Town of Windham Rentals
- From $704 per night (USD)
VRBO
NEW - Gorgeous Modern Lodge w\/ Mt View - 5 Min to Skiing
- Bedrooms:
- 4
- 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 $704 per night (USD)VRBO
- From $395 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 $395 per night (USD)VRBO
- From $263 per night (USD)
VRBO
Windham Family Getaway
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This new (built in 2019) three bedroom, two bath home with many new amenities and a wood burning stove sleeps up to nine ...
From $263 per night (USD)VRBO
- From $360 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 $360 per night (USD)VRBO
- From $902 per night (USD)
VRBO
Year-Round Relaxing Mountain Escape
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
Luxury 5 Bedroom retreat nestled in secluded pine forest. Large open floor plan with vaulted ceilings great for enjoying ...
From $902 per night (USD)VRBO
- From $180 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 $180 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Relax!! Escape the city!! Updated condo w Mtn views from deck w\/ turbo internet
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 6
Chic, spacious updated two level corner unit townhouse. Freshly painted a serene light gray, brand new barn wood floorin ...
From $158 per night (USD)VRBO
- From $171 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 $171 per night (USD)VRBO
- From $425 per night (USD)
VRBO
with Secluded Fire Pit\nUltra Clean, Modern, Close to Windham Mountain.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Available for Season Rental 24/25 Ski Season! $14,000 This home is a super immaculate, upscale, classic ski chalet nestl ...
From $425 per night (USD)VRBO
- From $239 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 $239 per night (USD)VRBO
- From $799 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 $799 per night (USD)VRBO
- From $1255 per night (USD)
VRBO
Late Season discounts!
- Bedrooms:
- 6
- Bathrooms:
- 5
- Sleeps:
- 12
Brand new 6,000 square foot mountain getaway home with gorgeous views. Open the door of your dream getaway to look out o ...
From $1255 per night (USD)VRBO
- From $700 per night (USD)
VRBO
All Season Luxury Condo in Windham\/ Ski On - Ski Off
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
Beautiful, brand new four bedroom, four bathroom condo right on the slopes at Windham Mountain in New York's Catskill Mo ...
From $700 per night (USD)VRBO
- From $450 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 $450 per night (USD)VRBO
- From $126 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 $126 per night (USD)VRBO
- From $594 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 $594 per night (USD)VRBO
- From $113 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 $113 per night (USD)VRBO
- From $537 per night (USD)
VRBO
VINTAGE ART WINDHAM HOUSE WITH BAR, HOT TUB, FIREPLACE 5 MIN TO SKI
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
WELCOME TO THE WINDHAM ART HOUSE WITH BRAND NEW HOT TUB, OUTDOOR SWIMMING POOL, WALL-TO-WALL WOOD FIREPLACE, HANDMADE BA ...
From $537 per night (USD)VRBO
- From $431 per night (USD)
VRBO
\"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 $431 per night (USD)VRBO
- From $681 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 $681 per night (USD)VRBO
- From $600 per night (USD)
VRBO
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 $600 per night (USD)VRBO
- From $2300 per night (USD)
VRBO
5 Min to Windham Mtn! Luxury Retreat w\/ Mountain Views! Natural Swimming Pond
- Bedrooms:
- 7
- Bathrooms:
- 8
- Sleeps:
- 22
Welcome to the Mountain House. Sitting on five beautiful acres with views of 4 of the highest peaks in the Catskills, r ...
From $2300 per night (USD)VRBO
- From $350 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 $350 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Summer Rental Catskills NY-Minutes to Lakes & Mountains 2.5 hours from NYC
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
THE PROPERTY -- Part of Crystal Pond Complex | 1,700 Sq Ft | Min Walk to Shuttle | Family Friendly. Crystal Pond Comple ...
From $200 per night (USD)VRBO
- Click For Pricing
VRBO
NEW - Luxury Chalet with Slope Views - 5 Min to Skiing
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Plan your all-seasons escape to this beautiful, rustic chalet with direct views of Windham Mt., just a 5 minute drive to ...
