Windham Rentals
From $545 per night (USD)VRBO
'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 $545 per night (USD)VRBO
From $792 per night (USD)Expedia
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 $792 per night (USD)Expedia
From $746 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 $746 per night (USD)VRBO
From $256 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 $256 per night (USD)Expedia
From $228 per night (USD)VRBO
On the Mountain in Windham, New York in the Catskills
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
4 bedroom, 2 1/2 bath home with renovated kitchen and new baths. Outdoor deck with beautiful views. Master Bedroom wit ...
From $228 per night (USD)VRBO
From $487 per night (USD)Expedia
NEW - Cozy Modern: Stunning views,3 mins ski,BBQ,Fire Pit,Game Room,walk to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Windy Hollow! A spacious and newly renovated vacation home with stunning views of Windham Mountain and a bloc ...
From $487 per night (USD)Expedia
From $756 per night (USD)VRBO
Après Chalet|Ski|Luxury|Sauna|HotTub|Firepit|Disco
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
About this space Nestled in the heart of the Catskills, this Windham retreat offers both adventure and serenity, just 5 ...
From $756 per night (USD)VRBO
From $545 per night (USD)Expedia
2 Min Walk to Windham Town | Hot Tub | Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Escape to Windham in this beautifully designed, pet-friendly home—just a 2-minute walk to the village’s charming shops, ...
From $545 per night (USD)Expedia
From $883 per night (USD)VRBO
THE PAINTED COW- 5 acre farm, walk to Mainstreet, 1 mile to slopes in Windham!!
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 14
Escape to Nature in All Four Seasons! This beautifully renovated 1900s farmhouse hosted by a 5 year Superhost is unique ...
From $883 per night (USD)VRBO
From $562 per night (USD)VRBO
Windham, Ski House, 4 Bedroom, Windham Mountain, Fire Pit.
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy the perfect Windham ski getaway in this spacious 4-bedroom, 2.5-bath home located just 2 miles from the mountain. ...
From $562 per night (USD)VRBO
From $654 per night (USD)VRBO
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Consider this townhome your home away from home while you visit Windham. This excellent property features 2 bedrooms, in ...
From $654 per night (USD)VRBO
From $566 per night (USD)Expedia
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up to mountain views & end your day under the stars in your private hot tub-a perfect Windham escape! This 3BR, 2BA ...
From $566 per night (USD)Expedia
From $565 per night (USD)VRBO
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
→ Hot tub, fire pit & indoor fireplace → Mountain views, pond + private road → 1st-level bedroom with ensuite → Dome Hoc ...
From $565 per night (USD)VRBO
From $760 per night (USD)Expedia
Modern Mountain View Chalet in Windham
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Escape to this brand new luxurious modern chalet with sleek design, open spaces, and gorgeous mountain views, minutes fr ...
From $760 per night (USD)Expedia
From $920 per night (USD)VRBO
Spacious 5-bedroom house in delightful Windham with Stunning View of Ski Area
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Located at the West end of Main Street. Guest get all the convenience of being in the Town of Windham while having comp ...
From $920 per night (USD)VRBO
From $313 per night (USD)Expedia
WindhamWay MainStreet Retreat/ 5 minutes to the Slopes/SAUNA
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Nestled in the heart of Windham Village on the Main Street, WindhamWay Condo with the old charm meets the modern comfort ...
From $313 per night (USD)Expedia
From $454 per night (USD)VRBO
Windham Mountain Condo with Deck & Stunning Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Summary: Welcome to your cozy Windham mountain escape, perfectly located just 1 mile from Windham Mountain. This inviti ...
From $454 per night (USD)VRBO
From $681 per night (USD)VRBO
Spacious 4-bedroom house in tranquil Windham with AC big deck and fire pit BBQ
- Bedrooms:
- 1
- Bathrooms:
- 4
- Sleeps:
- 8
Your Windham adventure begins at this fabulous 4-bedroom house. Inside, guests find a welcoming space featuring one king ...
