Fitness-friendly vacation rentals in Windham

Find and book unique fitness-friendly accommodations 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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Guest favourite

Home in Saugerties

4.9 out of 5 average rating, 104 reviews

Shaggerties - fun cozy catskill mountain getaway

Cozy catskill getaway at the bottom of the northern escarpment. Trail in backyard that leads to creek with loveseat, endless mountain views, treehouse with hanging swing chairs, cottage with projector and hanging chair, backyard jacuzzi with hammocks and badminton, firepit, private bathroom sauna with backyard view, garage gym, 3 bedrooms and one with a bunkbed, game room with giant jenga & foozball, the fun here is endless. Minutes from valleys, mountains, hikes, waterfalls, reservoirs, trails.

Dec. 21 – 28

$456 CAD per night

Guest favourite

Home in Halcottsville

4.92 out of 5 average rating, 298 reviews

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.

Aug. 19 – 26

$356 CAD per night

Guest favourite

Cabin in Phoenicia

4.98 out of 5 average rating, 127 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!

Jun. 26 – Jul. 3

$459 CAD per night

Guest favourite

Bungalow in Margaretville

4.97 out of 5 average rating, 228 reviews

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.

Feb. 11 – 18

$210 CAD per night

Guest favourite

Home in Saugerties

4.98 out of 5 average rating, 102 reviews

Peaceful Upstate Mountain Home with Soaking Tub

This mountain view home has it all. Sit on the porch, immersed in nature, and let the sound of Plattekill Creek serenade you. In summer months, grab a towel for a short walk to swim under a waterfall. In winter months, enjoy the view of Overlook Mountain while you sip your coffee at the farmhouse table. Work up a sweat in the gym using the multiple equipment options. When you are ready to enjoy delicious restaurants and unique shopping, drive 10 mins to the towns of Saugerties and Woodstock.

Dec. 17 – 24

$456 CAD per night

Guest favourite

Apartment in Saugerties

4.88 out of 5 average rating, 100 reviews

Huge 2 Floor Apartment Available, Est.2020

Spacious newly renovated apartment located in Saugerties NY. My home is near Lake Katrine, Kingston, Catskills, Rhinebeck and Woodstock. One big bedroom upstairs (Q bed), kitchen, living room, bathroom and gym downstairs. A few minutes away from town and gas stations. 5 minutes away from shopping centers and Mall. Very close to hike trails and lakes. My home is newly renovated with almost everything new. Please treat my home/things with respect. 12+. A portion of what you pay goes to Airbnb.

Jun. 8 – 15

$161 CAD per night

Guest favourite

Home in Saugerties

5.0 out of 5 average rating, 132 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. Building 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.

Oct. 31 – Nov. 7

$1,023 CAD per night

Guest favourite

Home in Woodstock

4.98 out of 5 average rating, 100 reviews

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..

Jan. 15 – 22

$1,191 CAD per night

Guest favourite

Villa in Kerhonkson

4.98 out of 5 average rating, 191 reviews

Villa Retreat in nature with private yoga studio

This gem is hidden in a beautiful pine forest with private little creek and stunning mountain views. It is a very unique space with its own private yoga/meditation studio, home theater, jacuzzi, full kitchen and much more. The place breaths with tranquility and peace and was stylishly decorated with a lot of care and consideration to guests' experience. Just come as you are and enjoy as we have all you need here including top notch complimentary tea, coffee, yoga mats and much more!

Mar. 9 – 16

$1,172 CAD per night

Superhost

Apartment in Shandaken

4.79 out of 5 average rating, 165 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 duds, 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.

Aug. 6 – 13

$178 CAD per night

Guest favourite

Guesthouse in Margaretville

4.99 out of 5 average rating, 134 reviews

Sunny Arts & Crafts Loft

Catskill Mtn. Summer: hiking, swimming, relaxing. Explore fun towns like Margaretville, Andes & more. May & June are almost fully booked, but lots of great summer and fall dates available. Situated on a peaceful mountainside, the loft is a cozy, private place to unwind as you enjoy a Catskill Mtn. adventure. Super savings on longer stays, too! Our road is plowed & sanded, but you will definitely need AWD & good tires to ensure smooth travels in the WINTER months.

Nov. 1 – 8

$153 CAD per night

Guest favourite

Chalet in Olivebridge

4.98 out of 5 average rating, 124 reviews

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

Secluded log home on 5 acres, beautifully situated at the top of a no outlet road on a mountainside in the Catskills. The home has 4 bedrooms + 3.5 baths, with the 4th bedroom being a finished basement that has built-in full size bunk beds. There is also a sunroom, screened porch, pool, hot tub, and a treehouse that resembles a floating pirate ship 30 feet up in the trees. Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

Aug. 30 – Sep. 6

$1,090 CAD per night