Click For PricingVRBO
- From $383 per night (USD)
VRBO
Catskill MTN House w\/ Hot Tub and Large Outdoor Decks, fire-pit, close to hiking
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Cozy updated house located close to the Elm Ridge Trail System, Windham Mountain (7 min), Hunter Moutain (15 min) and do ...
From $383 per night (USD)VRBO
- From $263 per night (USD)
VRBO
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 $263 per night (USD)VRBO
- From $3566 per night (USD)
VRBO
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 20
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 $3566 per night (USD)VRBO
- From $565 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 $565 per night (USD)VRBO
- From $400 per night (USD)
VRBO
Newly Renovated House ~ Secluded 5 Acre Retreat ~ Peaceful and Quiet
- Bedrooms:
- 3
- 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 $400 per night (USD)VRBO
- Click For Pricing
VRBO
Catskill Mountains Big Hollow House
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Our home is nestled on 5 acres of serene land in the hamlet of Maplecrest just 4.5 miles from the town of Windham and Wi ...
Click For PricingVRBO
- From $399 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 $399 per night (USD)VRBO
- From $411 per night (USD)
VRBO
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 $411 per night (USD)VRBO
- From $800 per night (USD)
VRBO
Spacious Retreat with Luxurious View
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
This 5 year old log-sided home located 10 minutes from Windham Ski area. Massive floor to ceiling windows with spectacu ...
From $800 per night (USD)VRBO
- From $500 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 $500 per night (USD)VRBO
- From $543 per night (USD)
Expedia
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 $543 per night (USD)Expedia
- From $450 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 $450 per night (USD)VRBO
- From $1536 per night (USD)
VRBO
Windham Log Cabin on 35 Acres. Family friendly.
- Bedrooms:
- 5
- 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 $1536 per night (USD)VRBO
- From $699 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 $699 per night (USD)VRBO
- From $135 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 $135 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Windham Immaculate Ski Chalet with Awesome Fire Pit.\n\n\n
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Available for Season 24/25 Ski Season! $15,000. Nov 15, 2024 - April 15, 2025 Ultra Clean, Modern, Close to Windham Moun ...
From $375 per night (USD)VRBO
- From $158 per night (USD)
VRBO
Studio 3 BEDS-SLEEPS 3
- 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 $158 per night (USD)VRBO
- From $200 per night (USD)
VRBO
Luxury Retreat 4BR\/3.5bath min. from Windham\/Hunter 2.5 hrs from NYC w\/hot-tub
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
THE PROPERTY -- Part of Crystal Pond Complex | 1,700 Sq Ft | Family Friendly. Crystal Pond Complex is nestled on 20 bea ...
From $200 per night (USD)VRBO
- From $179 per night (USD)
VRBO
Walk to slopes at Windham! Great ski home for families. Golf, bike, & hike too.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to Alpine Escape! Enjoy incredibly easy access to some of the best skiing in New York. This home has all the e ...
From $179 per night (USD)VRBO
- From $625 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 $625 per night (USD)VRBO
- From $341 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 $341 per night (USD)VRBO
- From $3750 per night (USD)
VRBO
Luxury Mountain Log Home, Ski-In\/Ski-Out to Windham Resort
- Bedrooms:
- 8
- Bathrooms:
- 5
- Sleeps:
- 22
* NOTE: Your safety matters. The property features exterior surveillance cameras surrounding the home; these do not look ...
From $3750 per night (USD)VRBO
- From $385 per night (USD)
VRBO
Close to skiing in Windham and Hunter, zip line, hiking, lakes, 20+restaurants
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
3 NIGHTS MIN Required for all holidays! Nestled on three acres of land with a panoramic view of the Catskill Mountain t ...
From $385 per night (USD)VRBO
- From $500 per night (USD)
VRBO
SKI Slope views, ski 1 mile drive or walk, Golf Course & walk to town.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Cozy one family Colonial/cape style home, with beautiful stone front furnished porch w/BBQ. Full view of Ski Windham Mou ...
