, Condos, Cabins, Villas, and Homes in Town of Windham, New York on RentalSaver.com!

Town of Windham Rentals

From $340 per night (USD)
VRBO
10 MIN to WINDHAM CLASSIC 4BR LOG CABIN HUGE VIEWS New Deck New Hot Tub Fire Pit
Bedrooms:
2
Bathrooms:
4
Sleeps:
9
Please read entire listing before submitting inquiries/booking requests. New oversized 'Trex' back deck and new hot tub ...
From $340 per night (USD)
VRBO
From $216 per night (USD)
Expedia
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
This 2 bedroom, 2 bath Townhouse with loft is located at the top of Windham Mt Village a very short easy walking distanc ...
From $216 per night (USD)
Expedia
From $1071 per night (USD)
VRBO
Tuscan Year Round Beauty - Pickleball Court - Full Winter Rental Availability
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Among the nicest properties in Windham. Lovely large home nestled quietly on 12 usable acres with bucolic bridle paths j ...
From $1071 per night (USD)
VRBO
From $1837 per night (USD)
Expedia
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
Bedrooms:
5
Bathrooms:
9
Sleeps:
30
The Lodge at Dancing Horse Farm is set on an historic farmstead with beautiful mountain views and is just minutes away f ...
From $1837 per night (USD)
Expedia
From $852 per night (USD)
VRBO
5-Star. Luxury Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
This is a one-of-a-kind ski rental and the first rented in 2019. It is 3 Bedrooms + Den (sleep sofa) and 4 full bathroo ...
From $852 per night (USD)
VRBO
From $346 per night (USD)
VRBO
Hunter/Windham Area - Winter Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
6
Three bedroom ground floor apt close to Hunter Mountain and Windham Mountain in the Catskills in upstate New York.— slee ...
From $346 per night (USD)
VRBO
From $662 per night (USD)
VRBO
5 Minutes To Windham Slopes! High End Amenities! Entertainment Galore!
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
This home is approximately 2000square feet of modern amenities with front door views of the windham slopes. The main lev ...
From $662 per night (USD)
VRBO
From $477 per night (USD)
VRBO
Near Hunter and Windham ski resorts. Crystal Pond town house, 4BR & 3.5 bath
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
This is our family's home away from home. We mostly use it in the summer and once in a while for skiing. Having kids who ...
From $477 per night (USD)
VRBO
From $626 per night (USD)
VRBO
2023 renovated 5 bedroom house hunter/windham 9 foot ceilings -cable/WIFI
Bedrooms:
4
Bathrooms:
5
Sleeps:
16
2023 renovated 5 bedroom house located on the back side of ski Windham mountain. located 10 minutes from the town of Win ...
From $626 per night (USD)
VRBO
$Windham Immaculate Ski Chalet with Awesome Fire Pit.\nAvailable 25/26 Ski Season!$
From $382 per night (USD)
Expedia
Windham Immaculate Ski Chalet with Awesome Fire Pit.\nAvailable 25/26 Ski Season!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Available for Season 25/26 Ski Season! $15,000. Nov 15, 2025 - April 15, 2026 Ultra Clean, Modern, Close to Windham Moun ...
From $382 per night (USD)
Expedia
From $122 per night (USD)
VRBO
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
HIDDEN GEM IN CATSKILLS. Relax in the fresh mountain air! Light-filled cozy studio on Main St in downtown Windham. S ...
From $122 per night (USD)
VRBO
From $653 per night (USD)
VRBO
Mayfair Manor Mountain Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Open the door to a great room with vaulted ceilings, stone fireplace, granite kitchen, large dining room and access to a ...
From $653 per night (USD)
VRBO
From $461 per night (USD)
VRBO
Windham Mountain A Frame Ski House with Central A/C
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Classic A Frame Retreat only 2 miles from ski windham on private 5 acre lot with new cental A/C. This extra large clean ...
From $461 per night (USD)
VRBO
From $845 per night (USD)
Expedia
Spacious Residence Windham - XL Pool, Movie Room, Hot tub, 6 Bedrooms, Gardens
Bedrooms:
3
Bathrooms:
6
Sleeps:
14
Dingley Dell Estate has a long history starting from the British Era. Dingley Dell Estate was originally founded in Sout ...
From $845 per night (USD)
Expedia
From $585 per night (USD)
VRBO
MTN RETREAT In Windham
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Private 4BR, 2.5 bath contemporary home is situated on a cul-de-sac in Windham, NY The house has an open floor concept, ...
