
Fitness-friendly vacation rentals in Windham
Find and book unique fitness-friendly rentals on Airbnb
Top-rated fitness-friendly rentals in Windham
Guests agree: these fitness-friendly rentals are highly rated for location, cleanliness, and more.

Mountain View Chalet: AC, Hot Tub, Firepit, Games
Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Spacecraft Sanctuary x Stargate Self-Care Retreat
Nestled into a private forested locus in the charming hamlet of Halcottsville, NY is SPACECRAFTX1 SANCTUARY, a transformed single wide trailer with walls of glass sliders that showcase the ultimate designer, Mother Nature with her majestic mountain vistas, perennial x calming Japanese rock gardens. SPACECRAFTX1 STARGATE (separate structure) is a wellness studio for yoga, pilates, barre x meditation with an infrared sauna with chromotherapy for a “Design Your Own” self-care retreat experience.

The Woodland Valley Spa Cabin (20min to Woodstock)
Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Comfortable Woodstock Getaway
Our peaceful property is 5 minutes from the Town of Woodstock, 15 minutes to historic Kingston and Exit 19 of the NYS-Thruway, and 45 minutes to ski areas. The house is large and spacious with a fully equipped kitchen, plenty of lounge space, a sunlit expansive library with a large variety of old and new books, a home gym, and a backyard with a fire pit. Great for families with or without kids and weekend getaways with friends. Our goal is to offer an affordable experience for all our guests.

The Porch Upstate Super clean
Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. We will definitely will share our veggies and fruit with you . We have 3 sheep , 10 chickens and 5 barn cats .Halcottsville has its own post office ,voluntary fire department and a beautiful Lake.

Chef's kitchen, seclusion, and breathtaking views
This is an incredible house for groups, spacious, flooded with light, andd spectacular views from almost every room. The main level is a massive open living room/ chef's kitchen/ dining/ fireplace on one level and a sweeping sunny deck. The home features 3 main bedrooms with ensuites, plus 2 other big bedrooms, a total of 5 bathrooms, and a yoga room with views. The perfect, central Catskill location gives you access to restaurants, farm stands, hiking, skiing, Phoenicia, Woodstock, and more!

Upstate Modern Scandinavian Barn in the Catskills
Renovated 1850's barn with 3 bedrooms and an ample loft space that can serve as a fourth. The house also has a large rec room with cathedral ceiling buttressed by hand-hewn beams, well-equipped kitchen, Scandinavian wood stove, sauna, home gym, and projector. Outside: 2 private decks with amazing views of Overlook Mountain, private grill, private hot tub. On property: shared tennis court, swing set, fishing pond, heated pool (summer only). 2 hours from NYC, 10 min. to Woodstock & Saugerties.

Woodstock Historic Artist Estate- The Museum House
The property is an estate formerly owned by renowned artist Reginald Marsh located within a 10 minute walking distance to the center of the historic town of Woodstock, NY. The 2500sft house is the former Museum House that used to hold Mabel Marsh’s art collection that was later acquired by the Smithsonian Institute. It has been architect gut-renovated into a dramatic living experience surrounded by nature and water. The Pond and Carriage House are at the opposite side of the estate..

Sunny Arts & Crafts Loft
The Loft is a great base for your visit. Explore fun towns like Margaretville & Andes. The Loft is a cozy, private spot to unwind in a peaceful mountainside location. Super savings on longer stays! Great holiday dates still open. Cold weather is here! Fantastic skiing & boarding nearby at Belleayre & Plattekill. Our private road is plowed and sanded. To ensure smooth WINTER travels, please make sure to bring an AWD vehicle with winter tires. No AWD needed rest of year.

Catskills Cedar Cabin - Relax in Peaceful Nature
Rustic cedar cabin embodies coziness and warmth, making it a perfect vacation home for couples, families, or groups of friends seeking a peaceful nature retreat . Very private: near the end of a quiet, dead end road bordering "forever wild" woods. 10-15 minute drive away door to door to Bellaerye Ski resort; beautiful part of the Catskills (with many nearby hiking trails in the park) as well as access to local quaint villages and farmer's markets.

Modern & Chic Log Home-Spectacular Mountain Views!
Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.

Bright, Airy Home in Hudson w/ TONS of Character!
Welcome to 514 Route 66! Conveniently located 5 min from historic Warren St, this bright and stylish country home is just minutes from downtown Hudson, where you can enjoy fine-dining restaurants, hip cocktail bars, art galleries, antique shopping, and more. Or, just relax, stay home, and sip coffee or wine in the sun-drenched living area, beneath the vaulted ceiling. A perfect mix of town and country, for a perfect upstate weekend.
Popular amenities for Windham fitness-friendly rentals
Fitness-friendly apartment rentals

Huge 2 Floor Apartment Available, Est.2020

Former school house. Upstate serenity.

Catskill Cabin, Duplex Apartment * * * * *

Hunter/Windham - Pet Friendly - Owner on Premises
Fitness-friendly condo rentals

Hunter Mountain 3BR | Family Condo with Fireplace

Luxury 3-bedroom Condo on Windham mountain

Hunter Mountain 2BR Penthouse | Vaulted Ceilings

Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

5-Star Lux Condo: Ski-In/Out, Heated Pool, Hot Tub

Luxury Ski in Ski out Condo + Amenities

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Hunter Mountain 1BR Condo | Slopeside Access
Fitness-friendly house rentals

Florentine - Sunset Sanctuary near Woodstock NY

Shaggerties - fun cozy catskill mountain getaway

Catskills Getaway W/Hot Tub, Game Room, Fire Pit

Hudson Valley Evergreen Treehouse

Mansion of Belleayre Mountain! + POOL/SAUNA

Antique Uptown Charmer w/ Five-Star Modern Kitchen

Sunbeam Lodge: Sauna+Hot Tub, 50 Acres, ‘70s Oasis

Modern farmhouse in Hudson Valley
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | R13,721 ZAR | R14,525 ZAR | R8,134 ZAR | R7,126 ZAR | R7,143 ZAR | R7,689 ZAR | R7,689 ZAR | R8,544 ZAR | R7,689 ZAR | R7,758 ZAR | R8,544 ZAR | R15,413 ZAR |
| Avg. temp | -4°C | -3°C | 2°C | 9°C | 15°C | 20°C | 23°C | 22°C | 18°C | 11°C | 5°C | -1°C |
Quick stats about vacation rentals that are fitness-friendly in Windham

Total vacation rentals
Explore 30 vacation rentals in Windham

Nightly prices starting at
Windham vacation rentals start at R2,392 ZAR per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

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

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.9 Average rating
Windham stays are highly rated by guests—averaging 4.9 out of 5!
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- Fitness-friendly rentals New York
- Fitness-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Bash Bish Falls State Park
- Catamount Mountain Ski Resort
- Zoom Flume
- Taconic State Park
- Plattekill Mountain
- Norman Rockwell Museum
- Hunter Mountain Resort
- Butternut Ski Area and Tubing Center
- Opus 40
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park
- Pineridge Cross Country Ski Area
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Naumkeag




