Fitness-friendly vacation rentals in Windham

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.

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.

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.

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.

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.

Modern Chalet w/Cedar SAUNA, HOT TUB & Outdoor TV!

Welcome to the beautiful Catskills! Our 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 the HOT TUB or lounging on outdoor sectional while watching some NETFLIX/YOUTUBE TV all year round on our OUTDOOR TV, enjoy the brand new SAUNA (March 2026) shoot a game of POOL in our Loft, or take a hike through our private TRAIL!!

Shaggerties Cozy Catskills Getaway

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

Catskills Duplex • 1st Floor • Near Belleayre

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.

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.

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.