Vacation rentals in Roxbury

Secret Catskill Cabin: Spacious House w/Mtn Views

Just you and the sky. If you're looking for privacy in nature, this house is for you. Perched on a hilltop in Roxbury, surrounded by 10+ lush acres, our secluded log cabin comfortably hosts up to 10. Discover magnificent sunsets, whip-up family style meals in our open concept kitchen, get cozy by the fire, take in the night sky, and make memories to last a lifetime. Immerse yourself in nature, reconnect with loved ones, and enjoy 4 season activities at Belleayre, Plattekill, Windham, & Hunter!

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 Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

The Porch Upstate Super clean

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 will definitely will share our veggies and fruit with you . We have 3 sheep , 10 chickens and 5 barn cats .Halcottsville has its own post office ,voluntary fire department and a beautiful Lake.

Vacation destination! Hottub, Games, View, Firepit

Cozy Catskills Retreat – Perfect for All! Nestled in the Catskills, our charming Airbnb is ideal for family, friends, or a quiet getaway. Enjoy a Hot Tub, peace and quiet, ski at Plattekill, Belleayre, Hunter or Windham, or attend nearby weddings. Relax in the hot tub, cook in the fully equipped kitchen, and unwind on the private deck. With spacious living areas, it’s perfect for celebrations or quiet escapes. Discover hiking, local charm, and starry nights—your Catskills adventure awaits!

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

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.

Cupcake Cottage! 1838 renovated barn, with views.

Early spring rates are in effect, with 2 night minimum rentals from Feb-May, and 3 the rest of the year. 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 complete with old beams and rafters, and modern finishes of hemlock, red oak, and western red cedar throughout.

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.