
Fitness-friendly vacation rentals in Windham
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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

Modern Chalet w/Outdoor TV & Covered HOT TUB+POOL
Welcome to the beautiful Catskills! Our new beautiful A-Frame Chalet is situated on 6 acres of private forested land with lovely views of nature. Come stay in the fresh air! The chalet is fully stocked to be enjoyed for all seasons! Relax under the covered patio in all weather (rain or snow) in the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, shoot a game of POOL in our upstairs Loft, or take a hike through our private TRAIL!!

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!

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 year-round. 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, too! Great holiday dates still open at very fair prices. Cold weather is just around the corner. Super skiing & boarding nearby at Belleayre and Plattekill. Our private road is plowed and sanded, but to ensure smooth winter travels, you MUST have an AWD vehicle with WINTER tires.

Catskill Cabin, Duplex Apartment * * * * *
Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The lodge is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

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.
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

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

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

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Luxury Ski in Ski out Condo + Amenities

Hunter Mtn 2BR Condo | Ski-In/Ski-Out & Fireplace
Fitness-friendly house rentals

Comfortable Woodstock Getaway

Florentine - Sunset Sanctuary near Woodstock

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: Pool+Hot Tub, 50 Acres, ‘70s Oasis
Quick stats about vacation rentals that are fitness-friendly in Windham
Total rentals
30 properties
Nightly prices starting at
€ 120 before taxes and fees
Total number of reviews
1K reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
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- Fitness-friendly rentals New York
- Fitness-friendly rentals United States
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- Resorts World Catskills
- Bash Bish Falls State Park
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Windham Mountain
- Norman Rockwell Museum
- Taconic State Park
- Plattekill Mountain
- Opus 40
- Hunter Mountain Resort
- Albany Center Gallery
- Berkshire Botanical Garden
- Peebles Island State Park
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Pineridge Cross Country Ski Area