Town of Windham Rentals
- From $370 per night (USD)
VRBO
CONVENIENT!Walk 1000ft. to Windham Mtn! Fully furnished 2BR\/2Bth Condo w\/WiFi
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Windham Mountain Ski Lodge and slopes is across the road from our complex. There is no need to drive and park there. Sav ...
From $370 per night (USD)VRBO
- From $4329 per night (USD)
Expedia
'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!
- Bedrooms:
- 10
- Bathrooms:
- 12
- Sleeps:
- 33
A one-of-a-kind experience in the 'Gem of the Catskills' awaits at this spectacular Windham mansion. Spanning over 11,00 ...
From $4329 per night (USD)Expedia
- From $1150 per night (USD)
VRBO
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 13
Welcome to your luxury Windham Retreat! Enjoy incredibly easy access to some of the best skiing in New York. This home h ...
From $1150 per night (USD)VRBO
- From $355 per night (USD)
Expedia
Serenity w\/ Hot Tub & Fireplace 3 min to town
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Relax with the whole family at this peaceful place to stay. Surrounded by beautiful trees on a quiet dead end st. Ski Wi ...
From $355 per night (USD)Expedia
- From $250 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 $250 per night (USD)VRBO
- From $340 per night (USD)
Expedia
Windham Chalet with BBQ Hut, Pizza Oven and Hot tub
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
The chalet is located 5 minutes from Windham on a cul-de-sac and has neighbors on one side and state land on the other, ...
From $340 per night (USD)Expedia
- From $237 per night (USD)
VRBO
Cutest Cabin in Windham Spring wedding & Spring break stays
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 2
The Cutest Cabin is the perfect stay for 2 people! Located only minutes away to the ski slope-snow tubing & town. Acros ...
From $237 per night (USD)VRBO
- Click For Pricing
Expedia
Pebble Beach In Windham.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Completely restored 2 bedroom condo in the center of town. Unit includes access to a HD golf simulator multi-sport unit ...
Click For PricingExpedia
- From $150 per night (USD)
VRBO
Windham Condominium! 2BR\/2B, Sleeps 6-8. Private Wi-Fi! 2 Miles To Mountain! ⬇️
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Private WiFi for Internet & cell calling. SEE RATES. SCROLL TO FAR BOTTOM HERE... ==================================== ...
From $150 per night (USD)VRBO
- From $1304 per night (USD)
Expedia
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 $1304 per night (USD)Expedia
- From $650 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 $650 per night (USD)VRBO
- From $120 per night (USD)
Expedia
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 $120 per night (USD)Expedia
- From $508 per night (USD)
VRBO
Luxe Windham Getaway w\/ Hot Tub: Near Golf!
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 17
Local wineries, delicious eateries, and all the beauty of the Catskill Mountains will be right at your fingertips while ...
From $508 per night (USD)VRBO
- From $445 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 $445 per night (USD)Expedia
- From $722 per night (USD)
VRBO
Mountainview Lodge - Windham, Hunter Mountain
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 12
Summary: Welcome to Mountainview Lodge! Our home is nestled just above Windham Mountain, only a 3 min drive to the Windh ...
From $722 per night (USD)VRBO
- Click For Pricing
Expedia
Catskills House w\/Yard, 1Mi to Windham Mtn 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 PricingExpedia
- From $217 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 $217 per night (USD)VRBO
- From $217 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 $217 per night (USD)Expedia
- From $400 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 $400 per night (USD)VRBO
- From $439 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 $439 per night (USD)Expedia
- From $1525 per night (USD)
VRBO
Windham Private heated indoor pool.
- Bedrooms:
- 3
- 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 $1525 per night (USD)VRBO
- From $900 per night (USD)
Expedia
NEW 5 Bed 5 1\/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
- Bedrooms:
- 6
- 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 $900 per night (USD)Expedia
- From $849 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 $849 per night (USD)VRBO
- From $450 per night (USD)
Expedia
Park House Catskills
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to the Park House... You've found the perfect mountain getaway! This gorgeous log home is located about 10 minut ...