From $500 per night (USD)VRBO
- From $448 per night (USD)
VRBO
Near Hunter and Windham ski resorts. Crystal Pond town house, 4BR & 3.5 bath
- Bedrooms:
- 4
- 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 $448 per night (USD)VRBO
- From $857 per night (USD)
VRBO
SOLAR ECLIPSE SPECIAL. Tuscan Year Round Beauty \/ Pickle Ball.
- 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 $857 per night (USD)VRBO
- From $1250 per night (USD)
Expedia
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Near Hunter
- 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 $1250 per night (USD)Expedia
- Click For Pricing
Expedia
Walk to trails! Tesla charger, Peloton bike, AC, fireplace, radiant heat, wifi
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Walk to the edge of Wonderama or the base lodge while you charge your electric vehicle just steps from the door of the g ...
Click For PricingExpedia
- From $600 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 $600 per night (USD)VRBO
- From $307 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 $307 per night (USD)VRBO
- From $575 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 $575 per night (USD)VRBO
- From $139 per night (USD)
VRBO
Simply Amazing Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Amazing 2 Bedroom, 2 Bathroom Condo just minutes away Windham Mountain, hiking trails, shops and great restaurants. that ...
From $139 per night (USD)VRBO
- From $886 per night (USD)
Expedia
Amazing Mountain View’s from every room! Hot Tub\/3 Fire pits & Game Rm
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
The highest Mountain View’s with Ski Windham as well as Hunter Mountain ski slope views and Valley Views . A breathtakin ...
From $886 per night (USD)Expedia
- From $422 per night (USD)
VRBO
Panoramic views four minutes to Windham Mountain skiing.
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 10
Welcome to the Windham Round Haus located just minutes from Windham Mountain. Our home is located on a private street a ...
From $422 per night (USD)VRBO
- From $591 per night (USD)
Expedia
Vintage Charm Farmhouse Retreat
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 16
Come and enjoy the mountains all year round! This Farmhouse is conveniently located within minutes from Windham and Hunt ...
From $591 per night (USD)Expedia
- From $1200 per night (USD)
VRBO
7 Bedroom Luxurious Chalet In Windham, NY
- Bedrooms:
- 4
- Bathrooms:
- 7
- Sleeps:
- 16
Welcome to our Catskill getaway located in the town of Windham sitting on 7.5 acres. Our 7 bedroom house is all about sl ...
From $1200 per night (USD)VRBO
- From $367 per night (USD)
Expedia
Windham- Newly Renovated 4 BR Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Enjoy our newly renovated home located less than 5 minutes from Windham Mountain. Situated in the heart of the Hensonvil ...
From $367 per night (USD)Expedia
- Click For Pricing
Expedia
3 miles from Windham Mountain and only 7 miles from Hunter Mountain.
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Beautiful farmhouse with a creek running in the backyard! This house has been sub divided into 3 full size apartments. ...
Click For PricingExpedia
- From $190 per night (USD)
Expedia
Quiet basement apartment
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
This is a two bedroom basement apartment with a fireplace and hot tub Off street parking firewood plowing included Th ...
From $190 per night (USD)Expedia
- From $539 per night (USD)
VRBO
Mid Century Modern Chalet with Tennis Court and Catskill Views
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Mid-century modern chalet featuring large windows with great views, soaring ceilings, exposed wood beams, huge fireplace ...
From $539 per night (USD)VRBO
- From $243 per night (USD)
Expedia
Windham Mountain Vacation Rental ~3 Mi to Lifts!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Find your next all-season escape at this lovely Catskills vacation rental! Located less than 5 miles from Windham Mounta ...
From $243 per night (USD)Expedia
- From $469 per night (USD)
VRBO
Modern Swiss Ski Chalet with Tennis Court, Outdoor pit and multiple fireplaces
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Tucked away in the forest just a day trip from NYC, you'll find this gem of a mountain retreat where outdoor adventure a ...