From $585 per night (USD)
VRBO
$Luxury 4BR/4BA Ski-In / Ski-Out Mountain Stay \The Four Ski-sons\$
From $1061 per night (USD)
VRBO
Luxury 4BR/4BA Ski-In / Ski-Out Mountain Stay \"The Four Ski-sons\"
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Luxury Ski-on and off from trail side! Beautiful accommodations to relax, unwind, ski, hike, bike, golf, horseback ride, ...
From $1061 per night (USD)
VRBO
From $410 per night (USD)
VRBO
Windham Mountain Ski House with great views of Windham and the Valley.
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Great views of Windham Mountain and the valley left and right. The house is 1.3 miles from Ski Windham. Large living roo ...
From $410 per night (USD)
VRBO
From $4143 per night (USD)
VRBO
Luxury Mountain Log Home, Ski-In/Ski-Out to Windham Resort
Bedrooms:
7
Bathrooms:
5
Sleeps:
22
* NOTE: Your safety matters. The property features exterior surveillance cameras surrounding the home; these do not look ...
From $4143 per night (USD)
VRBO
From $421 per night (USD)
VRBO
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
The beautiful stream and open space make this cottage a truly magnificent place. This lovely 1250 square feet two-leve ...
From $421 per night (USD)
VRBO
From $1304 per night (USD)
VRBO
Luxury Home on Windham Mountain! Walk to Slopes
Bedrooms:
4
Bathrooms:
4
Sleeps:
11
Come enjoy the finest that Windham Mountain has to offer in this spacious, contemporary ski home with breath-taking moun ...
From $1304 per night (USD)
VRBO
From $270 per night (USD)
VRBO
5 Minutes from Windham Mountain
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Chalet Chickadee is a beautiful European style 2 bedroom apartment in a duplex chalet style home with Windham Mountain v ...
From $270 per night (USD)
VRBO
From $189 per night (USD)
Expedia
Cutest Cabin in Windham, walking path to pond, corn hole & fire pit, BBQ grill
Bedrooms:
1
Bathrooms:
1
Sleeps:
2
The Cutest Cabin is the perfect stay for 2 people! Located only minutes away to town & ski slope-snow tubing Across the ...
From $189 per night (USD)
Expedia
From $691 per night (USD)
VRBO
Chalet Eglantine Mountain Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Come to the Catskills and enjoy this Modern Ski Chalet nestled on 7.2 private acres with Impeccable 2,400 foot elevation ...
From $691 per night (USD)
VRBO
$4BR TOWNHOUSE MINUTES TO WINDHAM & HUNTER\nFree shuttle to Windham Mnt ski season$
From $211 per night (USD)
VRBO
4BR TOWNHOUSE MINUTES TO WINDHAM & HUNTER\nFree shuttle to Windham Mnt ski season
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Crystal Pond Complex | 1,700 Sq Ft | Windham Mountain Shuttle stops right in front of the building! 12min drive to Hun ...
From $211 per night (USD)
VRBO
From $264 per night (USD)
VRBO
Windham Mtn! 2BR/2B, Sleeps 6-8. Wi-Fi. Ski, Fine Dining, Hike, Antiquing, More!
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Private WiFi for Internet & cell calling. ========================================= QUADS CONDOMINIUM: 2 bedroom, 2 ba ...
From $264 per night (USD)
VRBO
From $1926 per night (USD)
VRBO
Windham Log Cabin on 35 Acres. Family friendly.
Bedrooms:
4
Bathrooms:
6
Sleeps:
14
5300 square foot house on 35 acres with views of the Western Catskills. The house sits on a 20 acre parcel with 5 Acres ...
From $1926 per night (USD)
VRBO
From $1107 per night (USD)
VRBO
Stanley's Mountain Getaway · 5 Min to Skiing | Hot Tub | Fire Pit | Games | Bar
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Make lasting memories in this 5 BR, 3.5 BA, 5,600 ft² cabin in scenic Windham, NY located just 5 min away from Windham M ...
From $1107 per night (USD)
VRBO
From $548 per night (USD)
VRBO
Gorgeous Windham Retreat With Views Of The Slopes Only 3 Minutes To Town!
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Stunning Windham Log Cabin Retreat! This spacious home has 4 bedrooms and 3 and 1/2 bathrooms. Sleeps 8-10 (1 King, 2 ...
