Town of Windham Rentals
From $230 per night (USD)VRBO
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)VRBO
From $1482 per night (USD)Expedia
Private Pickleball Ct - Indoor Hot Tub - Spa Room - Lift Tkts
- 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 $1482 per night (USD)Expedia
From $2078 per night (USD)VRBO
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 $2078 per night (USD)VRBO
From $809 per night (USD)Expedia
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 $809 per night (USD)Expedia
From $386 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 $386 per night (USD)VRBO
From $533 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 $533 per night (USD)VRBO
From $516 per night (USD)VRBO
Windham Immaculate Ski Chalet with Awesome Fire Pit. Available 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 $516 per night (USD)VRBO
From $146 per night (USD)Expedia
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)Expedia
From $754 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 $754 per night (USD)VRBO
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 $559 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 $559 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 $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 $537 per night (USD)VRBO
4BR TOWNHOUSE MINUTES TO WINDHAM & HUNTER Free 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 $537 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 $572 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 $572 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 $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 $539 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 $539 per night (USD)VRBO
From $578 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 $578 per night (USD)VRBO
From $543 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 $543 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 $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 $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 $982 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 $982 per night (USD)VRBO
From $1665 per night (USD)Expedia
'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 $1665 per night (USD)Expedia
From $346 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 $346 per night (USD)VRBO
From $351 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 $351 per night (USD)Expedia
From $879 per night (USD)VRBO
Stunning 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 $879 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
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 $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 $806 per night (USD)VRBO
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 $806 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 $824 per night (USD)VRBO
Serendipity Lake house on private 28 acre lake
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 14
26 acre semi private lake in the back yard (only 1 other house on the lake). Formerly the White Birches Campsite Lodge. ...
From $824 per night (USD)VRBO
From $183 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 $183 per night (USD)VRBO
From $144 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 $144 per night (USD)VRBO
From $791 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 $791 per night (USD)Expedia
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 $1403 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 $1403 per night (USD)Expedia
From $1325 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 $1325 per night (USD)VRBO
From $165 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 $165 per night (USD)VRBO
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 $594 per night (USD)VRBO
Windham Immaculate Ski Chalet w/ Secluded 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 $594 per night (USD)VRBO
From $1187 per night (USD)VRBO
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 $1187 per night (USD)VRBO
From $694 per night (USD)Expedia
Luxurious Mt Retreat Sauna Hot Tub Fire Pit & Park
- Bedrooms:
- 2
- Bathrooms:
- 1
- Sleeps:
- 8
Indulge in this picturesque setting of our 4BR 2BA log home on a spacious, park-like property just a short drive away fr ...
From $694 per night (USD)Expedia
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 $1027 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 $1027 per night (USD)VRBO
From $1094 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 $1094 per night (USD)VRBO
From $125 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 $125 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 $281 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 $281 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 $367 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 $367 per night (USD)VRBO
From $240 per night (USD)VRBO
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 $240 per night (USD)VRBO
From $746 per night (USD)Expedia
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)Expedia
From $256 per night (USD)VRBO
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)VRBO
From $555 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 $555 per night (USD)VRBO
From $355 per night (USD)VRBO
Your Windham Fall and Winter Escape Awaits!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Reserve your fall foliage or winter ski dates now — before the best weekends are gone! Escape to Windham for an unforge ...
From $355 per night (USD)VRBO
From $831 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 - CD Lane Park: swimming and boating Privacy and spectacular views make this cabin a mu ...
From $831 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 $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 $281 per night (USD)VRBO
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 $281 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 $1271 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 $1271 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 $718 per night (USD)VRBO
Above & beyond. Perfect house for family, friends & fresh air.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
After a complete renovation we are back and ready to host ! Our condo is perfect for families & friends looking for a gr ...
From $718 per night (USD)VRBO
From $687 per night (USD)VRBO
Farmhouse Chic with Mountain and Lake Views
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to Bright Sparrow Farmhouse! Located on 8 acres of private land with greenery and a freshwater wetland lake, thi ...
From $687 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 $185 per night (USD)VRBO
3-Bedroom Family Home
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Comfortable, two-story, 7-room family home on an acre of land. Recently redecorated. Master bedroom has king-size bed, ...
From $185 per night (USD)VRBO
From $529 per night (USD)Expedia
Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Windham Mountain Retreat | Private 5-Acre Catskills Getaway w/ Treehouse, Game Room & Views Welcome to your Catskills v ...
From $529 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 $763 per night (USD)VRBO
Blue Spruce Chalet — Hot Tub, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
DESCRIPTION Two and a half hours from the city, the noise stops. Blue Spruce Chalet is an authentic Eastern White Pine ...
From $763 per night (USD)VRBO
From $303 per night (USD)VRBO
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)VRBO
From $1370 per night (USD)VRBO
New Custom Built Catskill Mountain Chalet with Elevator
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 8
This 6 Bedroom, 4 bath chalet is ski in/ski out and directly on the Windham mountainside just a short walk from the base ...
From $1370 per night (USD)VRBO
From $1106 per night (USD)VRBO
SUMMER Pricing for 5 Bedroom Retreat-Windham Mountain! With Air conditioning!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
This beautifully renovated and newly furnished home boasts 5 bedrooms and can accomodate 10 guests. It also features 5 ...
From $1106 per night (USD)VRBO
From $457 per night (USD)VRBO
*GUT RENO 4 Season Nirvana*Hot Tub*WiFi*Fire Pit*Fireplace*Windhm Mtn View*2BBQs
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 8
Featured in New York Magazine and Awarded as a Top Choice Getaway in Windham, NY the Gem of the Catkills, Upstate New Yo ...
From $457 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 $956 per night (USD)Expedia
Windham/Hunter All-season French Country Farmhouse-Moments Away from Hayfield.
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
The perfect multi-family get-away. Spend a beautiful holiday in French country comfort! 6- bedrooms, 3 bathrooms, 1 yog ...
From $956 per night (USD)Expedia
From $722 per night (USD)VRBO
Catskills Windham Hunter Mountain Cabin Getaway
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Here is your ski weekend! This is Your cozy cabin getaway near Windham and Hunter! You can rejuvenate your senses surrou ...
From $722 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
Click For PricingVRBO
Windham Pet Friendly home, 2-5min from Ski, Hiking Trials, GoldenLake, Rest&Bars
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to our charming house, a beautiful blend of old-world charm and modern comforts. Nestled in the heart of the Mou ...
Click For PricingVRBO
From $450 per night (USD)Expedia
4 bedroom house 10 minutes to Windham Mountain
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Quiet 4 bedroom house with a nice sized living room with an indoor fireplace, a sunroom with beautiful views, a dining r ...
From $450 per night (USD)Expedia
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 $680 per night (USD)VRBO
4 SEASON VACATION RENTAL
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Large four bedroom, two kings beds and two queens beds, 2.5 bathroom country home. All new stainless steel kitchen app ...
From $680 per night (USD)VRBO
From $478 per night (USD)VRBO
Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Beautiful Country Setting 3 min to Windham town center w Large deck/ New Hot Tub and Large Wood Fire pit across our b ...
From $478 per night (USD)VRBO
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 $402 per night (USD)Expedia
Spacious Catskill Mountains ski cabin with fire pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Come take a break in this serene get-away! The cabin is only minutes from skiing areas (Windham and Hunter mountains) an ...
From $402 per night (USD)Expedia
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 $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