From $469 per night (USD)VRBO
- From $534 per night (USD)
Expedia
NEW OUTDOOR HOT TUB!! 5 BEDROOM\/3 BATH CHALET - HAUS WINDHAM
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $534 per night (USD)Expedia
- From $252 per night (USD)
VRBO
NEW OUTDOOR HOT TUB! Luxury 2 Bedroom Suite -The Haüs Windham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Welcome to Haus Windham - your ultimate luxury vacation rental in Windham, New York, where tranquility and opulence inte ...
From $252 per night (USD)VRBO
- From $272 per night (USD)
Expedia
The Hensonville Honeypot - 2mins walking distance to local town cafes and shops.
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 12
Welcome to our newly renovated 5-bedroom, 4.5-bathroom farmhouse located 3 minutes from the heart of Windham, NY, where ...
From $272 per night (USD)Expedia
- Click For Pricing
VRBO
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing po ...
Click For PricingVRBO
- Click For Pricing
VRBO
NEW Modern Cabin | 8 Mins From Skiing | Hot Tub
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Sophie’s Summit Lodge is located in the heart of the Catskills in historic Windham, NY. Our 5 BD and 5 BA cabin features ...
Click For PricingVRBO
- From $800 per night (USD)
VRBO
Windham Mountain SKI house across the street from Lodge! Cozy Family Friendly
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
At the base of beautiful Windham Mountain , you will find Windham Mountain Village. Walk across the street and take the ...
From $800 per night (USD)VRBO
- From $1299 per night (USD)
Expedia
Modern Ski-View Pool House: Contemporary Comfort in Windham, New York
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 16
Welcome to our inviting ski-view getaway in Windham, New York! Perched on the slopes, this vrbo promises a ski enthusias ...
From $1299 per night (USD)Expedia
- Click For Pricing
Expedia
Townhouse 4 Min to Ski Windham
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Relax with the whole family in this peaceful, cozy, condo all year round. Enjoy the beauty of the Catskills area, its l ...
Click For PricingExpedia
- From $959 per night (USD)
Expedia
Custom Windham Mtn Villa w\/ Pool, Theater & Views!
- Bedrooms:
- 5
- 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 $959 per night (USD)Expedia
- From $950 per night (USD)
VRBO
Welcome to our home in the mountains, 2 hrs from NYC. 6BR, sleeps 12. Ski in\/out
- Bedrooms:
- 6
- Bathrooms:
- 6
- Sleeps:
- 12
Welcome to our home in the mountains, 2 hrs from NYC. 6BR, 5.5 bathrooms. sleeps 12 people - hot tub and some great vie ...
From $950 per night (USD)VRBO
- From $500 per night (USD)
VRBO
Logtastic cabin in Windham with Hot Tub
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 11
About this space Spacious authentic log cabin on a private serene 6 acres. This cabin has it all...large hot tub, game r ...
From $500 per night (USD)VRBO
- From $510 per night (USD)
VRBO
Beautiful Catskills country retreat --neighboring reservoir\/recreation area
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
The dancing bear welcomes you to our beautiful, fully restored, 1800’s farmhouse on 5 acres of woods and a large grass y ...
From $510 per night (USD)VRBO
- From $689 per night (USD)
VRBO
~ Alpine 5BR Chalet ~ | 6 min to SKI | Sleeps 20 |
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 20
Experience the allure of this 3300 sq ft chalet boasting 5 bedrooms and 4 baths, ideally situated directly across from W ...
From $689 per night (USD)VRBO
- From $135 per night (USD)
VRBO
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 $135 per night (USD)VRBO
- From $450 per night (USD)
VRBO
5BDR Cozy Windham Mountain Escape - Close to Skiing and Hiking!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 14
Welcome to the Windham Mountain Escape! With 2 private units it is the perfect getaway for multiple families traveling t ...