From $548 per night (USD)
VRBO
From $605 per night (USD)
VRBO
3 BDRM/2 Bath in Windham Mountain Village Walking Distance To Mountain with view
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
Fully furnished 3 Bedroom / 2 Bathroom Condo in Windham Mountain Village, walk to the slopes with amazing mountain views ...
From $605 per night (USD)
VRBO
From $459 per night (USD)
VRBO
Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
8
Amazing location, 2 Bedroom / 2 Bathroom Condo in Windham Mountain Village, walk to the slopes. The unit has a king bed ...
From $459 per night (USD)
VRBO
From $561 per night (USD)
VRBO
Luxury Windham Mtn Slope Side 3 BDRM Condo
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
All three bedrooms have on-suite bathrooms. (1King, 1 Queen, Bunkbeds (sleeps 4) The property features a heated pool a ...
From $561 per night (USD)
VRBO
From $456 per night (USD)
Expedia
Timber frame home only 5 minutes from Windham Mountain - perfect for 2 families!
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
Our charming timber frame home offers a unique aesthetic appeal - a harmonious combination of rustic warmth and modern f ...
From $456 per night (USD)
Expedia
From $168 per night (USD)
VRBO
Catskills Home, 5 Mins to Windham Mtn Resort!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Make your next trip to the Catskills one to remember when you stay at this 2-bedroom, 2-bath vacation rental! Located on ...
From $168 per night (USD)
VRBO
From $545 per night (USD)
Expedia
Slope Views: Luxe Windham Retreat w/ Hot Tub!
Bedrooms:
3
Bathrooms:
5
Sleeps:
17
Multiple Living Spaces | Outdoor Entertainment Area | Windham Mountain Ski Resort Local wineries, delicious eateries, a ...
From $545 per night (USD)
Expedia
From $477 per night (USD)
VRBO
Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Large house for rent on five + acres with a stream next to the house. Five minutes to Windham ski slopes, ten minutes to ...
From $477 per night (USD)
VRBO
From $463 per night (USD)
VRBO
Private family home! 4 miles to Windham Mtn!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
The home sits on 5.5 acres surrounded by preserved state land on a dead end, gravel private road, and is the perfect pla ...
From $463 per night (USD)
VRBO
From $1115 per night (USD)
VRBO
5 Bedrooms 5 1/2 Bath Ski Area Views, Walk to Skiing, Huge Common Space & Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
14
Unit 3: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1115 per night (USD)
VRBO
From $482 per night (USD)
Expedia
'The Mountain House:' Windham Retreat w/ Hot Tub!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape the stress of the city with a hiatus to ‘The Mountain House,’ a 4-bedroom, 2-bathroom vacation rental in Windham! ...
From $482 per night (USD)
Expedia
From $3533 per night (USD)
VRBO
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
Bedrooms:
7
Bathrooms:
9
Sleeps:
18
BOOK YOUR '22-'23 SKI RENTAL NOW! 5-star luxury estate! Only 2 ½ hours from NYC, but light years away from stress. This ...
From $3533 per night (USD)
VRBO
From $819 per night (USD)
VRBO
Mountain View Chalet Near Skiing
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
THE PROPERTY: Nestled on 3.25 acres of nature's beauty our Catskills retreat, convenient to both Windham and Hunter mou ...
From $819 per night (USD)
VRBO
Click For Pricing
VRBO
Catskills House: 1 Mi to Windham Mountain Resort!
Bedrooms:
2
Bathrooms:
6
Sleeps:
10
Welcome to the Catskills region, full of scenic mountain views and outdoor adventure! With 6 bedrooms and 2 bathrooms, t ...
Click For Pricing
VRBO
From $351 per night (USD)
Expedia
Wonderful mountain home for all of your family adventures!
Bedrooms:
2
Bathrooms:
4
Sleeps:
15
Welcome to our cozy mountain retreat! Our beautiful and spacious cabin is perfect for your next getaway. Whether you’re ...
From $351 per night (USD)
Expedia
From $1304 per night (USD)
VRBO
'Sundance Vistas - Log Home ' - 2 Miles From Windham Ski Mountain
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Canadian Log Home on 14 acres yet only 2 miles to Windham Ski Mountain. The house has 4 bedrooms plus a loft and 3 bat ...
