Holiday Homes in Roxbury

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Our top choices for Roxbury holiday homes

1. Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (135 reviews)
"Our stay at the farmhouse was excellent. Our family enjoyed the dinners around the large dining room table and the s’mores at the fire pit one evening. Using the grill was easy; everything needed was there for cooking and cleaning. Grabbed a 1860 book at a nearby Hobart bookstore, enjoyed lunch from the Bakers Grimm in Delhi and dinner another night at a brewery in Cooperstown following an hour drive to the baseball hall of fame. The layout of the farmhouse was nice with the three bedrooms. My...
United States
Philip
The price is NZ$585
includes taxes & fees
16 Nov - 17 Nov
Cozy Country Farmhouse Along the Catskill Scenic Trail

2. Perfect 5-bedroom house with a rooftop and a hot tub.

Perfect 5-bedroom house with a rooftop and a hot tub.
Denver
The price is NZ$1,812
includes taxes & fees
16 Nov - 17 Nov
Perfect 5-bedroom house with a rooftop and a hot tub.

3. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is NZ$705
includes taxes & fees
11 Nov - 12 Nov
Gorgeous Mountains Views & Private Stream in Secluded Oasis

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

Home in Hobart - Roxbury Near Skiing and Weddings.
Hobart
9.6 out of 10, Exceptional, (5 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 NZ$1,239
includes taxes & fees
10 Nov - 11 Nov
Home in Hobart - Roxbury Near Skiing and Weddings.

5. 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, (46 reviews)
"Beautiful home in a great location! Extremely clean, comfortable and welcoming. Margaretville is close by for shopping. The kitchen has everything you need to cook meals but if you’re looking for a nice dinner out the Hidden Inn in South Kortright is outstanding. Paula is a great host and available if needed. Highly recommend this home ! Will definitely be back again!"
United States
Deirdre C.
The price is NZ$1,431
includes taxes & fees
19 Nov - 20 Nov
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court

6. Beautiful & Spacious Home

Beautiful & Spacious Home
Stamford
10.0 out of 10, Exceptional, (2 reviews)
"Nice clean rooms and had a great stay!"
United States
Richard P.
The price is NZ$601
includes taxes & fees
10 Nov - 11 Nov
Beautiful & Spacious Home

7. Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre
Arkville
9.8 out of 10, Exceptional, (28 reviews)
"Excellent relaxing weekend getaway. Loved the attached sauna."
United States
Tony L.
The price is NZ$714
includes taxes & fees
10 Nov - 11 Nov
Catskills Tiny Cabin + Private Sauna & Cold Splash, Near Belleayre

8. Historic Farmhouse, Big Groups, Margaretville

Historic Farmhouse, Big Groups, Margaretville
Margaretville
The price is NZ$2,160
includes taxes & fees
10 Nov - 11 Nov
Historic Farmhouse, Big Groups, Margaretville

9. 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, (42 reviews)
"Great location, big house, very comfortable"
United States
John K.
The price is NZ$1,661
includes taxes & fees
10 Nov - 11 Nov
Belleayre Grandhouse 6 bedrooms sleep 15 w/hot tub, sauna, game lounge.

10. 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
9.8 out of 10, Exceptional, (6 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 NZ$879
includes taxes & fees
11 Nov - 12 Nov
Fantastic 3-bedroom house right near Belleayre mountain ski center in Highmount

11. Escape the City for Catskills, Minutes to Skiing. Entire house, sleeps 10!

Escape the City for Catskills, Minutes to Skiing. Entire house, sleeps 10!
West Kill
10.0 out of 10, Exceptional, (2 reviews)
"If you've lived in an old house before, then you know what to expect. It was good for our needs during our short stay. The house is spacious and there is lots of light. The beds were comfortable and the water pressure was awesome. There is an a/c in every upstairs bedroom."
United States
Alexandra I.
The price is NZ$929
includes taxes & fees
1 Dec - 2 Dec
Escape the City for Catskills, Minutes to Skiing. Entire house, sleeps 10!