From $450 per night (USD)Expedia
- From $325 per night (USD)
VRBO
Red Fox Townhouse & Hot Tub - Summer Hiking & Vacation!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Red Fox Townhouse located walking distance to The Chicken Run Restaurant & Bar. Covered patio with Alpine Hot Tub - spa ...
From $325 per night (USD)VRBO
- Click For Pricing
Expedia
Windham Mountain Village Townhouse
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Newly Renovated Mountain Side Townhome. Walking Distance to the lifts. Featuring 2 Bedrooms with a Loft. Spacious open c ...
Click For PricingExpedia
- From $425 per night (USD)
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 ...
From $425 per night (USD)VRBO
- From $154 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 $154 per night (USD)Expedia
- From $190 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 $190 per night (USD)VRBO
- Click For Pricing
Expedia
Windham Ridge Townhouse w\/ Beautiful Views - Seasonal Rental
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Have your own townhouse and ski at beautiful Windham Mountain. This beautiful townhouse is in great condition with fresh ...
Click For PricingExpedia
- From $251 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 $251 per night (USD)VRBO
- From $136 per night (USD)
Expedia
Redwood Retreat in Windham - minutes to the Mountain!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
True mountain getaway, just 2.5 hours from NYC!! Modern and clean 2 bedroom 2 bathroom townhouse in the heart of the Cat ...
From $136 per night (USD)Expedia
- From $630 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 $630 per night (USD)VRBO
- From $110 per night (USD)
Expedia
TOWNHOUSE-LOFT-30 ft balcony Mt View\/6 BEDS\/ Sleeps 6
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 7
SPACIOUS 2-STORY DOWNTOWN TOWNHOUSE; 12 ft Ceiling and A/C! Stay a week and Relax in the fresh mountain air... AND tak ...
From $110 per night (USD)Expedia
- From $1056 per night (USD)
VRBO
ON MOUNTAIN - 4 BED, 4 BATH RETREAT - WALK TO SLOPES!
- Bedrooms:
- 4
- 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 $1056 per night (USD)VRBO
- From $1900 per night (USD)
Expedia
NEW 5 Bed 5 1\/2 Bath Townhouse Walk To Skiing! 900 sq ft Of Mountan View Decks!
- Bedrooms:
- 6
- 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 $1900 per night (USD)Expedia
- From $235 per night (USD)
VRBO
Immaculate Winter Getaway Near Skiing & Hiking!
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Whether you want to see the spectacular fall colors or plan your next ski getaway, now is the time! Come stay at this im ...
From $235 per night (USD)VRBO
- From $341 per night (USD)
Expedia
Rustic Log Cabin w\/ Yard - 9 Mi to Hunter Mtn!
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 8
Privacy, sunshine, and spectacular views make this spacious log cabin a must-stay! The 4-bedroom, 3-bathroom vacation re ...
From $341 per night (USD)Expedia
- Click For Pricing
Expedia
Brand New A-Frame on West End of Main Street
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 6
Brand new constructed A-frame style home with all the cozy style comforts of a ski stay vacation rental. This home faces ...
Click For PricingExpedia
- From $141 per night (USD)
Expedia
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 $141 per night (USD)Expedia
- From $300 per night (USD)
VRBO
WINDHAM HOME SLEEPS 10 - 1 MILE TO SLOPES !
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 11
Location, Location, Location - This conveniently located home has you positioned close to all Windham has to offer. 1 mi ...
From $300 per night (USD)VRBO
- From $450 per night (USD)
Expedia
The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 14
THE XENIA in Windham The many famous reasons for visiting Windham in the Catskill Mountains are all within short ...
From $450 per night (USD)Expedia
- From $196 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 $196 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Clean 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 $218 per night (USD)Expedia
- From $123 per night (USD)
VRBO
High Peak Heaven: Cozy Log Cabin on 1 Acre!