From $681 per night (USD)VRBO
From $509 per night (USD)VRBO
Amazing Location, Steps Away from Magic Carpet to Main Lodge.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to a “Change of Altitude,” an immaculate 3 Bedroom/3 Bath Townhouse that’s a short walk from Windham Main Lodge ...
From $509 per night (USD)VRBO
From $782 per night (USD)VRBO
Rustic Retreat | Hot Tub & 3 Mins to Windham Mtn
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Summary: Welcome to 27 Church St, a rustic and cozy mountain home just 3 minutes from Windham Mountain and downtown Win ...
From $782 per night (USD)VRBO
From $731 per night (USD)VRBO
Gorgeous Modern Lodge - Mt View, Hot Tub, Firepit, Game Rm - 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 $731 per night (USD)VRBO
From $512 per night (USD)VRBO
Cozy Family-Friendly Townhouse Steps from Windham Mountain Resort - Unit 87
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 9
Important Notes 🎿 Lift Tickets: For guests visiting during ski season, be sure to purchase lift tickets in advance thr ...
From $512 per night (USD)VRBO
From $376 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 $376 per night (USD)VRBO
From $253 per night (USD)VRBO
Cozy Caboose in the city
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Cozy, restored 1922 Caboose for rent in the center of downtown Windham...walking distance to restaurants, bars, shops, b ...
From $253 per night (USD)VRBO
From $688 per night (USD)VRBO
Beautifully Restored 6BR in the heart of Windham
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Enjoy our lovingly restored home in the heart of Windham. Built in 1902, Windham Walk has just finished a complete renov ...
From $688 per night (USD)VRBO
From $366 per night (USD)VRBO
Windham: Golf, Lakes, Nature, Farms & more all nearby!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Our comfy home has 4 Bedrooms - 2 King size bedrooms, 2 Queen size Bedroom. One full bathroom upstairs and 1 full bat ...
From $366 per night (USD)VRBO
From $1974 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 $1974 per night (USD)VRBO
From $481 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 $481 per night (USD)VRBO
From $1059 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 $1059 per night (USD)VRBO
From $230 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 $230 per night (USD)Expedia
From $146 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 $146 per night (USD)VRBO
From $754 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 $754 per night (USD)VRBO
From $647 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 $647 per night (USD)VRBO
From $475 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 $475 per night (USD)VRBO
From $936 per night (USD)VRBO
Ski retreat with views of Windham, in heart of town near all.
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 13
Recently renovated 4-bedroom house with views of the trails on Windham Mountain from 3 of the 4 bedrooms. Ski Windham du ...
From $936 per night (USD)VRBO
From $1313 per night (USD)Expedia
Custom Windham Mtn Villa w/ Pool, Theater & Views!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
The poster child for a 'dream house,' this stunning 5-bedroom, 4.5-bath vacation rental is sure to be adored by luxury t ...
From $1313 per night (USD)Expedia
From $564 per night (USD)VRBO
Ski, Hike & More: Year-Round Gem in Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Walk to Main Street Shops & Restaurants | Amazing Bird Watching | Secluded Deck w/ Grill Escape to the mountains at thi ...
From $564 per night (USD)VRBO
From $391 per night (USD)Expedia
Ski, Hike & Golf: Pet-Friendly Windham Retreat
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
2 Mi to Windham Mountain Club | Furnished Deck | Peaceful, Wooded Surroundings | Fireplace Surrounded by lush woodlands ...
From $391 per night (USD)Expedia
From $655 per night (USD)VRBO
Modern 3BR/4BA Windham chalet w/ hot tub, views & mins to ski, bars, dining!
- Bedrooms:
- 4
- Bathrooms:
- 3
- Sleeps:
- 11
Escape to Fun, Adventure, and Comfort: Your Dream Mountain Chalet in Windham, NY Welcome to Your Perfect Mountain Getawa ...
From $655 per night (USD)VRBO
From $1884 per night (USD)Expedia
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Escape to a private luxury retreat in the Catskills—designed for families and groups seeking space, privacy, and meaning ...
From $1884 per night (USD)Expedia
From $623 per night (USD)VRBO
Ski Chalet In Windham
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our beautiful mountain retreat awaits you! Located 2 miles from The Windham Mountain Resort, and less than two hours fro ...
