
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.

Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
Plan your all-seasons escape to this gorgeous new mid-century modern chalet with can't-beat direct views of Windham Mtn, less than a 5 minute drive away. Situated between state land and an active creek, enjoy this mountain getaway's hot tub, firepit, game room, open floor plan and other luxury amenities. Just 2.5 hours from NYC, and minutes away to skiing (<5 min to Windham Mtn, 15 min to Hunter Mtn, 40 min to Belleayre Mtn), hiking, biking, swimming, golfing, fishing, vineyards and restaurants!

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!

Sunset Mountain View Retreat · 11 min to Woodstock
Florentine is a sunset-facing, mountain-view retreat on 15 private acres, 11 min to Woodstock—quiet, solar-powered, and designed by architect Barry Price with loft-size windows and golden walnut floors. Cook and gather in the chef’s kitchen, work on 520 Mbps Wi-Fi, then unwind by the fireplace or screened porch as sunset settles over the mountains. Early check-in/late check-out when available. Minutes to Woodstock/Phoenicia cafés & trails; easy to Belleayre, Hunter & Windham. Permit #21N-224.

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!

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.

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.

Antique Uptown Charmer w/ Five-Star Modern Kitchen
The best of modern designed paired with authentic historic Kingston bones. The house features 3 full luxe baths, HUGE new chef's kitchen with endless work surfaces - 3 ovens, and baking equipment galore. 2 full floors (+basement) offer room to cook and play, flowing from the kitchen to the dining deck to the hot tub deck. This freshly restored home will be your base camp for adventures, but once you come you won’t want to leave!Quiet workspaces, printer, choose your vibe to get work done.

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..

Valley 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/ a wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Located 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mb internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

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.

Sunny Arts & Crafts Loft
Spring is here & summer fast approaching. Hiking, biking, swimming, fishing, golf among your great Catskill Mtn. options! Simply relaxing also a top choice! 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! To ensure smooth WINTER travels, please make sure to bring an AWD vehicle with winter tires. No AWD needed rest of year.
Popular amenities for Windham fitness-friendly rentals
Fitness-friendly apartment rentals

Former school house. Upstate serenity.

Huge 2 Floor Apartment Available, Est.2020

Cozy Suite | Spa Bath | Mins to Windham Mountain

Catskills Duplex • 1st Floor • Near Belleayre

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

Hunter Mountain 3BR | Family Condo with Fireplace

Huge Loft Suite | Private Hot Tub | Mountain Views

Cozy 1BR Suite | Private Hot Tub | Wood Fireplace

Hunter Mountain 1BR Suite | Jacuzzi & Fireplace

Hunter Mountain 2BR Penthouse | Vaulted Ceilings

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

Luxury Ski in Ski out Condo + Amenities

1BR Apt | Private Hot Tub | Mins to Windham Mtn
Fitness-friendly house rentals

Absolute Woodstock Chill

Comfortable Woodstock Getaway

Europe in The Catskills

Shaggerties Cozy Catskills Getaway

Hudson Valley Evergreen Treehouse

HotTub, Sauna, Gym, Game Room, Mountain Views

Ski|MTNView|Pool|HotTub|Sauna|Games|Movie|Firepit

The Jewett house
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$168,001 GYD | G$177,834 GYD | G$99,587 GYD | G$87,243 GYD | G$87,452 GYD | G$94,147 GYD | G$94,147 GYD | G$104,608 GYD | G$94,147 GYD | G$95,612 GYD | G$103,562 GYD | G$167,373 GYD |
| 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 G$31,382 GYD per night before taxes and fees

Verified guest reviews
Over 1,180 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 10 rentals that welcome pets

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
- Catamount Mountain Ski Resort
- Resorts World Catskills
- Windham Mountain
- Howe Caverns
- Glimmerglass State Park
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Plattekill Mountain
- Bash Bish Falls State Park
- Zoom Flume
- Taconic State Park
- Norman Rockwell Museum
- June Farms
- Naumkeag
- Opus 40
- Berkshire Botanical Garden
- Walkway Over the Hudson State Historic Park
- Hancock Shaker Village
- Millbrook Vineyards & Winery
- New York State Museum