From $1304 per night (USD)
VRBO
From $629 per night (USD)
VRBO
Windham Townhouse - Base of Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
8
Base of Windham, Large 3 bedroom town home. Please remember to check WindhamMountain.com Ski Season & Bike Park update ...
From $629 per night (USD)
VRBO
From $295 per night (USD)
VRBO
Relaxing Catskills Apt < 3 Mi to Windham Mountain!
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
Experience year-round adventures at this family-friendly home in the heart of Upstate New York! Boasting 2 bedrooms, 2 b ...
From $295 per night (USD)
VRBO
From $276 per night (USD)
Expedia
Spacious Apt w/ Yard: 3 Mi to Windham Mountain
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Nestled in the heart of Upstate New York, this 2-bedroom, 2-bath apartment offers easy access to Windham’s best summer a ...
From $276 per night (USD)
Expedia
$\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna$
From $846 per night (USD)
VRBO
\nStunning Chalet style home in Catskills with 8 Person hot tub, fire pit & Sauna
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Brand new four bedroom cozy log home (Chalet style) nestled on 4 acres on a quiet mountain road. Easily sleeps 10 pe ...
From $846 per night (USD)
VRBO
From $716 per night (USD)
Expedia
5-Star Lux Condo, Heated Pool, Hot Tub, Ski in/out @ Windham
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
All of the furniture, linens and amenities are brand new! We are at the base of the mtn and it is ski in/out -- perfec ...
From $716 per night (USD)
Expedia
From $479 per night (USD)
VRBO
Located within 10 minutes from both Windham Mountain and Hunter Mountain!
Bedrooms:
3
Bathrooms:
5
Sleeps:
13
Thank you for your interest in our home! After using this privately for the last few years… kids sports are getting in t ...
From $479 per night (USD)
VRBO
From $342 per night (USD)
VRBO
Cozy townhouse steps away from Windham Mountain- zip code 12496
Bedrooms:
2
Bathrooms:
2
Sleeps:
9
Note: When making vacation reservations, please plan ahead by including lift tickets in your purchase – advanced purchas ...
From $342 per night (USD)
VRBO
From $647 per night (USD)
VRBO
Condo in Windham Mountain Village
Bedrooms:
3
Bathrooms:
3
Sleeps:
12
Spacious condo for family and friends in WMV, large open space , indoor fireplace , hassle free , steps from the slope, ...
From $647 per night (USD)
VRBO
From $615 per night (USD)
Expedia
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
This is a beautiful log home on 8 acres with amazing views of Windham Mountain. The home is a unique one that is made o ...
From $615 per night (USD)
Expedia
From $377 per night (USD)
VRBO
Windham/Hunter Mountain
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Relax and enjoy our large home located on a private secluded block. Offering 4 master bedrooms with 3 full size bathroo ...
From $377 per night (USD)
VRBO
From $756 per night (USD)
Expedia
Beautiful Lake house on private 28 acre lake
Bedrooms:
2
Bathrooms:
3
Sleeps:
10
28 acre semi private lake in the back yard (only 1 other house on the lake). Formerly the White Birches Campsite Lodge. ...
From $756 per night (USD)
Expedia
From $189 per night (USD)
VRBO
Cozy Windham/Hunter Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
7
Our place is a cozy 2 bedroom apartment on the bottom level of our home with a private entrance, nestled in the northern ...
From $189 per night (USD)
VRBO
From $614 per night (USD)
Expedia
Luxury Home w/ Deck: Explore the Catskill Mtns!
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Escape to the Catskills with this Windham vacation rental! Boasting an open living space, stone fireplace, and fully equ ...
From $614 per night (USD)
Expedia
From $120 per night (USD)
VRBO
Catskill Getaway - Great for Skiers. 2 Miles To Windham Mountain, 6 To Hunter
Bedrooms:
1
Bathrooms:
1
Sleeps:
3
Cozy, 1 bedroom apartment, ideal for a couple. 3rd person considered on case to case basis. Beds: 1 full, 1 folding matt ...
From $120 per night (USD)
VRBO
$\New Home\ Idyllic Mt Views ,Pond & Horse farm views 2 min to Town$
From $504 per night (USD)
Expedia
\"New Home\" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
Bedrooms:
3
Bathrooms:
4
Sleeps:
10
Beautifully constructed 2019 new home on a property with gorgeous mountain range views and horse farm views. Large open ...
From $504 per night (USD)
Expedia
From $1591 per night (USD)
VRBO
Steps away from the magic carpet that brings you right to the lodge!
