Photo by RoadTrip NewEngland

Roxbury Vacation Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Roxbury Vacation Homes

Tranquil Paradise With Lake And Catskill Mountain Views
9.8 out of 10, Exceptional, (148)
"This home is just the perfect little getaway. The views are pretty great and with all the sliding glass doors you have that view inside or out on the huge deck. Its very private and quiet but close enough to restaurants and stores."
Tranquil Paradise With Lake And Catskill Mountain Views
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (85)
"Each year we go on vacation with our daughter, son in law and his family. We are a group of 12 and loved this lake house. We all want to make this our yearly trip. Great place"
The price is CA $537
CA $952 total
includes taxes & fees
Oct 20 - Oct 21
THE LAKEFRONT RETREAT - SKI, RIDE, GOLF, BIKE, HIKE
The Catskills Red Barn
10.0 out of 10, Exceptional, (32)
"Everything was perfect and as described. Lots to check out! Host was excellent to communicate with."
The Catskills Red Barn
Leaf SZN at Birch Creek Retreat - 8br, 8ba, new hot tub + sauna
10.0 out of 10, Exceptional, (88)
"Our family stayed for five days surrounding my daughter’s wedding in the area. The kitchen is absolutely fabulous and each room has its own personality and convenient bathroom. The surroundings were gorgeous and relaxing on the porch helped us to wind down from all the wedding stress. The owner quickly responded to all our questions and we felt very spoiled! I highly recommend Birch Creek Retreat. 😀"
Leaf SZN at Birch Creek Retreat - 8br, 8ba, new hot tub + sauna
Cozy cabin with great views and fire place!
9.8 out of 10, Exceptional, (77)
"The cabin is in a relaxing setting with views. We enjoyed using the fire pit in the evening. The cabin was very clean, comfortable and well stocked. My husband and I wanted to get away alone and relax and that is what this property delivered. Secluded but close to market, restaurants etc. The hostess Maria is quick to respond to any inquiries. Highly recommended! "
Cozy cabin with great views and fire place!
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Hard to decide where to begin…one of the nicest rental homes in the Windham area! Outside amenities are incredible - the firepit is amazing, the outdoor kitchen provides so many wonderful options (outdoor pizza oven was a hit) The inside provides fabulous space for all - even when the weather doesn’t cooperate. Rick and Alan were a pleasure to deal with. We look forward to a return trip!"
Tuscan Year Round Beauty - Pickleball Court
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
10.0 out of 10, Exceptional, (212)
"We had a fantastic stay in Valentyna's home. We had a large group of 16 at the home during labor day weekend. We found the house large, clean, updated and had plenty of space. The bedrooms are roomy, the living spaces are even larger than pictured, and the five different outdoor areas are fantastic. The house has every amenity you can ask for. Direct lake access is steps from the house and the house is close to Hunter for the winter months. We had a great time and would happily stay again. "
The price is CA $536
CA $1,065 total
includes taxes & fees
Oct 7 - Oct 8
7Bdr/5Bth, Amazing View, Lake,1/2 ml Hunter Mountain, Hot Tub/Sauna. Ski, Swim
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything
10.0 out of 10, Exceptional, (35)
"We loved our stay !! Place was super clean and Mario was terrific to communicate with. He gave us tips for hikes and fun adventures and answered any questions we had right away. We can’t wait to come back !! "
The price is CA $836
CA $956 total
includes taxes & fees
Sep 28 - Sep 29
Best rated cabin in Hunter cozy 4 Bedrooms 3 full baths close to everything
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
9.6 out of 10, Exceptional, (9)
"Very impressed with the new and modern condition of the cabin! We slept so peacefully every night after a soak in the hot tub. Quiet road. The firepit was a nice extra, too! Close by to food, which was great. Would absolutely stay again!"
The price is CA $213
CA $421 total
includes taxes & fees
Oct 8 - Oct 9
Free 50 Amp EV Charger Modern New, HotTub, A/C, Webber Grill, 2 Decks, FirePit
Ready for your family if you need a retreat.
10.0 out of 10, Exceptional, (34)
"As described. Cozy cabin not far from town but feels miles away. "
The price is CA $403
CA $723 total
includes taxes & fees
Oct 8 - Oct 9
Ready for your family if you need a retreat.
Beautiful House 0,5 Mile From Hunter Mountain
9.8 out of 10, Exceptional, (196)
"Very accommodating host! Thanks for the stay. Definitely consider staying again! Lovely layout, airy, roomy. Host generous with paper goods etc. Thanks for a great vacation!"
Beautiful House 0,5 Mile From Hunter Mountain
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
9.6 out of 10, Exceptional, (168)
"Our late summer visit to the Catskill Mountains was very relaxing even with a 2-year-old. The kids enjoyed the pool the most and the property owners provided many pool toys for all. We enjoyed the hot tub also. There was plenty of room. WIFI was spotty, but no one had to work and that forces us to relax. Everyone reported they had a great time. Family time is the most important gift. Thank you Pete and Lara "
Sauna, Hot-tub, Private Pool, fire-pit, pet friendly, Mountain views!
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
9.0 out of 10, Wonderful, (13)
"Property was beautiful the house was nice and lots of areas to relax and have great game nights with the family. The house was equipped with everything we needed for the week absolutely perfect. The surrounding towns are beautiful with cute stores and lots of things to do in nature."
Phoenicia Retreat: Massive Private Entertaining Home with Fireplace & Pond
Creekside Getaway, a spacious, Elegant Catskill Mountain retreat
10.0 out of 10, Exceptional, (77)
"This property was super clean and just as described. The Woods (hosts) were great and responded very quickly when i reached out with a question. We really enjoyed our stay and would definately revisit this property."
Creekside Getaway, a spacious, Elegant Catskill Mountain retreat
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
10.0 out of 10, Exceptional, (255)
"House is beautiful! We were 3 generations; grandparents, parents and children and we all had a great time. We had access to paddle boards, kayaks and a paddle boat. We all enjoyed the open main floor access. "
The price is CA $539
CA $1,048 total
includes taxes & fees
Sep 29 - Sep 30
THE LUXURY LODGE - SKI, RIDE, GOLF, BIKE, HIKE
Cozy Catskills Farmhouse with Lake Views
5.4 out of 10, (3)
"On the pictures it look like a morden and clean place. Reality old place with some makeup, very dusty, bed clothing realy smelly and dusty and full mice! "
The price is CA $117
CA $326 total
includes taxes & fees
Oct 1 - Oct 2
Cozy Catskills Farmhouse with Lake Views
Cozy Country Farmhouse Along the Catskill Scenic Trail
10.0 out of 10, Exceptional, (110)
"Beautiful setting and cozy home. The home is immaculate with all the creature comforts of being home. House is well cared for and decor is lovely. "
The price is CA $236
CA $430 total
includes taxes & fees
Oct 8 - Oct 9
Cozy Country Farmhouse Along the Catskill Scenic Trail
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
9.6 out of 10, Exceptional, (30)
"We had such a nice time in Margaretville for a long weekend with close friends and family. The property was great for kids to play and us all to spend time together. The kitchen was great for a few at home meals and the fire at night was great for s’mores! The rooms and beds were comfortable and the basement was a great space for us to play board games and hang out together. "
The price is CA $708
CA $1,195 total
includes taxes & fees
Oct 20 - Oct 21
Catskills Getaway Home W/ Hot tub, Game room, fire pit and basketball court
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
9.8 out of 10, Exceptional, (43)
"Condo was very nice. beautiful area at the base of the mountain "
2 Bedroom Townhouse in front of Windham Mountain Ski Resort
Modern home overlooking private lake and mountains. Pet Friendly!
10.0 out of 10, Exceptional, (3)
"Property was beautiful with pond and wildlife. We attended a wedding at Seven Ponds Farm and this property was 6 minutes from the venue. Perfect fit for us. "
Modern home overlooking private lake and mountains. Pet Friendly!
Don't see what you're looking for?
See all available properties in Roxbury
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.
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Roxbury

