Fitness-friendly holiday rentals in Windham

Find and book unique fitness-friendly accommodation on Airbnb

Top-rated fitness-friendly rentals in Windham

Guests agree: These fitness-friendly rentals are highly rated for location, cleanliness and more.

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Top Guest favourite

Home in Saugerties

4.98 out of 5 average rating, 160 reviews

Spacious Staycation near HITS & the Hudson

Pristine 3 BR, 2.5 bath ranch in a quiet cul-de-sac. 3/4 mile walk to the Hudson River and a 2 minute drive to HITS, village restaurants and shopping. Features a fully stocked open plan kitchen and skylit dining room, an oak bar, spacious living room and a sunny deck overlooking the fenced in backyard with a patio and a swimming pool. Large finished walk-out basement with washer & dryer, ping-pong, arcades,exercise room 65 in SmartTV & Wifi Split Units A/C & heat Gazebo with outdoor fireplace

Top Guest favourite

Chalet in Olivebridge

4.99 out of 5 average rating, 151 reviews

Spruced Moose Lodge & Treehouse w. Hot Tub & Pool!

**Summer Booking Now Open- Thru Sept 30!** Secluded log home nestled in 5 acres of Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool+hot tub, projection screen home theater & a treehouse that resembles a floating pirate ship 30 feet up in the trees. We're renovating the kitchen & master bed with new walls of windows in May - pics to come! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Top Guest favourite

Home in Lexington

4.99 out of 5 average rating, 106 reviews

Mountain View Chalet: Ski, 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

Superhost

Chalet in Gilboa

4.89 out of 5 average rating, 111 reviews

Modern Chalet w/Outdoor TV & Covered HOT TUB+GAMES

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!!

Top Guest favourite

Cabin in Phoenicia

4.98 out of 5 average rating, 185 reviews

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!

Guest favourite

Home in Hurley

4.91 out of 5 average rating, 231 reviews

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.

Guest favourite

Home in Lanesville

4.89 out of 5 average rating, 104 reviews

Beautiful HunterMt 4Season Mansion-Bar, Gym, Views

Welcome to your ultimate 4-season retreat at Hunter Mountain! Enjoy world-class skiing, unforgettable festivals, and peaceful hikes in the Catskills. This 7BR haven is perfect for creating lifelong memories. Escape here where each season offers breathtaking views and exciting adventures, located just minutes away. Book now, you won’t regret it! • PRIVATE BALCONY • GYM • FIREPLACE • BAR • POOL TABLE • BBQ • FIREPIT • BOARD GAMES • A/C 2 min➔ Hunter Mountain 6 min➔ Tannersville 15 min➔ Windham

Guest favourite

Home in Fleischmanns

4.96 out of 5 average rating, 138 reviews

Hog Mountain House Stunning Catskill Mtn Views

Stunning location and a beautiful contemporary ranch on plenty of land to roam. The views are breathtaking from the wrap around, decking equipped with outdoor furniture and propane gas grill. Interior has an open floor plan that includes a great room with a gas fireplace and a large kitchen that will entertain most chefs. Master bedroom w/full bath; including Sauna. 1 bedroom across from master and another upstairs w/private balcony. Laundry room downstairs. Finished basement w:mini gym.

Top Guest favourite

Home in Saugerties

5 out of 5 average rating, 149 reviews

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.

Guest favourite

Home in Saugerties

4.91 out of 5 average rating, 129 reviews

Shaggerties - fun cozy catskill mountain getaway

Cozy catskills getaway at the bottom of northern escarpment. Waterfall view, swim pond right outside. Trail in backyard leading to creek, mountain views, treehouse w hanging swing chairs + giang jenga, jacuzzi & hammocks & badminton, firepit, outdoor speakers, private bathroom sauna w swim pond waterfall view, garage gym, 3 bedrooms including a fun bunkbed & foozball, the fun here is endless. Minutes from valleys, creeks, mountains, hikes, waterfalls, reservoirs, trails + AN AWESOME HOST :D

Top Guest favourite

Villa in Kerhonkson

4.97 out of 5 average rating, 252 reviews

Luxury Villa Escape w Private Yoga Studio

Escape to a secluded luxury villa nestled in a serene pine forest with mountain views. This retreat offers a private yoga studio, jacuzzi in the master bedroom, and a spacious deck for stargazing. Ideal for wellness retreats, romantic escapes, and family gatherings, the villa includes high-speed Wi-Fi, a fully equipped kitchen, premium bedding, and thoughtful amenities. Explore nearby hiking trails like Vernooy Falls, Minnewaska Park, and visit cultural spots like Woodstock, NY.

Superhost

Apartment in Shandaken

4.8 out of 5 average rating, 179 reviews

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.