A calm river with large rocks, surrounded by trees with autumn foliage.

Holiday Homes in Roxbury

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
18 Sept - 20 Sept
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for Roxbury holiday homes

A wooden dining table with a lamp, a mirror, and a vase with branches.

1. Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views

Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
Denver
The price is €325
includes taxes & fees
20 Sept - 21 Sept
Spacious & Stylish Barn Retreat: Fall Leaves, Firepit & Creek Views
A modern outdoor living area with a wooden table and chairs, a sofa, and a large sliding glass door leading to a bedroom with a bed and a mounted TV.

2. Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Denver
2.0 out of 10, (1 review)
"Property was double booked through a different platform. Another guest was there when we arrived. Host was completely unresponsive at all stages. Because the property is remote, this caused more than a slight inconvenience in terms of locating other lodging more than an hour away."
United States
Jeffrey
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
A house with a red door, a porch, and a large tree in front.

3. Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (133 reviews)
"We loved our stay. The house was clean and generously stocked."
United States
Amy W.
The price is €297
includes taxes & fees
13 Sept - 14 Sept
Cozy Country Farmhouse Along the Catskill Scenic Trail
A spacious loft-style room with a high ceiling, large windows, a dining area, and a cozy seating area with a television.

4. Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court

Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
Margaretville
9.6 out of 10, Exceptional, (45 reviews)
"Second time at this house. House was great, great location. Beautiful just walking down the road. There is a small waterfall a little more then a mile down Cape Horn road. House was fine for 7 people. We had good weather for April and were able to utilize the outdoor fire pit. If you are looking for a good restaurant, Tito Banditos in Pine Hill is a great spot. Solid Mexican food and great Margaritas. Can't wait to return in the fall! "
United States
Stephen M.
The price is €645
includes taxes & fees
7 Sept - 8 Sept
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
A hot tub surrounded by trees and a sunset.

5. Home in Hobart - Roxbury Near Skiing and Weddings.

Home in Hobart - Roxbury Near Skiing and Weddings.
Hobart
10.0 out of 10, Exceptional, (3 reviews)
"The house was roomy, clean, and comfortable. There were nice personal touches to make it feel more vacation like.The listing was accurate. Barbara was a great host before, during, and after our stay. We had a great time!"
United States
Tammy G.
The price is €582
includes taxes & fees
7 Sept - 8 Sept
Home in Hobart - Roxbury Near Skiing and Weddings.
A wooden cabin with an open interior, a chimney, and a small porch area with lights.

6. Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!

Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
Stamford
The price is €607
includes taxes & fees
8 Sept - 9 Sept
Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

7. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is €383
includes taxes & fees
13 Sept - 14 Sept
West Kill Barnhouse: Ski, Work & Unwind
A kitchen with a central island, wooden cabinets, a stove, and a refrigerator.

8. NEW: Charming Family Farmhouse nr Margaretville

NEW: Charming Family Farmhouse nr Margaretville
Margaretville
The price is €831
includes taxes & fees
21 Sept - 22 Sept
NEW: Charming Family Farmhouse nr Margaretville
A room with a wooden rocking chair, a green side table with books, a white cabinet with books, and a window with a view.

9. Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi

Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi
Bovina Center
The price is €376
includes taxes & fees
7 Sept - 8 Sept
Main Street Bovina; A Historic Home Lover's Dream; Minutes to Delhi
A modern kitchen with white cabinetry, stainless steel appliances, and a granite countertop.

10. Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.

Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.
Margaretville
9.6 out of 10, Exceptional, (41 reviews)
"Great location, big house, very comfortable"
United States
John K.
The price is €791
includes taxes & fees
7 Sept - 8 Sept
Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.
A living room with a television, two sofas, a patterned rug, and a chandelier.

11. Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
Pine Hill
9.0 out of 10, Wonderful, (2 reviews)
"We only needed a place to sleep overnight. House was clean and met our needs. Host was easy to work with"
United States
carolyn h.
The price is €453
includes taxes & fees
7 Sept - 8 Sept
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount
A spacious kitchen with a central island, bar stools, and large windows offering a view of the outdoors.

