House vacation rentals in Roxbury

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Top-rated house rentals in Roxbury

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Top guest favorite
A cozy outdoor seating area is showcased on a snowy evening, featuring a snow-covered fire pit with flickering flames. Surrounding the space are softly glowing lights strung along a wooden railing, creating a warm atmosphere amidst the tranquil, wintry landscape.
Home in Lexington
4.99 out of 5 average rating, 143 reviews

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

Top guest favorite
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.
Home in Roxbury
5 out of 5 average rating, 182 reviews

Private Mt view escape- 3BR w/firepit near skiing!

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

Top guest favorite
Home in Roxbury
4.99 out of 5 average rating, 111 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!

Guest favorite
A charming farmhouse is set alongside a serene pond, with lush greenery and mountains in the background. A balcony extends from the upper level, and a small dock is visible on the water. Adjacent structures contribute to the rural appeal.
Home in Arkville
4.83 out of 5 average rating, 134 reviews

Scenic farmhouse near Belleayre Mountain

Charming farmhouse overlooking the babbling Dry Brook. Entry to a large eat in kitchen that reflects natural light. Beautiful living room with hardwood floors and a stone clad fireplace. Full bathroom downstairs. The second floor offers a master suite with a balcony, large landing, walk in closet, and a full private or shared bathroom as suite has an extra bedroom. The property features a spring fed pond with a dock and pedal boat. Old logging trails that lead you up the scenic mountain.

Guest favorite
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
4.95 out of 5 average rating, 194 reviews

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!

Top guest favorite
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
5 out of 5 average rating, 138 reviews

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!

Top guest favorite
A modern living room is featured, highlighting large bay windows that provide a view of the surrounding nature. A comfortable leather sofa is paired with a side chair and decorative plants. Wooden doors and light-colored walls enhance the spacious feel, complemented by a subtle area rug.
Home in Saugerties
4.98 out of 5 average rating, 105 reviews

Cozy Winter Upstate Cabin

Beautiful 2 bedroom/1 bath home centrally located between Woodstock and Saugerties in the gorgeous Catskill Mountains. Come for hiking, skiing, shopping and dining, it is all at your fingertips! Your home is a chic cabin situated on a large property and provides a fully stocked kitchen if you choose to cook at home, a gas grill, and fire pit in the back yard for evening enjoyment. Visit the many fun shops just down the road, or one of our lovely locally owned restaurants! Enjoy!

Top guest favorite
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.
Home in Roxbury
4.99 out of 5 average rating, 132 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.

Top guest favorite
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.
Home in Roxbury
4.97 out of 5 average rating, 147 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.

Guest favorite
A charming Victorian-style home features a wraparound porch with white railings, inviting rocking chairs, and manicured bushes. The exterior is painted in white with blue accents. Large windows and a distinctive gable roof contribute to the overall character of the property.
Home in Margaretville
4.86 out of 5 average rating, 181 reviews

Charming Catskills Victorian - Halcotsville, NY

Welcome to the absolutely charming and quiet Victorian village of Halcottsville, nestled in the Catskills Mountains. The house sleeps 6 and is great for families, couples, and groups. Garage with Pool and Foosball Tables. 10mn to Margaretville and Roxbury Villages. 10mn to Roxbury Barn and Estate, the Inn at West Settlement, and Stone Tavern Farm wedding venues. 15mn to Belleayre and Plattekill Ski Resorts. 40mn to Windham and Hunter Ski Resorts.

Top guest favorite
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.
Home in Roxbury
4.97 out of 5 average rating, 140 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.

Top guest favorite
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.
Home in Roxbury
4.99 out of 5 average rating, 249 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!

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