- Bedrooms:
- 2
- 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 $123 per night (USD)VRBO
- From $167 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 $167 per night (USD)VRBO
- From $450 per night (USD)
VRBO
****ON Mountain!*** Steps From Slopes! Welcome to our Windham Mountain Escape!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Steps away from the slopes! Enjoy immediate easy access to a family friendly mountain. Ski and ride the days away! Acces ...
From $450 per night (USD)VRBO
- From $476 per night (USD)
Expedia
WM Village walking distance to Windham Mt Hot Tub Pool 3b, 3Bath SKI
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
True getaway in the Catskill Mountains! This townhouse is in the heart of Windham Mountain Village, situated at the bott ...
From $476 per night (USD)Expedia
- From $170 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 $170 per night (USD)VRBO
- From $409 per night (USD)
Expedia
Windham Mountain Chalet with Treehouse sleeps 15, Game Room & fireplace
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 15
Large Four season country vacation house in the heart of the Windham wirh a beautiful trehouse. Close enough to all the ...
From $409 per night (USD)Expedia
- From $350 per night (USD)
VRBO
Mountain Escape 5 Minutes to Ski Resort
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 12
A 2,700 square foot modern well stocked home with incredible views of Windham mountain. Ski Windham is only 1.5 miles aw ...
From $350 per night (USD)VRBO
- From $180 per night (USD)
Expedia
Peaceful Family Condo w\/Deck + Mountain View!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Get ready for the mountain adventure away from the crowds of the city and take a vacation at this Windham condo! Perched ...
From $180 per night (USD)Expedia
- Click For Pricing
Expedia
Restored Firehouse One Minute to Skiing on Main St
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 18
This four bedroom with two baths comes with every amenity. It is located in a restored firehouse with a 16 foot x 9 foo ...
Click For PricingExpedia
- From $507 per night (USD)
Expedia
The Woodsy Cabin Cozy Escape! Hiking & Ski Cabin
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
We built the Woodsy Cabin to make memories with our family. We've made so many amazing ones we decided to share the cab ...
From $507 per night (USD)Expedia
- From $160 per night (USD)
VRBO
Unique and Secluded House with Windham Mountain View
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
After you spot our mailbox on the side of a county road, you turn to a long winding gravel road, as if you get into a he ...
From $160 per night (USD)VRBO
- From $660 per night (USD)
Expedia
Windham Moutain Ski House: Walk on & off Slopes - Families Only!
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
FAMILIES ONLY, PLEASE. NO PARTIES! NO PETS. Family weekend home that we rent when we go skiing out West. Walk down ste ...
From $660 per night (USD)Expedia
- From $270 per night (USD)
VRBO
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 $270 per night (USD)VRBO
- From $269 per night (USD)
Expedia
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 $269 per night (USD)Expedia
- From $500 per night (USD)
VRBO
Mountain Contemporary, minutes to slopes with breathtaking views!
- 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 $500 per night (USD)VRBO
- From $600 per night (USD)
Expedia
Cozy ski retreat in the Catskills
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 9
This gorgeous and peaceful log cabin is the ultimate nature escape - perfect for every season. There are two ski mountai ...
From $600 per night (USD)Expedia
- From $950 per night (USD)
VRBO
Windham Farmhouse Escape w\/hot tub
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 12
Set on 8+ acres, this former dairy farm is a breath of fresh air. The farmhouse, built in 1838, maintains its original c ...
From $950 per night (USD)VRBO
- From $308 per night (USD)
Expedia
NEW - Cozy Modern Home: Stunning views, 3 mins ski,BBQ,Fire Pit,Games, walk dwtn
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to Windy Hollow! A spacious and newly renovated vacation home with stunning views of Windham Mountain plus walki ...
From $308 per night (USD)Expedia
- From $175 per night (USD)
VRBO
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Make this spacious, newly built townhouse yours during a relaxing getaway in the Catskill Mountains! Located just minute ...
From $175 per night (USD)VRBO
- From $500 per night (USD)
VRBO
SKI-IN\/SKI-OUT ON WONDERAMA RUN, 4 BEDROOM, 3 BATH RETREAT
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The main level features the kitchen, dining room, wood burning fireplace, den and great room with sun decks and views of ...
