
Places to stay near Windham Mountain
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Top-rated vacation rentals near Windham Mountain
Guests agree: these stays are highly rated for location, cleanliness, and more.

Gorgeous Modern Lodge w/ Mt View - 5 Min to Skiing
Plan your all-seasons escape to this gorgeous new mid-century modern chalet with can't-beat direct views of Windham Mtn, less than a 5 minute drive away. Situated between state land and an active creek, enjoy this mountain getaway's hot tub, firepit, game room, open floor plan and other luxury amenities. Just 2.5 hours from NYC, and minutes away to skiing (<5 min to Windham Mtn, 15 min to Hunter Mtn, 40 min to Belleayre Mtn), hiking, biking, swimming, golfing, fishing, vineyards and restaurants!
Woodstock Historic Artist Estate - The Pond House
Awaken to an idyllic lake view through a timber-framed glass facade. Acclaimed social realist painter Reginald Marsh's family estate is known to be unique for Woodstock with its ball shaped junipers, a pond that brackets the house, expansive lawns, a gathering of birches and 100 year old cone shaped cedar trees. In short walking distance to the center of Woodstock the secluded setting with a private waterfall bordering a public preserve as well as the attention to architectural detail is unique.

Hideaway Windham/Hunter Fireplace, Snow & Skiing
Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

CozyCatskillChalet w/ Hot Tub (Catskill Mountains)
At face value, IG: @cozycatskillchalet appears to be just a humble little getaway tucked in the Catksill Mountains of Windham, NY. But even the most discerning guests will be quickly spirited away by the rustic charm and postcard-eqsue surroundings all around. At night, can't-be-beat stargazing on the back deck (or while soaking in the hot tub) will have you convinced this humble hideaway is a lot more illustrious than it lets on. Disclaimer: The chalet is not a luxury hotel or property.

Modern House with Mountain View @Getawind
Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Alpine Chalet on Spectacular Property
Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

HEAVEN ON EARTH - Hudson Riverfront Home
Voted #3 Most Romantic AirBnB Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

Luxury Hot Tub Ski Farmhouse Retreat on 50 acres
Just two hours from NYC, on 50 acres in the Catskill Mountains, this sun-drenched home was renovated by a luxury hotel designer in 2021. Each bedroom has a full en-suite bathroom, while common spaces are large and abundant, making this a perfect place for groups. Large brand new kitchen and dining, dedicated office space, game room, outdoor fire pit, cedar wood hot tub, outdoor shower. 12 MIN: Windham 25 MIN: Hudson 10 MIN: Grocery/Pharmacy 5 MIN: Zoom Flume Waterpark

Creekside Couple's Retreat w/Hot tub, Sauna & More
Tucked by an enchanting creek, this newly built cabin is a serene haven where nature and comfort meet. Unwind together in the hot tub beneath the stars, relax in the wood fired sauna, or enjoy a fun evening in the game room. Let the soothing sounds of the creek lull you to sleep as you take in the beauty of the outdoors from every window. Explore nearby trails, quaint towns, and secret escapes. Pet-friendly, perfect for couples seeking a magical retreat in every season.

Windham Mountain Village 2 bedroom townhouse
This 2 bedroom, 2 bath Townhouse with loft that sleeps 8 (max 6 adults) is located at the top of Windham Mt Village a very short walking distance from the Windham ski lodge and beginner lifts. Fully equipped kitchen, dining area, living area with fireplace including firewood. TV with cable and free high speed wifi. Outdoor deck with gas grill. Washer and Dryer. 2 parking spots in front. Access to community pool and hot tub when open. Air Conditioning in summer.

5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
Escape to this newly renovated mountain cabin just 5 minutes from Windham Mountain ski resort! With a private fishing pond and a deck offering panoramic resort views, it's a perfect outdoor retreat. Inside, enjoy a pool table, Pac-Man arcade, and shuffleboard for endless fun. A 2-minute drive to town makes dining and shopping convenient. The cabin's modern amenities, cozy fireplace, outdoor firepit, and hot tub guarantee a comfortable and relaxing stay.

