Photo by RoadTrip NewEngland

Roxbury Vacation Rentals

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Browse Select Roxbury Vacation Homes

Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

9.8 out of 10, Exceptional, (78)
"Location is great; close to a lot of hiking opportunities and right in the middle of breathtaking scenery. The house was clean and provided excellent accomodations."
The price is CA $590
CA $1,005 total
includes taxes & fees
Aug 25 - Aug 26
Private Waterfront on 6 Acres w/Swimming. Boats.Hot Tub.Fire Pit.Views. Hiking.

A world where time stands still, close to Belleayre Ski & Wedding venues.

9.6 out of 10, Exceptional, (21)
"We had the perfect weekend getaway—quiet, serene and comfy. The house was beautifully furnished and the outdoor space gave incredible views of the landscape. Highly recommend!"
The price is CA $388
CA $913 total
includes taxes & fees
Sep 19 - Sep 20
A world where time stands still, close to Belleayre Ski & Wedding venues.

Hot Tub Cabin in the Mountains

10.0 out of 10, Exceptional, (22)
"Comfortable living area. Convenient location."
Hot Tub Cabin in the Mountains

1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

2.0 star property
9.0 out of 10, Wonderful, (19)
"Thank you so much for an amazing stay"
The price is CA $228
CA $496 total
includes taxes & fees
Sep 3 - Sep 4
1920s Phoenicia Bungalow w/ Vintage Furnishings, Sauna, Fireplace, & Fenced Yard

Cozy year round retreat! Close to skiing, hiking and swimming.

10.0 out of 10, Exceptional, (49)
"Summer in the Catskills is a treat and these are the accommodations to enjoy it to its fullest. Can’t wait to stay again!"
Cozy year round retreat! Close to skiing, hiking and swimming.

Beautiful new house 3/4 mile from Hunter Mountain

9.6 out of 10, Exceptional, (131)
"Great location! Perfect size house for a large family. Had a great time!"
Beautiful new house 3/4 mile from Hunter Mountain

9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

9.8 out of 10, Exceptional, (7)
"Amazing home, fantastic host. Beautiful decor, comfortable beds and great amenities. Host was very friendly and responsive. Couldn't have asked for a better vacation. "
9BR/5BR/Hottub/2 Saunas 6 min to Hunter on 30 private acres

Country Home with Private Swimming Pond and Beautiful Mountain Views

10.0 out of 10, Exceptional, (117)
"House was nice enjoyed our stay .. the only issue we had the two upstairs bedrooms were hot with no ac’s..maybe being put in later .. overall enjoyed the house .. "
Country Home with Private Swimming Pond and Beautiful Mountain Views

Private Lakeside Retreat 'Away from it All!'

10.0 out of 10, Exceptional, (21)
"Great laid back stay, we rarely left."
Private Lakeside Retreat 'Away from it All!'

Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

9.8 out of 10, Exceptional, (77)
"We had a great time and enjoyed the house. Lots to do and plenty of space for the entire family."
Lago House - Lakefront Home w/ WFH High-Speed WiFi, Hot Tub & Boats

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

4.0 star property
10.0 out of 10, Exceptional, (1)
"Excellent house, very clean and great location. Host Henry was phenomenal at communicating and very helpful with any questions. Will definitely stay again."
The price is CA $215
CA $592 total
includes taxes & fees
Sep 16 - Sep 17
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

9.8 out of 10, Exceptional, (46)
"The perfect family getaway"
CREEKSIDE CATSKILL MOUNTAIN RETREAT.. with weekly discounts.

Luxury Private Getaway - minutes to everything

The price is CA $324
CA $891 total
includes taxes & fees
Aug 25 - Aug 26
Luxury Private Getaway - minutes to everything

Charming Catskills Retreat @ Hunter Mountain: Hot Tub & Fire Pit -Pets stay free

9.0 out of 10, Wonderful, (25)
"The cabin was absolutely wonderful! The main space was absolutely stunning, and the views from the house were breathtaking. Me and my friends had a really enjoyable and cozy weekend staying here - we certainly enjoyed our nights in the hot tub as well! "
Charming Catskills Retreat @ Hunter Mountain: Hot Tub & Fire Pit -Pets stay free

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

9.0 out of 10, Wonderful, (48)
"Great for in town stays"
The price is CA $162
CA $286 total
includes taxes & fees
Aug 24 - Aug 25
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

9.8 out of 10, Exceptional, (76)
"Very relaxing, well equipped home. Hot tub was fantastic. Kitchen fully stocked with pots, pans, cooking and eating utensils. "
Gorgeous Ski Chalet - 7 miles from Belleayre with hot tub

Brand New 2 Bdr. Townhome Minutes from Windham Mtn

10.0 out of 10, Exceptional, (8)
"We are a family of six and stayed at Mary’s home for three nights for a ski trip. It was overall super clean, beautifully decorated, and provided everything we needed during our stay. I would absolutely recommend this place to anyone! "
The price is CA $194
CA $432 total
includes taxes & fees
Sep 2 - Sep 3
Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

10.0 out of 10, Exceptional, (45)
"Excellent log cabin home, perfect home base for a ski weekend at Windham. "
Luxury Log Cabin-Windham Mountain. Amazing sunsets, large lawn, deck, fireplace

New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

10.0 out of 10, Exceptional, (9)
"Tons of activities in house beautiful area."
The price is CA $831
CA $1,485 total
includes taxes & fees
Sep 10 - Sep 11
New Luxuary Hunter Ski Resort&Lake Chalet, Hot Tub, Sauna, Fireplace, Mountains

SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!

9.6 out of 10, Exceptional, (30)
"Had a great 2 night stay. Location is close to Hunter. "
SPECTACULAR Hunter Mountain Views, INCREDIBLE LOCATION-2 minutes to slopes !!
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

Top Roxbury Hotel Reviews