
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.

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

Modern Chalet w/HOT TUB, Outdoor TV and POOL Table
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!

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.

Catskills SKI HAUS Winter Wonderland
25 mins to HUNTER MOUNTAIN, 30 to WINDHAM. Cozy catskills getaway at the bottom of the escarpment. Hidden, private, on the way to your ski trails. Backyard pond + trail, mountain views, treehouse w games, jacuzzi, hammocks, firepit, outdoor speakers, private bathroom sauna w swim pond view, 3 interior bedrooms including a fun bunkbed & foozball, extra cottage in back, the fun here is endless. Minutes from valleys, creeks, mountains, hikes, waterfalls, reservoirs, trails + AN AWESOME HOST :D

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..

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.

Sunny Arts & Crafts Loft
The Loft is a great base for your visit. 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! Great holiday dates still open. Snow has arrived! Fantastic skiing & boarding nearby at Belleayre & Plattekill. Our private road is plowed and sanded. To ensure smooth WINTER travels, please make sure to bring an AWD vehicle with winter tires. No AWD needed rest of year.

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

Luxury Ski in Ski out Condo + Amenities

Windham Mountain Ski In Ski Out - Pool Hot Tub Gym

Hunter Mtn 2BR Condo | Ski-In/Ski-Out & Fireplace

Hunter Mtn 3BR Condo | Ski-In/Ski-Out & Spacious

Hunter Mountain 1BR | Jacuzzi & Fireplace
Fitness-friendly house rentals

Florentine - Sunset Sanctuary near Woodstock NY

Chef's kitchen, seclusion, and breathtaking views

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

Modern Retreat near HITS, w/ Kaaterskill Creek

Hudson Valley Evergreen Treehouse

Upstate Modern Scandinavian Barn in the Catskills

Modern Summer Escape

The Farmhouse - Woodstock/Saugerties
When is the best time to visit Windham?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$167,934 GYD | G$177,763 GYD | G$99,547 GYD | G$87,208 GYD | G$87,418 GYD | G$94,110 GYD | G$94,110 GYD | G$104,566 GYD | G$94,110 GYD | G$94,946 GYD | G$104,566 GYD | G$188,638 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$29,279 GYD per night before taxes and fees

Verified guest reviews
Over 1,050 verified reviews to help you choose

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

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
- Resorts World Catskills
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Zoom Flume
- Norman Rockwell Museum
- Hunter Mountain Resort
- Plattekill Mountain
- Taconic State Park
- Butternut Ski Area and Tubing Center
- Albany Center Gallery
- Opus 40
- Peebles Island State Park
- Berkshire Botanical Garden
- Pineridge Cross Country Ski Area
- Hancock Shaker Village
- Huck Finn’s Playland, Albany
- Naumkeag