Bedrooms:
3
Bathrooms:
3
Sleeps:
10
Enjoy beautiful mountain views while soaking in the hot tub after a great day on the slopes! This townhouse is convenien ...
From $1591 per night (USD)
VRBO
From $1025 per night (USD)
Expedia
EAT, DRINK, PLAY & RELAX in Windham
Bedrooms:
3
Bathrooms:
5
Sleeps:
10
Getaway w/family and friends! From the exciting game room, to the tranquil firepit, to the open floorplan, you, your fa ...
From $1025 per night (USD)
Expedia
From $1589 per night (USD)
VRBO
Windham Private heated indoor pool.
Bedrooms:
2
Bathrooms:
5
Sleeps:
12
Escape the big city and visit our newly renovated and furnished Catskill Mountain retreat! Enjoy all the comforts of hom ...
From $1589 per night (USD)
VRBO
From $146 per night (USD)
VRBO
Catskill Domeo - Romantic Magical Geodesic Glamping Dome in Catskill Mountains
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
Catskill Domeo. You will love it so much, it will feel like it is forbidden! ;) Beautiful birch work throughout the ent ...
From $146 per night (USD)
VRBO
From $680 per night (USD)
VRBO
Modern Mountain House 5Bd/3Ba, HotTub, 4 Season Room, 5 min from Windham Mtn
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
BRAND NEW completely renovated 5 bed/3bath mountain house in Windham, 4 season room, hot tub, gas fireplace, 5 min from ...
From $680 per night (USD)
VRBO
From $1101 per night (USD)
Expedia
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
12
Unit 2: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $1101 per night (USD)
Expedia
$Windham Immaculate Ski Chalet w/ \nSecluded Fire Pit Available 25/26 Ski Season!$
From $470 per night (USD)
VRBO
Windham Immaculate Ski Chalet w/ \nSecluded Fire Pit Available 25/26 Ski Season!
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Available for Season 25/26 Ski Season! $15,000. Nov 15, 2025 - April 15, 2026 This home is a super immaculate, upscale, ...
From $470 per night (USD)
VRBO
From $1003 per night (USD)
Expedia
Ski Mountain Chalet w/ Hot tub, Fireplace, Game Room -Windham Mountain
Bedrooms:
4
Bathrooms:
6
Sleeps:
15
Completely renovated luxury ski mountain home in Hensonville, town of Windham. 1.2 acres , set back on a hill for privac ...
From $1003 per night (USD)
Expedia
From $514 per night (USD)
VRBO
Luxurious Mountain Retreat: Sauna, Hot Tub, Fire Pit & Park
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Experience an Inviting Mountain Retreat Escape to our 4BR, 2BA log home situated on a park-like property near Windham an ...
From $514 per night (USD)
VRBO
From $277 per night (USD)
VRBO
Gorgeous, First Class, 2 King apartment in downtown Windham
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Gorgeous, brand new, 1000 square foot, 2 king bedroom apartment, located in the heart of downtown Windham..walk to many ...
From $277 per night (USD)
VRBO
From $917 per night (USD)
VRBO
Luxurious,spacious 4500 sq ft home,hot tub & sauna,in center of downtown Windham
Bedrooms:
3
Bathrooms:
4
Sleeps:
11
Spacious, luxurious, 4500 square foot, 4 bedroom, 3 full bathrooms...hot tub and sauna...20 speaker sound system... hom ...
From $917 per night (USD)
VRBO
From $802 per night (USD)
VRBO
All Season Luxury Condo in Windham/ Ski On - Ski Off
Bedrooms:
4
Bathrooms:
4
Sleeps:
12
Beautiful four bedroom, four bathroom condo right on the slopes at Windham Mountain in New York's Catskill Mountains. T ...
From $802 per night (USD)
VRBO
From $319 per night (USD)
VRBO
Close to both Hunter and Windham Mnts
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Spacious townhouse has 2 Bedroom, 2 full baths! The first floor had an open floor plan with a fully-stocked kitchen, ...
From $319 per night (USD)
VRBO
From $511 per night (USD)
Expedia
Catskill Mountain Oasis: sunset terraces, fireplaces, & pool
Bedrooms:
4
Bathrooms:
4
Sleeps:
10
Step into a NEWLY RENOVATED, spacious and modern 4BR, 4BA gem, perfectly positioned in the heart of the Catskills. This ...
