Roxbury Vacation Rentals

  • 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
Apr 3 - Apr 5
In two months
May 15 - May 17
In three months
Jun 12 - Jun 14
In four months
Jul 10 - Jul 12

Our top choices for Roxbury vacation rentals

Interior

Apartment in Watertown

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
8.6 out of 10, Excellent, (10 reviews)
"Great night stay! Wonderful place would definitely recommend! "
United States
Laurie P.
The price is ￥14,163
￥19,470 total
includes taxes & fees
Mar 20 - Mar 21
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.
Exterior

Apartment in Southbury

Cozy One Bedroom Apartment Centrally Located in Southbury
10.0 out of 10, Exceptional, (23 reviews)
"Perfect sized apartment for a short stay - very convenient to my destination"
United States
S
The price is ￥14,816
￥20,222 total
includes taxes & fees
Mar 18 - Mar 19
Cozy One Bedroom Apartment Centrally Located in Southbury
Interior

Apartment in Southbury

Private Apartment in Southbury 101
9.4 out of 10, Exceptional, (6 reviews)
"The apartment was nice, big area, loved this rental."
United States
Marissa G.
The price is ￥15,182
￥36,198 total
includes taxes & fees
Mar 18 - Mar 19
Private Apartment in Southbury 101
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 103
10.0 out of 10, Exceptional, (2 reviews)
"Property management team was very quick to respond to any question or issue I had. Excellent location around eateries and activities "
United States
Dominick S.
The price is ￥13,801
￥34,679 total
includes taxes & fees
Mar 18 - Mar 19
Private Apartment in Southbury 103
Exterior

Apartment in Torrington

Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
9.2 out of 10, Wonderful, (5 reviews)
"A couple of the surfaces were not clean but mostly a clean comfy space. The bed was very comfortable and the bathroom was spacious and clean.The stairs are not for the faint of heart. A nice cozy place to stay once the luggage and groceries are up there."
United States
Rhonda H.
The price is ￥14,370
￥53,969 total
includes taxes & fees
Mar 18 - Mar 19
Cozy 3 Flr Private 1 Bdrm Apt Tree Line View
Fridge, microwave, oven, stovetop

Apartment in Southbury

Private Apartment in Southbury 104
The price is ￥16,391
￥37,588 total
includes taxes & fees
Mar 23 - Mar 24
Private Apartment in Southbury 104
Interior

Vacation Home in Waterbury

Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
The price is ￥15,755
￥21,301 total
includes taxes & fees
Apr 1 - Apr 2
Cozy 1-king size bedroom house in quiet Waterbury with 75" TV in your bedroom.
TV, books

Vacation Home in Shelton

Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
The price is ￥18,255
￥66,465 total
includes taxes & fees
Mar 18 - Mar 19
Luxurious-Modern feel w/ custom features - AC, short walk to Shelton
Exterior

Apartment in Torrington

Cozy Modern Farmhouse Private Apt - 3 Beds
10.0 out of 10, Exceptional, (4 reviews)
"My husband and I came down from Boston for Christmas to see family and couldn’t find one decent hotel in the area. We were relieved to find this place. Cute, comfortable, clean environment and just what we needed. "
United Kingdom
Louisa A.
The price is ￥19,383
￥61,939 total
includes taxes & fees
Mar 18 - Mar 19
Cozy Modern Farmhouse Private Apt - 3 Beds
House (3 Bedrooms) | Interior

Cottage in Oakville

Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
3.0 star property
The price is ￥35,011
￥81,120 total
includes taxes & fees
Mar 21 - Mar 22
Watertown Home w/ Yard: 1 Mi to Echo Lake Park!
Property grounds

Apartment in Dover Plains

Hoppy Hill Farm House
9.6 out of 10, Exceptional, (5 reviews)
"Location was great. Accommodations were clean and comfortable. Host was accessible and responsive. Will stay here again if in the area again."
United States
Ken K.
The price is ￥15,914
￥30,786 total
includes taxes & fees
Mar 18 - Mar 19
Hoppy Hill Farm House
Smart TV

Apartment in Cheshire

Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
9.4 out of 10, Exceptional, (16 reviews)
"Great Location - all the amenities you need for a nice restful stay. Did not have to reach-out to the host at all during our stay. "
United States
Robert S.
The price is ￥18,476
￥31,751 total
includes taxes & fees
Mar 25 - Mar 26
Quiet 2bd Townhome apt in the heart of Cheshire. Backyard.
Living area

Apartment in Torrington

Art House 3 Beds Close to Warner Theater
The price is ￥21,336
￥64,627 total
includes taxes & fees
Mar 30 - Mar 31
Art House 3 Beds Close to Warner Theater
Outdoor pool

