Photo by RoadTrip NewEngland

Search Cottages in Roxbury

  • 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

Compare 77 Cottages in Roxbury with updated reviews, rates, and availability.

The Cabin at Chichester in the Catskills Mountains

9.8 out of 10, Exceptional, (177)
"The cabin was great, really fun environment, host really kept the place nice and clean. I would definitely suggest watch horror late night with all the lights off. You will have a great experience if you enjoy a little spooky night. :)"
The Cabin at Chichester in the Catskills Mountains

Hot Tub and Barn Movie Theater at Route 22 Retreat

10.0 out of 10, Exceptional, (1)
"The property very nice, there was plenty of extras for entertaining"
The price is SAR 402
SAR 890 total
includes taxes & fees
14 Jan - 15 Jan
Hot Tub and Barn Movie Theater at Route 22 Retreat

Modern Country Cottage

10.0 out of 10, Exceptional, (2)
"We were looking for a quiet getaway and found it! The house is updated, immaculate and fully appointed. It is well laid out with very comfortable furniture. There is a deck with a forest and a pond in the backyard, and a short walk through the forest to a creek. Very peaceful, with things to do in the area."
Modern Country Cottage

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Charming 2-bedroom cottage with WiFi and AC in fabulous Phoenicia

Secluded Romantic Cottage

10.0 out of 10, Exceptional, (70)
"Ended up having to cut our stay short due to power outage due to a storm, but this is such a great spot. We hope to come back again in the future. Clean, cozy, super comfortable bed, and overall one of the best cottage rentals I've ever found. Highly recommend. Plus the care that the host as put in to minimize discomfort in the event of a power outage is really appreciated!"
Secluded Romantic Cottage

Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

9.2 out of 10, Wonderful, (9)
"Definitely enjoyed my stay at the Lorca. It was clean, neat and tidy and was close to Belleayre. Peakamoose restaurant served an amazing dinner apres ski. Available grill and firepit provided a perfect getaway long weekend for us."
Modern Cottage 1 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

10.0 out of 10, Exceptional, (11)
"Short vacation for us to escape the city. This place is very nice and quite, we love it! Thank you!"
Romantic cottage w/hot tub . Close to skiing and breweries . Pet friendly!

Cozy Ski House Retreat minutes to Belleayre Mountain Resort

10.0 out of 10, Exceptional, (4)
"This house was so nice. It was very clean, good location with parking and everything we needed was already there. There were two full baths and a half bathroom so plenty of space for 3 couples. The kitchen was well equipped. No issues with hot water and we had AC in each room. Very happy with our stay and would return if we were back in the area."
Cozy Ski House Retreat minutes to Belleayre Mountain Resort

Modern Cottage with Private Pond, Spa and Views

8.8 out of 10, Excellent, (10)
"Loved this place! Will definitely come back!"
Modern Cottage with Private Pond, Spa and Views

Stream Come True! Ski, hike, spa, flow, relax...

10.0 out of 10, Exceptional, (4)
"This charming home was lovely for our visit to the Catskill Mountains. The stream is right outside the door and the hot tub was relaxing. We appreciated the updated kitchen and bathroom. The bed was very comfortable and we had plenty of towels and other essentials. There are good local restaurants five minutes away in the town Phoenicia."
Stream Come True! Ski, hike, spa, flow, relax...

Walk to Ski Lift! Charming Hunter A-frame

3.0 star property
6.8 out of 10, (3)
"Great location and lovely area. Only problem is that address in listing doesn’t fully match address of home. The GPS initially took us to a location a few miles away. Other than that, the stay was great."
Walk to Ski Lift! Charming Hunter A-frame

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Modern Cottage 2 (The Lorca, Catskills) - 10 min to Belleayre, 25 min to Windham

Catskills Home, 5 Mins to Windham Mtn Resort!

3.0 star property
10.0 out of 10, Exceptional, (4)
"Clean quiet space. Nice landing spot for a stay in the Catskills!"
Catskills Home, 5 Mins to Windham Mtn Resort!

Rustic Family Cabin (PET FRIENDLY, WiFi, FULLY FUNCTIONAL HOME)

6.0 out of 10, (2)
"This place should not be operating. It’s a public health hazard. We came in later day and the first thing my child screamed out was that she had seen a mouse. I should have believed her the first time. But overnight, the mouse attacked our snack supply. When we left, we had to throw all of our food away!! In fact, there were so many mouse droppings everywhere I was startled! I spotted them on the couches, in the bathroom. But especially concerning and completely gross was to spot them in the...
The price is SAR 409
SAR 1,021 total
includes taxes & fees
14 Jan - 15 Jan
Rustic Family Cabin (PET FRIENDLY, WiFi, FULLY FUNCTIONAL HOME)

2 Person Rain Shower-Cozy Cottage+King Bed+15 Min ⛷️Kayaks+Wine Barrel Table

10.0 out of 10, Exceptional, (3)
"A great place to stay for Belleayre for a small family or two couples. Shower is great and TVs in all rooms is a plus with Netflix and good Wi-Fi. Close to Margaretville town center and kitchen is pretty well stocked and clean. I would stay there again."
2 Person Rain Shower-Cozy Cottage+King Bed+15 Min ⛷️Kayaks+Wine Barrel Table

Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

3.0 star property
Catskill Mtn Home w/ Deck ~ 1 Miles to Zoom Flume!

Catskills Mountain Cabin in Bloomville!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Beautiful and cozy home Peaceful scenery PERFECT fit for our large families "
Catskills Mountain Cabin in Bloomville!

Vacation Rental Home ~ 2 Mi to Windham Mountain!

3.0 star property
Vacation Rental Home ~ 2 Mi to Windham Mountain!

'bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

3.0 star property
'bearpen Lodge' on 125 Acres - Near Belleayre Mtn!

Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!

3.0 star property
10.0 out of 10, Exceptional, (1)
"Great location and very clean and comfortable stay!"
Jewett Cabin w/ Viewing Deck - 10 Mins to Skiing!
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.
Don't see what you're looking for?
See all available properties in Roxbury
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, (247)
"Cozy,excellent cable package…"
The price is SAR 469
SAR 536 total
includes taxes & fees
20 Jan - 21 Jan
Starlite Motel

Tuscan Year Round Beauty - Pickleball Court

10.0 out of 10, Exceptional, (97)
"Awesome"
Tuscan Year Round Beauty - Pickleball Court

Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge

10.0 out of 10, Exceptional, (146)
"Thank you!! We had a wonderful ski weekend. "
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
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.

Frequently asked questions

Why book your cottage in Roxbury with Expedia?
Reserving a cottage in Roxbury is as simple as clicking on your travel dates and choosing an ideal place for a vacation in the outdoors. From upscale retreats to affordable stays and cottages that come with conveniences like a kitchen, Expedia has something for all tastes. As for unbeatable deals? We’ve got them as well!
How can I find cheap cottages in Roxbury?
The simplest way to track down cheap cottages in Roxbury is with Expedia’s useful filter tool. Narrow your search by budget, amenities and star rating to access awesome bargains in a few clicks.