Elm Ridge Wild Forest Rentals
- From $355 per night (USD)
VRBO
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)VRBO
- From $338 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 $338 per night (USD)Expedia
- From $124 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 $124 per night (USD)VRBO
- From $233 per night (USD)
Expedia
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 $233 per night (USD)Expedia
- From $1339 per night (USD)
VRBO
Stanley's Mountain Getaway · 5 Min to Skiing | Hot Tub | Fire Pit | Games | Bar
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Make lasting memories in this 5 BR, 3.5 BA, 5,600 ft² cabin in scenic Windham, NY located just 5 min away from Windham M ...
From $1339 per night (USD)VRBO
- From $238 per night (USD)
Expedia
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 $238 per night (USD)Expedia
- From $223 per night (USD)
VRBO
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 $223 per night (USD)VRBO
- From $650 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 $650 per night (USD)Expedia
- From $433 per night (USD)
VRBO
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 $433 per night (USD)VRBO
- From $849 per night (USD)
Expedia
Ski Mountain Chalet w\/ Hot tub, Fireplace, Game Room -Windham Mountain
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 15
Completely renovated luxury ski mountain home in Hensonville, town of Windham. 1.2 acres , set back on a hill for privac ...
From $849 per night (USD)Expedia
- From $492 per night (USD)
VRBO
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 $492 per night (USD)VRBO
- Click For Pricing
Expedia
Catskills Cabin Retreat: Hot Tub and Fireplace
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Welcome to your new country getaway! Originally built as a seasonal retreat for an acclaimed Vaudeville actress, our ful ...
Click For PricingExpedia
- From $426 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 $426 per night (USD)VRBO
- From $167 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 $167 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
- From $239 per night (USD)
Expedia
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 $239 per night (USD)Expedia
- From $102 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 in the heart of the Cat ...
From $102 per night (USD)VRBO
- From $243 per night (USD)
Expedia
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 $243 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 $409 per night (USD)
VRBO
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)VRBO
- 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 $227 per night (USD)
Expedia
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 $227 per night (USD)Expedia
- From $594 per night (USD)
VRBO
Country Escape Overlooking Hunter & Windham Mountains\n
- Bedrooms:
- 5
- Bathrooms:
- 5
- Sleeps:
- 14
Situated on 5 secluded acres between Windham & Hunter Mt, this 5-bdrm, 5-bath chalet can handle a large family, includin ...
From $594 per night (USD)VRBO
- From $1300 per night (USD)
Expedia
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)Expedia
- From $218 per night (USD)
VRBO
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)VRBO
- From $253 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 $253 per night (USD)VRBO
- From $199 per night (USD)
VRBO
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)VRBO
- Click For Pricing
Expedia
The Fireside: Wide-Open Spaces + Modern Amenities\n\n
- Bedrooms:
- 4
- Bathrooms:
- 4
- Sleeps:
- 10
Fully remodeled in 2021, this 3,300 sq ft house is a modern, cozy, and entertaining vacation home. Located in Prattsvill ...
Click For PricingExpedia
- Click For Pricing
Expedia
The Evergreen: A Cozy & Modern Catskills Escape\n\n
- Bedrooms:
- 3
- Bathrooms:
- 4
- Sleeps:
- 10
The Evergreen is packed with modern comforts and amenities. We have thoughtfully equipped both the inside and the outsid ...
Click For PricingExpedia
- From $288 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 $288 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 $331 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 $331 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 $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 $218 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 $218 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 $450 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 $450 per night (USD)VRBO
- From $343 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 $343 per night (USD)VRBO
- From $551 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 $551 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 $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 $570 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 $570 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 $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 $645 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 $645 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 $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 $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 $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
- From $129 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 $129 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 $796 per night (USD)
VRBO
Year-Round Relaxing Mountain Escape
- Bedrooms:
- 4
- Bathrooms:
- 6
- Sleeps:
- 10
Luxury 6 Bedroom year-round retreat nestled in secluded pine forest. Large open floor plan with vaulted ceilings great f ...
From $796 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 $114 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 $114 per night (USD)VRBO
- From $616 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 $616 per night (USD)VRBO
- From $525 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 $525 per night (USD)VRBO
- From $436 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 $436 per night (USD)Expedia
- 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 $1554 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 $1554 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
- 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 $3550 per night (USD)
VRBO
EXCLUSIVE, EXQUISITE & UNFORGETTABLE MOUNTAIN OASIS
- Bedrooms:
- 8
- Bathrooms:
- 9
- Sleeps:
- 18
BOOK YOUR '22-'23 SKI RENTAL NOW! 5-star luxury estate! Only 2 ½ hours from NYC, but light years away from stress. This ...
From $3550 per night (USD)VRBO
- From $568 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 $568 per night (USD)VRBO
- 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 $338 per night (USD)
Expedia
Wonderful mountain home for all of your family adventures!
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 15
Welcome to our cozy mountain retreat! Our beautiful and spacious cabin is perfect for your next getaway. Whether you’re ...
From $338 per night (USD)Expedia
- 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
- 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 $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 $899 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 $899 per night (USD)VRBO
- From $995 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 $995 per night (USD)Expedia
- 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 $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 $375 per night (USD)
Expedia
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)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
- 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 $367 per night (USD)
VRBO
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)VRBO
- 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 $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 $887 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 $887 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 $303 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 $303 per night (USD)Expedia
- From $1191 per night (USD)
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 ...
From $1191 per night (USD)VRBO
- From $720 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 $720 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 $435 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 $435 per night (USD)VRBO