From $500 per night (USD)VRBO
- From $1300 per night (USD)
VRBO
Serendipity Lake House on Lake Heloise. Beautiful private 4000 sq ft lodge
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 15
Enjoy a relaxing stay at this gorgeous rustic lodge on 10 acres abutting a 28 acre lake surrounded bybover 300 avrea of ...
From $1300 per night (USD)VRBO
- From $218 per night (USD)
Expedia
Cozy Windham Condo - Hot Tub. 5 mins to Windham and 15 to Hunter, close to all.
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 8
Perfect 2 bedroom condo. Eat in kitchen with dishwasher, Keurig, toaster, and microwave Cozy living room with Smart TV o ...
From $218 per night (USD)Expedia
- From $244 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 $244 per night (USD)VRBO
- From $199 per night (USD)
Expedia
Newly Renovated Ski House in Windham - Just 3min to Slopes
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to our charming and cozy retreat in the heart of Windham, where modern comfort meets historic charm. With its pr ...
From $199 per night (USD)Expedia
- From $270 per night (USD)
VRBO
Windham Mountain Village Condo
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our fantastic Windham Mountain condo, where the location is truly unbeatable! Whether you're seeking winter a ...
From $270 per night (USD)VRBO
- From $561 per night (USD)
VRBO
Cozy Rustic Bliss Seconds from Windham Mt Resort
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 8
Vacation in this sprawling rustic home. Cook in 2 modern kitchens each with Kuerigs, cozy up by the 1st floor fireplace ...
From $561 per night (USD)VRBO
- From $313 per night (USD)
VRBO
Mountain Lodge w\/Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
All season mountain lodge - skiing, hiking, biking, near Windham & Hunter, NY. Spacious four bedroom getaway in the Cats ...
From $313 per night (USD)VRBO
- From $309 per night (USD)
VRBO
Retro Retreat: Charming Home w\/Hot Tub & Fire Pit
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Nestled on spacious land just 3 miles from Windham Mt and 12 mins to Hunter Mt, this 1970s ski chalet will provide you w ...
From $309 per night (USD)VRBO
- From $900 per night (USD)
VRBO
Luxury fully stocked 5 bdrm, 2 mi from Windham mtn\n
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 14
Moose mountain Lodge is a special getaway that offers a luxury feel and spacious layout with room to vacation with famil ...
From $900 per night (USD)VRBO
- From $300 per night (USD)
VRBO
Authentic Windham Log Home with Awesome Views!\n
- Bedrooms:
- 3
- Bathrooms:
- 2
- Sleeps:
- 7
Located on a quiet paved road w/spectacular mountain views, this authentic log cabin w/wood floors, 3 full bath & large ...
From $300 per night (USD)VRBO
- From $217 per night (USD)
VRBO
Guesthouse Minutes from the Mountain!
- Bedrooms:
- 1
- Bathrooms:
- 1
- Sleeps:
- 4
Welcome to our charming guest house, nestled just minutes away from Windham Mountain! This cozy retreat offers the perfe ...
From $217 per night (USD)VRBO
- From $663 per night (USD)
VRBO
Luxurious Home & Amazing Views
- Bedrooms:
- 5
- Bathrooms:
- 4
- Sleeps:
- 12
Whether you're seeking a peaceful escape or exciting adventure, this luxurious home is the perfect getaway!This stunning ...
From $663 per night (USD)VRBO
- From $250 per night (USD)
VRBO
Cozy renovated home, ideal for skiing and hiking in Catskills
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
A recently renovated Dutch farmhouse style house will charm you with its modern yet traditional feel and perfect locatio ...
From $250 per night (USD)VRBO
- From $215 per night (USD)
VRBO
Ski, Hike,Bike,Golf, Dine within a 6 min Drive. Perfect for a Family getaway
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 6
Gorgeous, newly renovated, corner unit with L shaped deck,2 bedroom, 2 bath with picturesque views featuring main level ...
