Holiday houses in Roxbury

Windswept Cottage close to skiing & wedding venues

Windswept Cottage is a country cape, 3 bedrooms and 2 baths house on a quiet street in Roxbury, NY. Enjoy the outdoors, yard, sundrenched deck, frog & koi pond. Hike out the back door to John Burroughs' childhood home and picnic rock. It is a two family home with the owner/caretaker on the premises. Vicki & Don are the owners of 'Maid My Day', an award-winning housecleaning service and presently follow AirBnB's "Enhanced Cleaning Guidelines". You have off-street parking 40ft from the house.

Value · Location · Cleanliness

Mountainscape: Peaceful- Skiing & Hiking

Our property is nestled in the Catskills mountains, offering mountain views and serene landscapes. You'll be staying in a cabin with 2 beds, Queen & Full, fold out couch, a kitchen, Wi-Fi, fire pit, & charcoal grill. Games to play both inside & outside provided. 4 ski resorts 16-32 min away such as Plattekill, Belleayre, Hunter, Windham Mountains. Nearby: Scenic Railcar rides, Cooperstown Baseball Hall of Fame, Howe Caverns, hiking, kayaking, biking & waterfalls. Restaurants in driving distance.

Family · Value · Decor

Private 3BR escape w/ sweeping Mt Views & Firepit!

Click: "Show more" to read description before booking. No pets Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Location · Family · Indoor spaces

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.

Value · Family · Amenities

Peaceful Designer Farmhouse~Hot Tub~Sunset Porch

Revel in the design of this recently renovated 3BR 1.5Bath oasis surrounded by the Catskills Mountains. It's a perfect base for your ski weekend or wedding party, nestled on the historic Burroughs Memorial Road, where the famous naturalist entertained Henry Ford and Teddy Roosevelt. ✔ Hot Tub & Fire Pit ✔ 3 Comfy BRs ✔ 2 Living Areas ✔ Chef's Kitchen ✔ Wraparound Porch (BBQ Grill, Seating) ✔ HD Projector with a Wide-Screen ✔ Guitars & Drum Set ✔ High-Speed WiFi ✔ Free Parking See more below!

Location · Family · Heating

Artist's Residence

Situated at the center of historic Roxbury, over the old 1840s general store, the Artist Residence is part of the Liberal Arts Roxbury complex. The apartment features a comfortable, spacious, art-filled environment--your base to explore the natural beauty of the Catskills. Restaurants, shops, cafes, and grocery store are just steps away from the front door. Our place is equipped for both long or short stays to make your hiking, wedding or skiing vacation one to remember.

Location · Value · Skiing

Outdoor Sauna; Secluded Creek; Dog-friendly

Perched above a stream with panoramic mountain views and total privacy. Batavia Creek Cabin's setting is unmatched. → Outdoor Sauna with VIEWS! → Fishing, hiking trails + ski resorts nearby → 3 bedrooms, 2 king beds, open floor plan → Indoor fireplace, strong WiFi + 2 workspaces → Outdoor dining, fire pit + gas grill → Hands-on local co-hosts w/ great recs! 4WD/AWD is required to access the property in the winter. Add us to your favorites lists for future stays!

Location · Family · Outdoor spaces

Cupcake Cottage! 1838 renovated barn, with views.

The 2026 vegetable garden has been planted! New for 2026: Kitchen Aid stand mixer, new towels, frying pans. Cupcake Cottage has had a total renovation: the same light, charm, and views remain but inside there is a new kitchen, flooring, and heating system. And outside, a new deck and porch configuration, windows, siding, roof and dormers. The house is an 1838 barn with old beams and rafters, and modern finishes of hemlock, red oak, and western red cedar throughout.

Location · Family · Heating

Luxury Designer Dome Private Oasis in Catskills

* MOST WISHLISTED AIRBNB IN NY STATE! * Welcome to the Shell House, an idyllic and uniquely designed four season retreat nestled on 5 private acres. Enjoy breathtaking mountain views from every room, cozy bedrooms for peaceful nights, and expansive outdoor spaces perfect for relaxation. Just minutes from nearby towns and the best of the Catskills, this light-filled sanctuary invites you to unwind, reconnect with nature, and create lasting memories with loved ones.

Family · Location · Comfort

Modern Getaway with Mountain Views

This spacious, modern home is located on 9+ acres of open fields and woods. Have your morning coffee on the front porch, gather with the family for meals in the open concept kitchen, or spend a relaxing evening outdoors under the stars. Enjoy views of the nearby mountains from the hot tub on the deck. Our secluded home off a paved road is the perfect place for doing everything or nothing at all. Close to Belleayre, Plattekill, Hunter, and Windham.

Location · Family · Condition

Pet-Friendly Modern 2BR, 3 Min to Roxbury, AC

New 2 bedroom apartment in Roxbury New York.Extremely private and comfy 4 acre property with beautiful views down our lawn to a frog filled pond. You are in the building with a yoga studio. Free Yoga Class with stay!Saturday, 9amSunday 10 am. You have a private entrance, a private patio with great outdoor space for both work and play with a lovely outdoor chimera for cool nights under a star studded sky. Gas grill - ready for a great escape.

Value · Location · Barbecue

The Porch Upstate Super clean

We are 8 miles away from ski slopes in both directions. .Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. we have six goats and a mini horse named Batman.

Family · Value · Accuracy