From $511 per night (USD)
Expedia
From $1004 per night (USD)
VRBO
HOLIDAY DREAM COME TRUE! Modern Catskills Cabin with Mountain Views
Bedrooms:
2
Bathrooms:
4
Sleeps:
8
Welcome to a wonderful oasis of tranquility. Beautiful bright A-frame home sited on 10 secluded private acres with open ...
From $1004 per night (USD)
VRBO
From $116 per night (USD)
VRBO
Windham NY 2 Bedroom Cozy Getaway
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Great little historic rental centrally located in the "Gem of the Catskills," Windham, NY. Family friendly or a cozy li ...
From $116 per night (USD)
VRBO
From $292 per night (USD)
VRBO
Red Fox T.H. & Spa hot tub - mini golf tee off & outside living room & firepit
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Red Fox Townhouse is located in Windham! ...
From $292 per night (USD)
VRBO
From $1517 per night (USD)
Expedia
Windham Mountain Village Townhouse
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Newly Renovated Mountain Side Townhome. Featuring 2 Bedrooms with a Loft. Spacious open concept including a Fire Place, ...
From $1517 per night (USD)
Expedia
Click For Pricing
VRBO
Stylish Mountain Escape w/ Hot Tub, 3 Miles to Ski
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Escape the noise of the city and experience pure Catskill bliss at this deluxe 3-bedroom, 2-bathroom home! Ideally situa ...
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VRBO
From $229 per night (USD)
Expedia
Cozy Catskills Getaway w/ Yard & Mtn Views!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Surrounded by stellar mountain views and endless all-season adventure, this vacation rental is an ideal spot to jumpstar ...
From $229 per night (USD)
Expedia
From $237 per night (USD)
VRBO
Cozy Gateway Gem for 2 at Widham
Bedrooms:
1
Bathrooms:
1
Sleeps:
4
A beautifully renovated condo at the Quads. Almost 600 sq of living space to your disposal with a separate bedroom and ...
From $237 per night (USD)
VRBO
From $303 per night (USD)
VRBO
Windham Family Getaway
Bedrooms:
2
Bathrooms:
3
Sleeps:
9
This three bedroom, two bath home with many new amenities and a wood burning stove sleeps up to 9 people (max 8 adults) ...
From $303 per night (USD)
VRBO
From $443 per night (USD)
VRBO
Windham/Hunter Chalet with breathtaking views
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
We are a friendly family of an architect and interior designer who love sharing our comfortable home with our guests. W ...
From $443 per night (USD)
VRBO
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Expedia
Windham Ridge Townhouse w/ Beautiful Views - Seasonal Rental
Bedrooms:
2
Bathrooms:
3
Sleeps:
8
Have your own townhouse and ski at beautiful Windham Mountain. This beautiful townhouse is in great condition with fresh ...
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Expedia
From $298 per night (USD)
VRBO
Windham Chalet+Gorgeous View
Bedrooms:
3
Bathrooms:
5
Sleeps:
8
We refer to the property and the "Winter Palace" due to its homeliness and European chalet charm. If you have visited th ...
From $298 per night (USD)
VRBO
From $203 per night (USD)
Expedia
Redwood Retreat in Windham - Pool! Tennis!
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
True mountain getaway, just 2.5 hours from NYC!! Modern and clean 2 bedroom 2 bathroom townhouse minutes to Windham Mou ...
From $203 per night (USD)
Expedia
From $558 per night (USD)
VRBO
Great for Families & Groups!
Bedrooms:
2
Bathrooms:
4
Sleeps:
12
Newly renovated (4 bed and 2 full baths) Windham Mountain ski house, 3 miles from Windham mountain and 12 miles from Hun ...
From $558 per night (USD)
VRBO
From $229 per night (USD)
Expedia
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Bedrooms:
2
Bathrooms:
2
Sleeps:
7
SPACIOUS 2-STORY DOWNTOWN TOWNHOUSE; 12 ft Ceiling and A/C! Relax in the fresh mountain air... 30 foot private balcon ...
From $229 per night (USD)
Expedia
From $1004 per night (USD)
VRBO
Hilltop Family Escape - 5BR 5BA - Hot Tub & Mountain Views - 4 min. to slopes
Bedrooms:
5
Bathrooms:
6
Sleeps:
14
Pack up the family and escape to our Windham timber frame chalet! Take in the stunning views of the mountains, surrounde ...