From $623 per night (USD)VRBO
From $322 per night (USD)Expedia
Fantastic 2 family vacation home with EV charger
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
The perfect luxury vacation gettaway! Fully equipped with everything you need to relax after a day out. Minutes from Win ...
From $322 per night (USD)Expedia
From $670 per night (USD)VRBO
Large Catskill townhome steps from skiing w/pool
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy the Catskills at our spacious Windham Mountain townhome at the base of Windham Mountain. Townhome includes 4B ...
From $670 per night (USD)VRBO
From $679 per night (USD)Expedia
Windham castle with a view & minutes to skiing!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Great retreat for enjoying time with families and friends. The whole group will be comfortable in this spacious and uniq ...
From $679 per night (USD)Expedia
From $472 per night (USD)VRBO
Mountain Rental w/ Hot Tub 5 Mins from Windham Mt
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Come relax in our secluded 4 bedroom, 2 bathroom contemporary vacation rental LESS THAN 5 mins from Windham Mt and 15 mi ...
From $472 per night (USD)VRBO
From $1211 per night (USD)VRBO
Immaculate & Cozy 3 BR at base of Windham Mtn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Easy walk to mountain and easy 1/2 mile drive to center of town. This 3 bedroom unit can sleep 10 people. There is an i ...
From $1211 per night (USD)VRBO
From $363 per night (USD)VRBO
3BR Chalet 5 mins to Skiing with Hot Tub, Fireplace & Mountain Views
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $363 per night (USD)VRBO
From $303 per night (USD)Expedia
Mountain view apartment, 5mins to Ski Area!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $303 per night (USD)Expedia
From $1403 per night (USD)VRBO
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 $1403 per night (USD)VRBO
From $670 per night (USD)VRBO
Cozy Family-Friendly Townhouse Steps from Windham Mountain Resort - Unit 33
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Important Notes 🎿 Lift Tickets: For guests visiting during ski season, be sure to purchase lift tickets in advance thr ...
From $670 per night (USD)VRBO
From $1089 per night (USD)VRBO
Red Lift Cabin - Close to town, hiking and biking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Just 2.5 hours from NYC in the heart of the Catskills. One of a kind entirely renovated townhouse. 3 minutes walking dis ...
From $1089 per night (USD)VRBO
From $846 per night (USD)VRBO
Luxury Ski-in Ski-Out 4 Bedroom 10 Bed Condo at Whisper Creek Windham Mountain
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Ski-In / Ski-Out Luxury 4 bedroom, 4 bath, condo at the base of Windham Mountain! Owned and designed primarily for pers ...
From $846 per night (USD)VRBO
From $582 per night (USD)VRBO
GREAT FOR FAMILIES! 3 MINUTE WALK TO MAIN STREET & 1 MILE FROM WINDHAM SKI MT.
- Bedrooms:
- 3
- Bathrooms:
- 9
- Sleeps:
- 25
Step into the heartwarming embrace of history at our enchanting 1800's residence! This cherished abode beckons you with ...
From $582 per night (USD)VRBO
From $374 per night (USD)VRBO
Modern Windham Retreat w/ Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Summary: Enjoy a perfect blend of comfort, convenience, and mountain charm at this modern 2-bedroom, 2-bath home just 1 ...
From $374 per night (USD)VRBO
From $498 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 $498 per night (USD)VRBO
From $165 per night (USD)Expedia
Cozy 1BR Cabin Condo - 5 minutes to skiing!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from ...
From $165 per night (USD)Expedia
From $278 per night (USD)VRBO
Peaceful Catskills Condo w/ Deck + Mountain View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
Trade in city crowds for a mountain adventure with this Windham vacation rental as your home base! Perched on a hill ove ...
From $278 per night (USD)VRBO
From $669 per night (USD)Expedia
5 min to Windham, 15 min to Hunter, 40 min to Belleayre and Plattekill!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Perfect mountain getaway for all seasons! Skiing, hiking, biking, golfing, fishing or just relaxing! Enjoy the best of ...