From $450 per night (USD)VRBO
- From $420 per night (USD)
VRBO
Ski house just steps from slopes nestled in cute Catskills town of Windham
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
Come enjoy the winter at this great Windham Mountain townhome at the base of Windham Mountain. Space includes 4BR, 3BA w ...
From $420 per night (USD)VRBO
- From $252 per night (USD)
VRBO
Modern Home in Downtown Windham + Hunter Mountain with Hot Tub
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
Our home is a modern, relaxing space to decompress, explore, and take time to breathe in the fresh mountain air in Windh ...
From $252 per night (USD)VRBO
- From $683 per night (USD)
VRBO
Condo on Windham Mountain - Greene County
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful, newly renovated three bedroom, three bathroom condo right on the slopes at Windham Mountain in New York's Cat ...
From $683 per night (USD)VRBO
- Click For Pricing
VRBO
Red Sled Retreat at Crystal Pond: 2Br\/2Bath Townhome on the Pond!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Your chance to stay in the hugely popular Crystal Pond Townhomes is here! Stay in one of the most sought-after locations ...
Click For PricingVRBO
- From $2405 per night (USD)
VRBO
*The View* ski in\/out modern luxury at Windham Mountain Resort
- Bedrooms:
- 7
- Bathrooms:
- 7
- Sleeps:
- 14
The View is a spectacular new house at the top of Windham Mountain. Ease of ski in/out with all the amenities, from expa ...
From $2405 per night (USD)VRBO
- From $657 per night (USD)
VRBO
2 Bed Ski-In\/Out Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Welcome to our 2 bedroom, 2 bath, ski-in/ski-out condo, located at the base of Windham Mountain! This getaway holds 2 co ...
From $657 per night (USD)VRBO
- From $600 per night (USD)
VRBO
Spacious Mountain Escape - Minutes to Windham\/Hunter
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 12
Spacious, light-infused contemporary on park-like grounds just minutes from Windham and Hunter ski areas. Multiple wood ...
From $600 per night (USD)VRBO
- Click For Pricing
Expedia
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 ...
Click For PricingExpedia
- From $574 per night (USD)
VRBO
Ski & Golf view farm house
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 8
Relax in this beautiful natural setting course that Windham has to offer, while at the same time enjoying all comforts o ...
From $574 per night (USD)VRBO
- From $720 per night (USD)
VRBO
Bucolic privacy with Hot Tub in Windham
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 10
The Blue House is a beautiful large home nestled in the gem of the Catskills, Windham - just 5 minutes to restaurants an ...
From $720 per night (USD)VRBO
- From $504 per night (USD)
VRBO
Windham castle with a view & minutes to skiing!
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 11
Great retreat for enjoying time with families and friends. The whole group will be comfortable in this spacious and uniq ...
From $504 per night (USD)VRBO
- From $276 per night (USD)
VRBO
Comfortable Catskills family home, walking distance to Windham mountain biking
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Wake up with a nespresso coffee and walk out onto Windham mountain. Enjoy an updated home with a modern kitchen and amen ...
From $276 per night (USD)VRBO
- From $315 per night (USD)
VRBO
Newly Built 1200sq ft Guest House 4min to Ski & Hiking
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Beautiful newly built 1200 sq ft cozy log guest house, w vaulted ceiling’s and a gas fireplace for a charming indoor exp ...
From $315 per night (USD)VRBO
- From $1000 per night (USD)
Expedia
Rare Ski-In\/Ski-Out Townhome! Windham Mountain at your back door!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 12
The rare opportunity to rent an Enclave Townhome is here! Stay in one of the most sought-after locations at the base of ...
From $1000 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Windham getaway!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Perfectly cozy destination in the mountains for a weekend getaway or a family vacation. This condo has everything that y ...
From $175 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Windham Pet Friendly home, 2-5min from Ski, Hiking Trials, GoldenLake, Rest&Bars
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming house, a beautiful blend of old-world charm and modern comforts. Nestled in the heart of the Mou ...
From $218 per night (USD)Expedia
- From $300 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 $300 per night (USD)VRBO
- Click For Pricing
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 ...
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