House holiday rentals in Roxbury

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

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.

Modern Glass Retreat • 20 Acres + Fire Pit

Enjoy a little extra for longer stays — discounts apply to bookings over 2 nights (excluding holidays). Wake up to valley views and end your night around the fire under a full sky of shooting stars. Set on 20 private acres, Stone Ledge is a modern Catskills retreat designed for slow mornings, long dinners, and time together. With four decks, open living, and total privacy—yet just minutes to towns, dining, and top wedding venues—it’s the kind of place you book once and come back to every year.

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.

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!

Belleayre GrandHouse 6 BRs w/Hot tub/Sauna/Game RM

Contemporary house located in the heart of Catskills Park. House has a hot tub, sauna, game room, outdoor fire pit and wine bar. 9 mins to Belleayre ski, 13 mins to Plattekill. Total of 3 fls, 3600 SF of living space, sleeps 15, perfect for a group of family or friends gathering together. Granite kitchen countertop w/ tons of cabinet space, eat in kitchen. 15 seats dinning table. 3 modern design bathrooms and 6 large cozy bedrooms. Outdoor lounge area, fire pit with a gorgeous mountain view.

Valley View Chalet: AC, Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views and soak in the hot tub. Catch up in the vaulted room by the stone fireplace w/ a wide game selection, with a 2nd living room downstairs. Host a dinner party with our fully equipped kitchen. 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Great for groups, families, kids & pets. Fast 600mb internet, AC, EV charger, generator. WFH, newborn, pet friendly. 3+ nights get discounted rate

Catskills Mtn. Retreat, Hot Tub, Sauna & Fire Pit

Escape to SOL® Catskills; sustainable opulent living, mountain retreat; breathtaking views and ultimate relaxation. Unwind in the private hot tub, recharge in the sauna, or enjoy a cozy evening by the fire pit. Minutes away from hiking, skiing, and charming Catskills towns, this modern cabin blends seclusion and convenience. With spacious interiors, a fully-equipped kitchen, and all-season outdoor spaces, it’s the perfect destination for your next adventure in the heart of the Catskills!

FOUR SEASON Huge Catskills Home-Secret Waterfall

Winter wonderland halfway between Belleayre and Plattekill! SUN-DRENCHED 4000 sqf Contemporary sits on 6 wooded acres, adjacent to state lands, private HIKING trails, glorious streams and a hidden WATERFALL. Close popular WEDDING venues,SKI resorts, next to Hanah GOLF Club. Outside large stone FIRE PIT and multiple DECKS for lounging.Great Room boasts a PIANO and ROMANTIC working fireplace,tastefully decorated with a modern flair including a BRAND NEW FULL BATH on the bottom level.

Catskills, secluded, a renovated 1840s Barn w/SPA

Welcome to PostBeamLove. An idyllic private secluded 4-season dream 10-acre getaway. Stay and indulge in complete comfort in a fully converted 1840s Dairy Barn with indoor saltwater hot tub & sauna with mountain views, overlooking the northwestern Catskills in the heart of Roxbury. The property features a spring-fed pond, gazebo, stream, & a neighboring farm. A 10-min drive to Plattekill Mtn, one of the best-kept secrets for avid skiers. Or go hiking, have a picnic, even golf.

Mountain and tree view cabin on 12 private acres

A great escape awaits you on 12 acres of private land. If you prefer a relaxing vacation or if you want to get involved in local activities (hiking, biking, swimming, skiing, snowshoeing, sledding), this is your place. Enjoy 360 degree views of the Catskill Mountains from almost anywhere on the property. Sip your morning coffee while watching the sunrise on the large deck. Play in the large private yard. Clear evenings are the best for sunsets, and star gazing.

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.