From $669 per night (USD)Expedia
From $255 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 $255 per night (USD)VRBO
From $315 per night (USD)Expedia
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 $315 per night (USD)Expedia
From $348 per night (USD)VRBO
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 $348 per night (USD)VRBO
From $517 per night (USD)Expedia
Red Fox Townhouse & alpine spa hot tub, fire pit & BBQ grill
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Red Fox Townhouse is located in Windham! ...
From $517 per night (USD)Expedia
From $1442 per night (USD)VRBO
Windham Mountain Village Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Newly Renovated base of the mountain Townhome. Featuring 2 Bedrooms with a sleeping loft. Spacious open concept includin ...
From $1442 per night (USD)VRBO
From $1325 per night (USD)Expedia
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 $1325 per night (USD)Expedia
From $631 per night (USD)VRBO
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 $631 per night (USD)VRBO
From $572 per night (USD)Expedia
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 $572 per night (USD)Expedia
From $274 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 $274 per night (USD)VRBO
From $250 per night (USD)Expedia
Cutest Cabin in Windham on site miniature golfing with fire pit and BBQ
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Cutest Cabin in Windham is the perfect stay for 2 people! Located only minutes away to it all! On site activities, m ...
From $250 per night (USD)Expedia
From $281 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 $281 per night (USD)VRBO
From $635 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 $635 per night (USD)Expedia
From $157 per night (USD)VRBO
LUXURY SUITE WITH 2 FULL BEDS
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
HAUS WINDHAM Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility an ...
From $157 per night (USD)VRBO
From $557 per night (USD)Expedia
Ski on and Off Windham Mountain Village Townhome Unit
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
This is a townhouse unit located within the Windham Mountain Village Association. It is located at at the base of Windh ...
From $557 per night (USD)Expedia
From $877 per night (USD)VRBO
BRAND NEW completely renovated house in Windham, 5 bed/ 3 bath
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our beautiful, cozy mountain retreat! Our beautiful and spacious home is brand new and completely renovated. ...
From $877 per night (USD)VRBO
From $470 per night (USD)VRBO
The Ultimate Windham Getaway With Hot Tub & Sauna
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 9
Ready for the season, this retreat is perfectly situated in the town of Windham, New York. Whether it’s hike, bike, or s ...
From $470 per night (USD)VRBO
From $481 per night (USD)VRBO
Cozy Mtn-View Chalet < 2 Mi to Windham Slopes
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Private Hot Tub | Scenic Fireside Setting | Easy Access to Windham & Hunter Mountain Skiing There's no shortage of scen ...
From $481 per night (USD)VRBO
From $1300 per night (USD)VRBO
Contemporary Renovated Retreat with Mountain Views, Ski-In/Ski-Out,...
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Please note that a reservation for this property needs to be approved before it is confirmed. Windham Mountainside Marv ...
From $1300 per night (USD)VRBO
From $419 per night (USD)VRBO
Stylish 3BR Getaway – 3 Minutes to Windham Mountain Resort, AC & WiFi Included!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 5
Located in Windham, enjoy what this 3-bedroom house has to offer. With 2 king beds and 1 full bed, guests can relax in t ...
From $419 per night (USD)VRBO
From $2718 per night (USD)Expedia
Family-Friendly Windham Estate, Swimming Pond, Spa
- Bedrooms:
- 6
- Bathrooms:
- 8
- Sleeps:
- 24
Summary: Escape to the ultimate Catskills retreat at APRES HAUS! This 8-BR, 6.5-BA home on 10.5 acres features a natural ...
From $2718 per night (USD)Expedia
From $975 per night (USD)VRBO
Secluded Retreat w/ Pool, Hot Tub, Fire Pit, Views | Windham Mountain House
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to The Windham Mountain House by AvantStay! Tucked into the rolling Catskill Mountains, The Windham Mountain Ho ...
From $975 per night (USD)VRBO
From $559 per night (USD)Expedia
Hyttå, Cozy Nordic Retreat, Hot Tub, Clubhouse, Wifi
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Hyttå is a private, Scandinavian-inspired mountain retreat set on 6 wooded acres, offering complete privacy just 6 minut ...