Starlite Motel
2.5 star property
9.2 out of 10, Wonderful, (240)
"Késő este érkeztünk a szállásra. A kulcs rendelkezésre állt, a szobánkat gyorsan elfoglaltuk. Egy bájos, tiszta szoba várt minket, nagyon fáradtak voltunk és jól esett itt megpihenni, az ágy kényelmes volt, volt meleg víz a fürdőszobában. "
The price is CA $168
CA $192 total
includes taxes & fees
Oct 8 - Oct 9
Starlite Motel
Tuscan Year Round Beauty - Pickleball Court
10.0 out of 10, Exceptional, (94)
"Hard to decide where to begin…one of the nicest rental homes in the Windham area! Outside amenities are incredible - the firepit is amazing, the outdoor kitchen provides so many wonderful options (outdoor pizza oven was a hit) The inside provides fabulous space for all - even when the weather doesn’t cooperate. Rick and Alan were a pleasure to deal with. We look forward to a return trip!"
Tuscan Year Round Beauty - Pickleball Court
Tranquil Paradise With Lake And Catskill Mountain Views
9.8 out of 10, Exceptional, (148)
"This home is just the perfect little getaway. The views are pretty great and with all the sliding glass doors you have that view inside or out on the huge deck. Its very private and quiet but close enough to restaurants and stores."
Tranquil Paradise With Lake And Catskill Mountain Views
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.