Vacation Home in Oxford

Cozy 1-bedroom apartment in lovely Oxford
10.0 out of 10, Exceptional, (3 reviews)
"This was my second time staying here. The apartment was immaculately clean and the owner was both professional and personal! The apartment had all the comforts of home, from coffee and snacks in the kitchen to self-care items (e.g., toothbrush, toothpaste, etc). Truly a hidden gem, close to shopping, restaurants, and highways! "
United States
LIsa G.
The price is ￥17,824
￥25,510 total
includes taxes & fees
Mar 22 - Mar 23
Cozy 1-bedroom apartment in lovely Oxford
Interior

Apartment in Southbury

Private Apartment in Southbury 102
9.2 out of 10, Wonderful, (5 reviews)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
United States
Debbie P.
The price is ￥18,460
￥40,445 total
includes taxes & fees
Apr 1 - Apr 2
Private Apartment in Southbury 102
Private kitchen

Vacation Home in Torrington

Litchfield Retreat, Wineries, Foliage & Skiing
The price is ￥41,536
￥62,964 total
includes taxes & fees
Mar 22 - Mar 23
Litchfield Retreat, Wineries, Foliage & Skiing
Outdoor dining

Apartment in Southbury

The Perch in the Purchase -- Cozy, unique, and private
10.0 out of 10, Exceptional, (1 review)
"Beautiful place. Very clean & welcoming "
United States
Chris
The price is ￥21,484
￥34,295 total
includes taxes & fees
Mar 29 - Mar 30
The Perch in the Purchase -- Cozy, unique, and private
Interior

Apartment in Torrington

Pristine, Walkable downtown, Entire 2 Bedroom apartment
10.0 out of 10, Exceptional, (17 reviews)
"Everything about our stay was great - Corin and Jen were wonderful hosts. The place is spotless, cozy, comfy. Love that they were right next to the Green Way Trail along the river. Will absolutely stay there again! "
United States
Kate B.
The price is ￥26,258
￥45,952 total
includes taxes & fees
Apr 12 - Apr 13
Pristine, Walkable downtown, Entire 2 Bedroom apartment
TV, fireplace

Vacation Home in Carmel Hamlet

Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
9.8 out of 10, Exceptional, (13 reviews)
"We loved the cleanliness, the location near the lake and the neighborhood restaurant, The Great Blue Heron."
United States
Hannah P.
The price is ￥26,497
￥56,482 total
includes taxes & fees
Mar 24 - Mar 25
Lux Bungalow on Gorgeous Lake. Relax. Explore nearby towns. Ski. Kayak. Hike.
Cottage (3 Bedrooms) | Interior

Cottage in New Preston

Dainty New Preston Cottage w/ Dock & Lake Views!
3.0 star property
The price is ￥34,056
￥82,260 total
includes taxes & fees
Apr 10 - Apr 11
Dainty New Preston Cottage w/ Dock & Lake 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.
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

Hampton Inn Danbury

Hampton Inn Danbury

10/10 Excellent
"Nice hot tub and pool "
Stephen 1-night trip
Posted 13 hours ago
Hampton Inn Danbury

Find out more about Roxbury

Search for holiday rentals in Roxbury on Expedia! You can easily find your home rentals, villas, holiday apartments in Roxbury using one of the methods below:

  • View our selection of featured holiday rentals in Roxbury
  • Use the map to find apartments and other holiday homes in the Roxbury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Roxbury while they last

Look no further and take a look at our great range of rental properties in Roxbury!

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Roxbury?

Yes, you can find vacation rentals near well known sights in Roxbury, or you can select a more remote option if you're looking for relaxation.

What's the top vacation rental that Roxbury has to offer?

Lakehouse Boat Dock, Kayaks, Fire-Pit, Pool Table, Air Hockey, Hammock, King Bed: Visitors like this Roxbury vacation home rental. It offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Roxbury?

Choose from 16 Expedia vacation rentals in Roxbury for a memorable vacation.

What’s there to see and do in Roxbury?

Explore the area and family-friendly sights such as Quassy Amusement Park, or get out into nature at a spot like Lake Lillinonah. In the larger area, you’ll find Steep Rock Preserve and Elephant's Trunk Flea Market.

What’s a vacation rental in Roxbury like?

A vacation rental is a private property you can book for a long or short time in Roxbury. Vacation rentals feature extras such as hot tubs, fire pits, and patios so you'll have a home away from home. If you're concerned about a clean environment, vacation rentals can provide a sense of seclusion away from shared hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for a family getaway.