Fitness-friendly holiday rentals in Windham

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

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

**Summer & Fall calendar opens May 12!** We're renovating! Mark your calendars for May 12 to book! Secluded log home nestled in 5 acres of lush Catskill mountain forest, with 4 bedrooms & 3.5 baths (incl. a finished basement with built-in full size bunks). Enjoy a sunroom, screened porch, pool and hot tub, and a treehouse that resembles a floating pirate ship 30 feet up in the trees.Oh! And now a Projector TV in the basement! Town of Olive Registration No: STR-23-2 SEC-BLK-LOT: 52.4-1-5.500

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!!

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.

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.

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.

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

Cozy mountain top home - views, 5acres & a gym.

Located 2hrs from NYC, 7mins from Livingston Manor and close to Belleayre and Plattekill ski mountains. Sat atop a mountain, with 5 acres that sweep away from the property revealing stunning long distance views. Beautiful light throughout - front room with fireplace, full renovated kitchen, lounge, dining area, master bedroom, 1 large guest room, office / single bedroom, 2 bathrooms and huge covered back porch + a full home gym complete with Peloton bike, Peloton tread + ping pong table.

Sunny Arts & Crafts Loft

SPRING skiing & a great price thru March 15. We are 13 miles from Belleayre & 17 miles to Plattekill. Winter hiking, too. Explore fun towns like Margaretville, Andes & more. Never too early to think spring/summer. The loft is a cozy, private place to unwind in the Catskills. Super savings on longer stays, too! We want you to have a GREAT experience, - our road is plowed & sanded, but highly recommend AWD & WINTER TIRES for smooth WINTER travels. No need for AWD rest of year.