From $1004 per night (USD)
VRBO
From $491 per night (USD)
VRBO
5 Bedroom Mountain Oasis
Bedrooms:
3
Bathrooms:
5
Sleeps:
11
This cozy 5 bedroom, 5-acre mountain house boasts all the home comforts and amenities plus the charm of the Catskills. T ...
From $491 per night (USD)
VRBO
From $1183 per night (USD)
VRBO
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
Bedrooms:
3
Bathrooms:
4
Sleeps:
14
Welcome to your Windham Retreat! Enjoy incredibly easy access to some of the best skiing in New York. This home has all ...
From $1183 per night (USD)
VRBO
From $2115 per night (USD)
Expedia
NEW 5 Bed 5 1/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
Bedrooms:
5
Bathrooms:
5
Sleeps:
10
Unit 1: This brand new 3600 square foot townhome boasts 5 bedroom and 5 1/2 baths directly across from Windham Mountain. ...
From $2115 per night (USD)
Expedia
From $313 per night (USD)
VRBO
4 Mi to Windham Mtn: Immaculate Summer Getaway
Bedrooms:
2
Bathrooms:
2
Sleeps:
6
Ample Outdoor Space | 2 Mi to Windham Golf Club | Near Colgate Lake Just minutes from Windham, NY, this pristine 2-bedr ...
From $313 per night (USD)
VRBO
From $489 per night (USD)
Expedia
Pet-Friendly New York Cabin w/ Hot Tub & Game Room
Bedrooms:
3
Bathrooms:
4
Sleeps:
8
- 2,200 Sq Ft - Hiking Nearby Privacy and spectacular views make this cabin a must-stay! The 4-bed, 3-bath vacation re ...
From $489 per night (USD)
Expedia
From $185 per night (USD)
VRBO
Cozy Catskill Condo - 2 Mi to Windham Mountain Ski
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
A 2-bedroom, 1-bathroom condo sitting only 2.2 miles from the Windham Mountain ski area, this Windham vacation rental ma ...
From $185 per night (USD)
VRBO
From $802 per night (USD)
VRBO
NEW - Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing
Bedrooms:
3
Bathrooms:
4
Sleeps:
12
Viridian Lodge is a vacationer’s dream midcentury modern lodge and home away from home. Set on almost 4 acres of land wi ...
From $802 per night (USD)
VRBO
From $510 per night (USD)
VRBO
WINDHAM HOME SLEEPS 10 - 1 MILE TO SLOPES !
Bedrooms:
1
Bathrooms:
4
Sleeps:
11
Location, Location, Location - This conveniently located home has you positioned close to all Windham has to offer. 1 mi ...
From $510 per night (USD)
VRBO
From $185 per night (USD)
Expedia
High Peak Heaven: Cozy Log Cabin on 1 Acre!
Bedrooms:
1
Bathrooms:
2
Sleeps:
5
Nestled in the Catskill Mountains, this Windham 2-bedroom, 1.5-bath vacation rental cabin makes for the perfect retreat ...
From $185 per night (USD)
Expedia
From $245 per night (USD)
VRBO
Homey Windham Condo: Hike & Ski the Catskill Mtns!
Bedrooms:
1
Bathrooms:
2
Sleeps:
4
Get outdoors in the Catskill Mountains with a trip to this 2-bedroom, 1-bathroom Windham vacation rental! Windham Mounta ...
From $245 per night (USD)
VRBO
From $261 per night (USD)
Expedia
Condo w/ Loft: 2 Mi to Windham Mountain Ski!
Bedrooms:
1
Bathrooms:
2
Sleeps:
6
Get away from the hustle and bustle of city life with a retreat to this 2-bedroom, 1-bath Windham vacation rental! The c ...
From $261 per night (USD)
Expedia
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VRBO
1/2 Mi to Windham Mtn: Main Street Condo
Bedrooms:
2
Bathrooms:
2
Sleeps:
4
Walk to Dining | Off-Street Parking | In-Unit Laundry | Gallery Condos Blend small-town charm with all-season fun at t ...
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VRBO
From $894 per night (USD)
Expedia
Birch Hill - Luxury Mountain Retreat
Bedrooms:
3
Bathrooms:
5
Sleeps:
12
Newly renovated quiet luxury retreat, close to town, the slopes, golf and hiking. The best skiing, riding and hiking in ...
From $894 per night (USD)
Expedia

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Results: 298 Rentals