12. Purple Victorian Vacation Home near Belleayre

Purple Victorian Vacation Home near Belleayre
Pine Hill
9.6 out of 10, Exceptional, (4 reviews)
"Great location , Beautiful Home"
United States
Keith V.
The price is NZ$1,114
includes taxes & fees
12 Nov - 13 Nov
Purple Victorian Vacation Home near Belleayre

13. Mtn-View Luxe Catskills Retreat for Groups

Mtn-View Luxe Catskills Retreat for Groups
South Kortright
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home in a gorgeous setting. The views from the house, the porch, and seating areas around the property were amazing. The house was extremely well equipped, and very comfortable. The decor was attractive and everything was extremely clean. The three bathrooms were large, updated, attractive, and clean. The kitchen was very well stocked, including with coffee supplies. The primary bedroom suite was great. It had an incredible walk-in closet, and a large en-suite bathroom. There was even...
United States
Anonymous traveller
The price is NZ$1,212
includes taxes & fees
11 Nov - 12 Nov
Mtn-View Luxe Catskills Retreat for Groups

14. Serene Private Mountain Retreat, Hot Tub for 6, Firepit, Stunning Views and more

Serene Private Mountain Retreat, Hot Tub for 6, Firepit, Stunning Views and more
Arkville
10.0 out of 10, Exceptional, (14 reviews)
"Property was amazing. Loved the quiet and mountain setting. If I find myself in the area again I will definitely book again."
United States
Daniel P.
The price is NZ$850
includes taxes & fees
10 Nov - 11 Nov
Serene Private Mountain Retreat, Hot Tub for 6, Firepit, Stunning Views and more

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, (18 reviews)
"Nice stay to hangout with family!"
United States
rakesh r.
The price is NZ$2,336
includes taxes & fees
29 Nov - 30 Nov
Large Group Catskills Mountain Retreat near Hunter & Windham Mountains

16. Entire Renovated Country House, Sleeps 7, Pets, EV, Creek Across the Street

Entire Renovated Country House, Sleeps 7, Pets, EV, Creek Across the Street
West Kill
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful setting. Great light throughout the house. Convenient to the ski mountains"
United States
Timothy M.
The price is NZ$1,516
includes taxes & fees
23 Nov - 24 Nov
Entire Renovated Country House, Sleeps 7, Pets, EV, Creek Across the Street

17. Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ashland
9.2 out of 10, Wonderful, (5 reviews)
"Great place to stay very accommodating more than expected "
United States
Julia M.
The price is NZ$869
includes taxes & fees
10 Nov - 11 Nov
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!

18. Victorian Charm meets Modern Luxury: Combined Houses with 7 Bedrooms, Sleeps 15

Victorian Charm meets Modern Luxury: Combined Houses with 7 Bedrooms, Sleeps 15
West Kill
10.0 out of 10, Exceptional, (1 review)
"It was a great spot for all three generations to be together for the holiday. House was clean and close to lots of hikes. Hosts were available."
United States
Kate R.
The price is NZ$1,755
includes taxes & fees
1 Dec - 2 Dec
Victorian Charm meets Modern Luxury: Combined Houses with 7 Bedrooms, Sleeps 15

19. 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 NZ$1,109
includes taxes & fees
7 Dec - 8 Dec
West Kill Barnhouse: Ski, Work & Unwind

20. 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
8.8 out of 10, Excellent, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
The price is NZ$335
includes taxes & fees
10 Nov - 11 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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.

Learn more about Roxbury

Nestled in the Catskills, this charming village offers scenic hiking trails and the historic Roxbury Arts Group for local performances. Explore the unique Round Barn Farmers Market or visit nearby Plattekill Mountain for skiing and mountain biking adventures.

A snowy ski slope with skiers, a wooden fence, and a small cabin.

Top reviews in Roxbury