Roxbury vacation rentals

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Top-rated vacation rentals in Roxbury

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Apartment in Roxbury

4.88 out of 5 average rating, 111 reviews

Sun-filled Victorian Apartment in the Catskills

Bright and peaceful in the quaint Catskills Mountain village of Roxbury, this two bedroom, one bath apartment with private entrance and porch in a historic Victorian residence is the perfect retreat to relax and explore the peaceful surroundings. Loft-like living room open to an eat-in kitchen. Two double bedrooms. Kitchenette with farm sink, convection oven, and cook top. Full bath with clawfoot tub/shower. Play room/home office. Great closet space. Washer/dryer. TV. Wifi. Private Porch.

Jan 19 – 26

G$27,638 GYD per night

Guest favorite

Home in Roxbury

5.0 out of 5 average rating, 125 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 with 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 from Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours!

May 31 – Jun 7

G$71,516 GYD per night

Guest favorite

Tiny home in Roxbury

4.97 out of 5 average rating, 147 reviews

Glamping in New York the Catskills Birdhouse

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 Birdhouse 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. IG @bellfirefarm Click "Show More" below for the full description of the experience.

Oct 7 – 14

G$39,831 GYD per night

Guest favorite

Apartment in Margaretville

4.97 out of 5 average rating, 101 reviews

Margaretville Village Views, Apt 3

Bright Cozy Apt in the heart of Margaretville Village features a queen-sized bed in the cozy sleeping loft, the couch opens to a twin size as well. The vaulted ceilings give the space a roomy feel, you can cook in and watch your favorite streaming channels on wifi, or go for a stroll out to dinner. We are within walking distance of all the amenities, hiking, fishing, antiques, shopping, cafes and more. We are close to Skiing, Fishing, Hiking, Wedding Venues, and all the Catskills have to offer.

May 31 – Jun 7

G$22,504 GYD per night

Guest favorite

Home in Prattsville

4.91 out of 5 average rating, 270 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

Oct 5 – 12

G$22,904 GYD per night

Guest favorite

Bungalow in Margaretville

4.97 out of 5 average rating, 226 reviews

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.

Feb 21 – 28

G$29,627 GYD per night

Guest favorite

Cottage in Roxbury

4.89 out of 5 average rating, 121 reviews

Bellwood Cottage 8-14min to all Roxbury Wed Venues

Bellwood Cottage is perfect for couples, families, or groups of friends looking to get away from it all in an private, idyllic setting. Great for all seasons and close to skiing (20-40 min from Plattekill, Belleayre, Hunter and Windham), hiking, fishing, swimming holes, restaurants and quaint towns. Walk to downtown Roxbury and Kirkside Park via the scenic rail trail. Close to all wedding venues - 4 miles to Roxbury Barn, 7 miles to Stone Tavern Farm, 4 miles to The Inn at West Settlement.

Nov 21 – 28

G$33,825 GYD per night

Guest favorite

Home in Roxbury

4.96 out of 5 average rating, 103 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.

Jul 28 – Aug 4

G$43,339 GYD per night

Guest favorite

Home in Roxbury

4.98 out of 5 average rating, 101 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.

Mar 11 – 18

G$47,012 GYD per night

Guest favorite

Guest suite in Roxbury

4.97 out of 5 average rating, 103 reviews

PLaYful New! 2 bed apart In Beautiful Catskills

New 2 bedroom apartment in Roxbury New York. Fun and comfortable , on a 4 acres property with beautiful views down our lawn to a frog filled pond. You are in the building with a yoga studio.We hold classes on Saturday, Sunday and Monday at 10 am. You have a private entrance, a private patio with great outdoor space for both work and play with a lovely outdoor chimera for cool nights under a star studded sky. Gas grill - ready for a great escape.

Oct 2 – 9

G$34,003 GYD per night

Guest favorite

Apartment in Roxbury

4.93 out of 5 average rating, 213 reviews

"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.

Oct 31 – Nov 7

G$17,588 GYD per night

Guest favorite

Home in Roxbury

4.99 out of 5 average rating, 223 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!

Aug 21 – 28

G$85,398 GYD per night