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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Guest favourite
Home in Woodstock
4.94 out of 5 average rating, 385 reviews

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.

Guest favourite
Home in Halcottsville
4.93 out of 5 average rating, 376 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.

Guest favourite
A modern cabin is nestled among trees, with a gently flowing stream in the foreground. The landscape features scattered rocks and fallen leaves, showcasing a natural setting that blends seamlessly with the lush greenery in the background.
Cabin in Phoenicia
4.98 out of 5 average rating, 244 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!

Top Guest favourite
A wooden deck features a hot tub, gently steaming in the evening air. String lights illuminate the surrounding area, casting a warm glow over the autumn foliage. Two Adirondack chairs are positioned nearby, inviting relaxation in the serene, wooded setting.
Home in Taghkanic
5 out of 5 average rating, 116 reviews

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

Our peaceful, skylit, 3-bed 2-bath lodge is a totally private woodland paradise on a quiet country lane. Part secluded retreat, part rustic resort, part '70s-style cottage, it's only 2 hours from NYC & 20 minutes from Hudson. Unwind in 50 acres of untouched forest & grounds, a seasonal saltwater pool & cabana bar, a Finnish sauna & 7-person hot tub (open year-round), an open chef's kitchen & living room, & a sunny deck overlooking endless natural splendor. See more @sunbeamlodge on Instagram.

Top Guest favourite
The house is nestled among lush green trees, with mountains visible in the distance. The warm glow of lights emanates from the windows, contrasting with the evening sky that transitions from orange to deep blue.
Home in Mount Tremper
4.96 out of 5 average rating, 127 reviews

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!

Guest favourite
The spacious living area features high ceilings with large windows, allowing natural light to fill the room. A dining table is set for meals, while a cozy seating area includes a sectional sofa and a large TV. Wood accents provide a warm backdrop.
Home in Margaretville
4.92 out of 5 average rating, 116 reviews

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

Escape to this stylish and charming Catskills log home. This home sits in the heart of Catskills park on a secluded 11 acres property of mountain retreat. Minutes to Belleayre ski, Plattekill mountain & historic Margaretville town. Featuring 4 bedrooms, 2 modern bathrooms, hot tub, game room/ bar lounge and outdoor basketball court. After soak up the mountain sunshine with an adventure filled day, unwind some delicious locally farm raise produce in the kitchen and relax in the hot tub after.

Top Guest favourite
A spacious living area features large windows that invite natural light, offering views of the surrounding landscape. A grand piano sits beside a modern sectional sofa, complemented by a circular coffee table on a light rug, creating a warm and inviting space for relaxation.
Home in Saugerties
5 out of 5 average rating, 168 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.

Top Guest favourite
The facade of the retreat is illuminated as dusk approaches, showcasing large windows that frame the interior glow. The building is nestled among a backdrop of lush trees, with an expansive lawn leading up to the entrance, creating a serene and inviting ambiance.
Home in Mount Tremper
4.95 out of 5 average rating, 120 reviews

Sunset Mountain View Retreat · 11 min to Woodstock

Some views stop you. This is one of them. Florentine is a sunset-facing mountain view retreat on 15 private acres, 11 min to Woodstock—quiet, solar-powered, designed by architect Barry Price with loft-size windows and golden walnut floors. Cook in the chef's kitchen, work on 520 Mbps Wi-Fi, then unwind by the fireplace or screened porch at golden hour. Minutes to Woodstock/Phoenicia cafés & trails; easy to Belleayre, Hunter & Windham. Permit #21N-224.

Guest favourite
Cabin in Margaretville
4.98 out of 5 average rating, 453 reviews

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.

Guest favourite
The exterior of the two-story home is shown, featuring a covered patio with a white pergola adorned with string lights. A seating area is visible on the patio, while large windows in the upper story invite ample natural light. The greenery surrounds the property.
Home in Hudson
4.82 out of 5 average rating, 280 reviews

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.

Guest favourite
Guest suite in Woodstock
4.9 out of 5 average rating, 158 reviews

Experience Love and Woodstock Magic

Come relax and unwind in this cozy and eclectic retreat with breathtaking mountain and farm views! Only 5 min. drive to the famous small village of Woodstock in the Catskills. Also incredible farm-to-table restaurants, hikes, swimming holes, waterfalls and ski resorts all at your quick access. We are a pet friendly property with 3 dogs. This is a private Guest Suite with your own entrance and parking

Top Guest favourite
Bungalow in Margaretville
4.96 out of 5 average rating, 376 reviews

The Porch Upstate Super clean

We are 8 miles away from ski slopes in both directions. .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 have six goats and a mini horse named Batman.

Popular amenities for Windham fitness-friendly rentals

When is the best time to visit Windham?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$1,019 NZD$1,253 NZD$929 NZD$697 NZD$698 NZD$752 NZD$752 NZD$835 NZD$752 NZD$764 NZD$827 NZD$1,337 NZD
Avg. temp-4°C-3°C2°C9°C15°C20°C23°C22°C18°C11°C5°C-1°C

Quick stats about holiday rentals that are fitness-friendly in Windham

  • Total holiday rentals

    Explore 30 holiday rentals in Windham

  • Nightly prices starting at

    Windham holiday rentals start at $334 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,190 verified reviews to help you choose

  • Family-friendly holiday rentals

    30 properties offer extra space and kid-friendly amenities

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Windham holiday 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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