House vacation rentals in Roxbury

A modern living area is highlighted by 20-foot vaulted ceilings and a wall of large picture windows framing lush mountain views. The space features a comfortable sectional sofa, a wooden coffee table, and a television on a media console. A cozy gas fireplace enhances the inviting atmosphere.

5 out of 5 average rating, 173 reviews

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

4.93 out of 5 average rating, 357 reviews

A spacious outdoor deck is showcased, featuring two white lounge chairs positioned opposite a small glass table. Lush green hills are visible in the background under a partly cloudy sky, highlighting the serene natural surroundings of the retreat.

Home in Halcottsville

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.

A serene outdoor space features a hot tub surrounded by lush greenery and mountain views. Nearby, seating is available on a wooden deck, which includes woven chairs arranged around a small table. The area is designed for relaxation and enjoying nature.

4.99 out of 5 average rating, 101 reviews

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!

4.95 out of 5 average rating, 179 reviews

A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.

Home in Hunter

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

5 out of 5 average rating, 127 reviews

A firepit surrounded by five wooden chairs is positioned on a gravel area, offering expansive views of the rolling hills at sunset. String lights above enhance the ambiance as the sky transitions into warm hues of orange and purple.

Home in Jefferson

Catskills Mountaintop House w/ HOT TUB and VIEWS!

Welcome to the best sweeping views in all of the Catskills! This secluded getaway sits on more than 8 acres of land without a neighbor in sight! Whether you are looking to vacation with friends and family, or a romantic escape, this is the place for you. Enjoy this 3 BD 2.5 BA home year round, including our 8 person hot tub! Amenities galore including outdoor firepit, lounge chairs, sledding, BBQ, ping pong, board games, TV and more. This house is perfect for travelers of all types!

A serene spa area is illuminated by soft evening light, showcasing a saltwater hot tub surrounded by stone walls. Glass doors provide a view of the starry sky, while the surrounding snow adds a tranquil winter ambiance.

4.99 out of 5 average rating, 124 reviews

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.

The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.

4.97 out of 5 average rating, 138 reviews

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, a fire pit and star gazing.

A spacious light-filled house is set against a backdrop of trees and rolling hills. The exterior features a mix of white siding and a grey roof. A dark chimney rises from one side, with ample parking visible in front of the home.

4.84 out of 5 average rating, 171 reviews

Stunning mountain retreat with fireplace and deck!

Perfect for large groups, this huge light-filled house is a mixture of modernity and classic Catskills charm. Cook meals in the fully stocked kitchen or grill out on the deck. Dine al fresco under the trees or in the bright modern dining/living space, watching the sun set over the mountains. Then relax together in the lodge-like map room with giant stone fireplace. Surrounded by Catskills beauty and minutes from the best ski slopes, farmers markets and hikes.

The exterior of the home is showcased, featuring a prominent front porch with decorative railings. Lush green lawns surround the house, and trees line the background. The structure has a steep roof with dormer windows and a central door framed by elegant sidelights.

4.97 out of 5 average rating, 133 reviews

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.

A cedar hot tub is situated on a wooden deck surrounded by lush greenery. Scenic mountain views are visible in the background, with mist rising gently above the valley. Potted plants with lavender add subtle color to the tranquil outdoor setting.

4.99 out of 5 average rating, 246 reviews

Charming Cottage on 12 Secluded Acres + Hot Tub

This Catskill cottage is situated on 12 secluded acres with stunning mountain and valley views. The main house features three well-appointed floors with two bedrooms downstairs, a primary bedroom with ensuite on the top floor and a wood burning stove on the main floor. The property also features a separate studio with a large stone patio, fire pit, cedar hot tub, pond, and scenic forest trail beyond. Close to skiing, hiking and golfing!

4.98 out of 5 average rating, 124 reviews

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

Home in Big Indian

Gingerbread House- a 1950s Catskills Chalet

Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.