Fitness-friendly holiday rentals in Windham

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

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!

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!

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/HOT TUB, Outdoor TV and POOL Table

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 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!!

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

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.