Vacation rentals 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.

Cupcake Cottage! 1838 renovated barn, with views.

Spring has arrived! The flowers are popping up. Two night rentals are available from January-May. New 2026: Kitchen Aid Stand Mixer. 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.

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.

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

The Hideaway

Perfect getaway for friends and couples! Kickback, relax and wake up to the stunning mountain view, then cook the perfect brunch in our state of the art kitchen with a brand new range. Cozy up around the wood-burning stove while watching a good movie or playing some board games. At night, watch the stars around the fire pit while listening to the gentle sounds nature. You will feel truly connected to nature while only being 2 hours from NYC. *In winter, a 4x4 vehicle is strongly recommended*

Hike & Sauna! Modern Mountain Escape

Welcome to a brand-new custom-built A-frame nestled in the heart of the Catskills. Set in the slopes of Pakatakan Mountain and surrounded by protected forest. Inspired by traditional A-frame designs, every detail has been carefully considered. From the curated home away from home experience to the high-end finishes and modern amenities. Enjoy a wraparound deck overlooking the forest, beautiful stone landscaping, a fire pit, outdoor grill, and plenty of space to relax and unwind outdoors.

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.

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.

Birdhouse: A Starry Escape in the Catskills

The Birdhouse at Bellfire in Catskills located on a bucolic property in the Catskills Mountains surrounded by maple forest, wildflowers field, and miles to roam. The cabin features a 6 ft skylight above the bedroom, an ode to the awe-inspiring skies of the Meeker Hollow, one of the best spots for stargazing in NY state, and an 11ft-tall window wall in the living space, framing the sprawling, lush landscape. Off-grid & unplugged—see full details before you book.

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.

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

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.