Cozy Cabin Condo by the Mountain, 5mins to skiing!
Steps from the Mountain! Just 1 mile away with a crisp mountain view, our beautiful chalet is a mere 5 minute drive from the slopes of Windham and just 15 minutes from Hunter! A short walk or drive from the charming town of Windham, you're perfectly located for a country getaway. The town itself is a wonderful mountain community with many great shops, restaurants and activities all within a short drive.
Popular amenities for vacation rentals near Windham Mountain
Condo rentals with wifi

Cozy Gem with Mountain Views

Luxury. 5-Star. Ski In/Out, Heated Pool, Hot Tub

Windham Condo

Mint*Cozy*Ski In/Out*Hunter Mt Condo w/Fireplace

Cozy 1BR Suite | Private Hot Tub | Wood Fireplace

Ski on/ Ski off Country Condo Hunter Mountain

Lothbrok - 2nd floor on Main Street

Hunter Mtn. Cozy Close Clean Condo *Great Reviews*
Family-friendly house rentals

Catskills Retreat: Hot Tub | Fireplace | Firepit

Big Red Retreat 3 min to Windham Mountain & Golf!

Chalet with HotTub 5 min to Windham, 15 min Hunter

Private cabin - 7 mins from ski mountain

Scandi A-Frame w/Hot Tub & Sauna

Modern Ski-Home With Views Near Hunter & Windham

Private Waterfall Retreat on 10 acres

Stony Clove Cottage - sleeps 6, *maximum 4 adults*
Apartment rentals with air conditioning

"Your Country Getaway at Beulah Land Farm."

Catskill Village House - Mountain View Studio

Jewel above the Pub with a view. Walk everywhere!

Mountain View Retreat~Sunny Hill Golf / Skiing

Above SpringRise

Hudson River Beach House

Peter’s Space

Main St. Steps to everything. Comfort & Design.
Other great vacation rentals near Windham Mountain

Home Alone Tiny

Cabin by the woods, Hunter Mountain & Kaaterskills

Europe in The Catskills

Unique BellEayre River retreat

Modern Chalet w/ Panoramic Views Near Windham Mtn

Cozy Creekside Cabin | 5 Mins to Windham Mt!

Woodstock Mountain Cottage

Luxury A-Frame Cabin in the Woods with Sauna
Quick stats about vacation rentals in Windham Mountain

Total vacation rentals
Explore 70 vacation rentals in Windham Mountain

Nightly prices starting at
Windham Mountain vacation rentals start at ﺩ.ﺇ661 per night before taxes and fees

Verified guest reviews
Over 1,780 verified reviews to help you choose

Family-friendly vacation rentals
60 properties offer extra space & kid-friendly amenities

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Vacation rentals with a pool
20 properties feature pools

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
70 of Windham Mountain vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Windham Mountain rentals

4.9 Average rating
Windham Mountain stays are highly rated by guests—averaging 4.9 out of 5!
Destinations to explore
- Rentals with a fireplace Windham Mountain
- Ski-in/ski-out rentals Windham Mountain
- House rentals Windham Mountain
- Rentals with a fire pit Windham Mountain
- Rentals with pools Windham Mountain
- Rentals with outdoor seating Windham Mountain
- Rentals with a patio Windham Mountain
- Family-friendly rentals Windham Mountain
- Rentals with a hot tub Windham Mountain
- Pet-friendly rentals Windham Mountain
- Rentals with a washer and dryer Windham Mountain
- Hunter Mountain
- Belleayre Mountain Ski Center
- Catamount Mountain Ski Resort
- Minnewaska State Park Preserve
- Resorts World Catskills
- Howe Caverns
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Glimmerglass State Park
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- Opus 40
- Naumkeag
- Berkshire Botanical Garden
- June Farms
- Hancock Shaker Village
- Walkway Over the Hudson State Historic Park
- Poets' Walk Park
- Millbrook Vineyards & Winery
- New York State Museum