From $215 per night (USD)VRBO
- Click For Pricing
VRBO
All-Season Mountain Lodge - skiing, hiking, biking, near Windham & Hunter NY
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 10
Spacious four bedroom getaway in the Catskills. Large cathedral-style ceiling living room space, with giant windows to f ...
Click For PricingVRBO
- From $310 per night (USD)
VRBO
Windham House Ski Hunter or Belleayer Mt too. Fireplace, High Speed WiFi & More
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
*****Windham Mt no longer requires you to purchase a 2 day pass for the weekends. You can now purchase a lift ticket f ...
From $310 per night (USD)VRBO
- From $444 per night (USD)
VRBO
4 SEASON VACATION RENTAL
- Bedrooms:
- 3
- 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 $444 per night (USD)VRBO
- From $368 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 $368 per night (USD)VRBO
- From $539 per night (USD)
VRBO
Waterfront Secluded Log-house w\/Sauna, Games, More, Mins To Town & Activities
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 12
This beautiful getaway in the heart of the Catskill mountain region is the perfect oasis for creating memories that will ...
From $539 per night (USD)VRBO
- From $550 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 $550 per night (USD)VRBO
- From $400 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 $400 per night (USD)VRBO
- From $977 per night (USD)
VRBO
Summer at Windham Mountain! On mountain 5 bedroom Retreat!
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 22
This 2000 foot home boasts 5 bedrooms and 3 1/2 bathrooms. During the winter you can walk to skiing and the adventure pa ...
From $977 per night (USD)VRBO
- From $699 per night (USD)
VRBO
Windham\/Hunter All-season French Country Farmhouse-Ultimate in Relaxed Elegance!
- 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 $699 per night (USD)VRBO
- From $599 per night (USD)
VRBO
On Windham Mountain - Private access to trails
- Bedrooms:
- 5
- Bathrooms:
- 6
- Sleeps:
- 16
*SPECIAL SUMMER RATES NOW THROUGH AUGUST**** Perfect Windham Mountain slope side chalet. Short walk to slopes in wint ...
From $599 per night (USD)VRBO
- From $1200 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 $1200 per night (USD)VRBO
- From $375 per night (USD)
VRBO
Blue Spruce Chalet — Hot Tub, Pet Friendly
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Discover the charms of an authentic chalet featured in INSIDER in 2022 with breathtaking views, a hot tub, working wood- ...
From $375 per night (USD)VRBO
- From $571 per night (USD)
VRBO
Above & beyond. Perfect house for family, friends & fresh air.
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 10
Our condo is perfect for families looking for a great escape without the hassles! Most convenient location in Windham Mo ...
From $571 per night (USD)VRBO
- From $744 per night (USD)
VRBO
Stunning Chalet style home with 8 Person Hot Tub, Fire pit & Sauna & steam rm.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 10
A spectacular open floor plan with a gas fireplace and grand dining room. The entryway has a custom wet bar with wine fr ...
From $744 per night (USD)VRBO
- From $102 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 $102 per night (USD)VRBO
- Click For Pricing
VRBO
Ski house in Windham near Hunter and Windham mountains
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Ranch, 2000 sq' with attached garage, two bedrooms, two full bath, baseboard heat, internet, cable TV, beautiful views o ...
Click For PricingVRBO
- From $290 per night (USD)
VRBO
Modern & cozy getaway, Windham. Skiing. Perfect for families. The Nordic Light
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
A newly renovated luxury townhouse with all amenities you desire. Located close to all the Catskills activities and only ...
From $290 per night (USD)VRBO
- From $175 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 $175 per night (USD)VRBO
- From $183 per night (USD)
VRBO
Retreat mountain home
- Bedrooms:
- 2
- Bathrooms:
- 5
- Sleeps:
- 10
Fully furnished, very comfortable, open living space. Property situated on 10+ beautiful acres in the Catskill mountains ...
From $183 per night (USD)VRBO
- From $886 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 $886 per night (USD)VRBO
- From $700 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 $700 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