From $559 per night (USD)Expedia
From $1691 per night (USD)VRBO
Ski in / Ski out - Spacious 4-bedroom townhome in Windham
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 11
Get ready to relax in this slope-side 4-bedroom townhome in Windham, perfectly situated at the base of the mountain. In ...
From $1691 per night (USD)VRBO
From $681 per night (USD)Expedia
Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Windmont, Windham's exclusive gated community, where luxury living meets the serenity of a private, thousand- ...
From $681 per night (USD)Expedia
From $385 per night (USD)VRBO
Catskills Retreat - 3Br with 3 En Suites - Near Windham & Wedding Venues
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Catskills Retreat Near Windham Escape to our beautifully renovated Catskills retreat, designed for unforgettable mounta ...
From $385 per night (USD)VRBO
From $457 per night (USD)Expedia
Cozy Windham Getaway
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our cozy getaway! Enjoy easy access to some of the best skiing in New York, just a 5 minute car ride to Windh ...
From $457 per night (USD)Expedia
From $327 per night (USD)VRBO
Windham MtView House•2 Mins to slopes
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Located in Windham, this charming house offers guests a fabulous retreat. With three bathrooms, everyone can enjoy comfo ...
From $327 per night (USD)VRBO
From $878 per night (USD)VRBO
Carrotflower Farmhouse - Ski Views, Walk to Town
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Summary: Carrotflower Farmhouse is a 5 bed, 4.5 bath farmhouse with a separate guest cottage just 2.5 hrs to NYC & a 15 ...
From $878 per night (USD)VRBO
From $669 per night (USD)VRBO
A-Frame 4-bedroom cottage with AC in charming Windham
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Your Windham adventure begins at this wonderful 4-bedroom cottage. Inside, guests find a cozy mix of beds including a ki ...
From $669 per night (USD)VRBO
From $279 per night (USD)VRBO
Modern Cozy Townhome in Windham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Get ready to relax in this 2-bedroom townhome in Windham. The space features a king bed and a cozy bunk bed, perfect for ...
From $279 per night (USD)VRBO
From $633 per night (USD)VRBO
Windham Alpine Ski Lodge - Fire place and Ski Slope views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Bright, window-filled alpine chalet with panoramic ski-slope views, a crackling fireplace, and peaceful woodland surroun ...
From $633 per night (USD)VRBO
From $689 per night (USD)VRBO
SaltBox Lodge: Windham | Privacy | Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
Summary: SaltBox Lodge is an enchanting 4 bed, 3 bath mountain cabin under 3hrs from NYC, just 6 mins from Windham Moun ...
From $689 per night (USD)VRBO
From $345 per night (USD)VRBO
Guesthouse Minutes from the Mountain!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Summary: Welcome to our charming guest house, nestled just minutes away from Windham Mountain! This cozy retreat offers ...
From $345 per night (USD)VRBO
From $708 per night (USD)VRBO
Spacious Mountain Home | Fire Pit & Panoramic Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Summary: Welcome to 24 Timber Trail, a luxurious and cozy mountain retreat designed for unforgettable gatherings in the ...
From $708 per night (USD)VRBO
From $4054 per night (USD)VRBO
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
- Bedrooms:
- 7
- Bathrooms:
- 9
- Sleeps:
- 18
Copper Ridge Estate | 9BR Luxury Mountain Retreat w/ Theater, Pool, Gym & Concierge Sleeps 18 · 9 Bedrooms · 8+ Baths · ...
From $4054 per night (USD)VRBO
From $548 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 $548 per night (USD)Expedia
From $1727 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 $1727 per night (USD)VRBO
From $481 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 $481 per night (USD)VRBO
From $4920 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 $4920 per night (USD)VRBO
From $1255 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 $1255 per night (USD)VRBO
From $883 per night (USD)VRBO
Luxe Lodge w/ Mt View - Hot Tub, Fire Pit, Game Rm, 5 Min to Skiing
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Plan your all-seasons escape to this beautiful, luxury chalet with direct views of Windham Mt., just a 5 minute drive to ...
From $883 per night (USD)VRBO
From $809 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 $809 per night (USD)Expedia