12. Harpersfield House: Zen. Find Peace. Sleeps 7. Near Baseball HOF. Enjoy nature.

Harpersfield House: Zen. Find Peace. Sleeps 7. Near Baseball HOF. Enjoy nature.
Jefferson
10.0 out of 10, Exceptional, (27 reviews)
"Highly recomd staying here. Saune is cherry on top"
United States
Sergii K.
The price is €433
includes taxes & fees
15 Sept - 16 Sept
Harpersfield House: Zen. Find Peace. Sleeps 7. Near Baseball HOF. Enjoy nature.
A two-story house with a dark exterior, a front porch, and a well-maintained lawn.

13. Purple Victorian Vacation Home near Belleayre

Purple Victorian Vacation Home near Belleayre
Pine Hill
9.4 out of 10, Exceptional, (3 reviews)
"Great location , Beautiful Home"
United States
Keith V.
The price is €596
includes taxes & fees
7 Sept - 8 Sept
Purple Victorian Vacation Home near Belleayre
A serene lakeside setting with wooden benches and a fire pit, surrounded by trees and a small wooden structure in the distance.

14. Panoramic Catskills Farmhouse and Spa

Panoramic Catskills Farmhouse and Spa
Harpersfield
9.8 out of 10, Exceptional, (9 reviews)
"The hot tub was great, the property is beautiful! We loved our stay and if the weather was better we would have enjoyed using the deck and treehouse lounge. "
United States
Christy C.
The price is €647
includes taxes & fees
14 Sept - 15 Sept
Panoramic Catskills Farmhouse and Spa
A wooden deck with Adirondack chairs, a stone fireplace, and a scenic view.

15. Large Group Catskills Mountain Retreat near Hunter & Windham Mountains

Large Group Catskills Mountain Retreat near Hunter & Windham Mountains
Prattsville
10.0 out of 10, Exceptional, (14 reviews)
"Nice stay to hangout with family!"
United States
rakesh r.
The price is €1,064
includes taxes & fees
7 Sept - 8 Sept
Large Group Catskills Mountain Retreat near Hunter & Windham Mountains
A spacious interior with a high ceiling, wooden beams, a staircase, and a view of the outdoors.

16. Catskills Escape w/ Hot Tub & Fireplace

Catskills Escape w/ Hot Tub & Fireplace
Jewett
The price is €503
includes taxes & fees
9 Sept - 10 Sept
Catskills Escape w/ Hot Tub & Fireplace
A two-story building with large windows and a storefront.

17. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (63 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
The price is €225
includes taxes & fees
7 Sept - 8 Sept
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A large, two-story house with a stone facade, a wooden deck, and a clear sky.

18. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Windham
The price is €480
includes taxes & fees
7 Sept - 8 Sept
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
A large house surrounded by dense forest, with a swimming pool and outdoor seating area.

19. 7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE

7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE
Fleischmanns
10.0 out of 10, Exceptional, (3 reviews)
"The house was wonderful, great host. Would definitely go back."
United States
Maria C.
The price is €1,894
includes taxes & fees
9 Sept - 10 Sept
7-bedroom Mountain Mansion of Belleayre! + POOL, SAUNA, GAME ROOM, AC and MORE
A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

20. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is €394
includes taxes & fees
9 Sept - 10 Sept
Midnight Fox
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Roxbury Hotel Reviews

Hotel Vienna

Hotel Vienna

8/10 Good
"Clean , comfortable , did not use amenities bc we arrived too late . They had an indoors pool , a couple of places where you could make and sit by the fire and a corn hall . Breakfast was ok . Cereals, variety of coffees or tea . Various croissants and yougurt !"
Roxana 1-night trip
Posted 2 hours ago
Hotel Vienna

Find out more about Roxbury

Roxbury Holiday Homes information

Number of reviews
362
Accommodation
490 Holiday Homes
Lowest Price
€225
Highest Price
€1,894