Photo by Jennifer Brokaw

Search Apartments 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

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Compare 80 Apartments in Roxbury with updated reviews, rates, and availability.

Cozy quite private location that makes you feel like home

10.0 out of 10, Exceptional, (3)
"this is a beautiful home very peaceful nothing but bored chirping in the morning i loved it and would book again. "
Cozy quite private location that makes you feel like home

The Hideaway

10.0 out of 10, Exceptional, (4)
"Me and my family stayed here for a quick get-away out of the city. Very pretty location, and loved our stay here! Thanks!"
The price is AED 533
AED 1,115 total
includes taxes & fees
13 May - 14 May
The Hideaway

1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids

9.4 out of 10, Exceptional, (56)
"Very cozy, spectacular views and very accomodating hosts. The kitchen is fully stocked for preparing meals at home and very near major grocery stores for food shopping"
1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids

Quiet 2bd Townhome apt in the heart of Cheshire.

10.0 out of 10, Exceptional, (1)
"Overall a positive experience. Property was clean and worked out really well for us as location was close to family we were visiting. We are from Florida, and it was cold in CT and the heat worked great so that was really good. Andrew was responsive to requests. Only criticism was in some of the set up. There are no dressers, so you need to stack your clothes on shelves in closet, which was not terrible. Also, the only mirror in the entire place was in the bathroom downstairs (bedrooms...
The price is AED 408
AED 711 total
includes taxes & fees
2 Jun - 3 Jun
Quiet 2bd Townhome apt in the heart of Cheshire.

New One Bedroom Apartment Centrally Located in Southbury

9.6 out of 10, Exceptional, (4)
"Excellent place in an excellent location. Charles is a wonderful host. Will be staying there again. "
The price is AED 353
AED 479 total
includes taxes & fees
21 May - 22 May
New One Bedroom Apartment Centrally Located in Southbury

Walk to Memorial Park: Pet-Friendly Bethlehem Home

10.0 out of 10, Exceptional, (6)
"We could not have been more pleased with the property or hosts. The property was clean and looked better in persons. Hosts were very friendly and accommodating. "
Walk to Memorial Park: Pet-Friendly Bethlehem Home

One Bedroom Apartment in Southford/Southbury, CT

9.4 out of 10, Exceptional, (6)
"The apartment was nice, big area, loved this rental."
The price is AED 480
AED 931 total
includes taxes & fees
5 Jun - 6 Jun
One Bedroom Apartment in Southford/Southbury, CT

Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

9.4 out of 10, Exceptional, (3)
"Great night stay! Wonderful place would definitely recommend! "
The price is AED 397
AED 530 total
includes taxes & fees
20 May - 21 May
Private, Quiet, Cozy Studio Guesthouse with 75" TV WiFi etc. In Watertown.

Litchfield Hills Hideaway

10.0 out of 10, Exceptional, (57)
"This is such a cute little spot! It is a couple of miles outside the center of town. There is a pizza restaurant and breakfast spot within 50 yards. The hosts were fantastic with communicating in advance of my arrival. "
The price is AED 551
AED 940 total
includes taxes & fees
15 May - 16 May
Litchfield Hills Hideaway

Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

10.0 out of 10, Exceptional, (28)
"We had a wonderful stay. Property was clean and perfect. Hosts were fantastic. Would return. "
The price is AED 918
AED 1,662 total
includes taxes & fees
13 May - 14 May
Farmhouse apartment on beautiful grounds. 2 mi. to Candlewood Lake

Peaceful apartment on 3.5 acres w/ artist studio.

9.8 out of 10, Exceptional, (15)
"The place was cozy quiet and clean. Exactly what I was looking for."
The price is AED 514
AED 770 total
includes taxes & fees
14 May - 15 May
Peaceful apartment on 3.5 acres w/ artist studio.

Cozy Tree Haus 1 Bedroom Apt

9.4 out of 10, Exceptional, (3)
"The check-in process was easy and all instructions were clear. Jonathan, the owner, was very responsive and easy to get a hold of if I had any questions. The place was cute, clean, and perfect for what I needed (a place to stay during my medical school rotation). As the review says, it is not ideal for taller guests as the roof slopes down in certain areas, but I found the place cozy."
The price is AED 422
AED 1,122 total
includes taxes & fees
19 May - 20 May
Cozy Tree Haus 1 Bedroom Apt

One Bedroom Apartment in Southford/Southbury, CT

The price is AED 464
AED 909 total
includes taxes & fees
5 Jun - 6 Jun
One Bedroom Apartment in Southford/Southbury, CT

Cozy Modern Farm Haus 2 Bedroom Apartment

10.0 out of 10, Exceptional, (3)
"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. "
The price is AED 579
AED 1,171 total
includes taxes & fees
4 Jun - 5 Jun
Cozy Modern Farm Haus 2 Bedroom Apartment

Steele Brook Manor Tranquil get away nestled in Litchfield County.

2.0 star property
9.4 out of 10, Exceptional, (3)
"This apartment in an older home met all of our needs. It was well-equipped and well-furnished, neat and clean, quiet with ample parking. "
Steele Brook Manor Tranquil get away nestled in Litchfield County.

Charming 2-bedroom apartment above horse stables on Tuckers Ridge Farm in Easton

The price is AED 1,047
AED 1,347 total
includes taxes & fees
20 May - 21 May
Charming 2-bedroom apartment above horse stables on Tuckers Ridge Farm in Easton

Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital

10.0 out of 10, Exceptional, (4)
"Perfect home base for our weekend of adventures in the New Haven/Waterbury areas."
Studio Apt with kitchen,Living room, bathroom & bedroom, near Griffith hospital

Apartment in Southford,Southbury

10.0 out of 10, Exceptional, (2)
"Over all a great place. Nice to have everything on one floor. Dogs loved it. Some businesses in the building and everyone is friendly!"
The price is AED 516
AED 976 total
includes taxes & fees
3 Jun - 4 Jun
Apartment in Southford,Southbury

Gather with loved ones in this early American home

Gather with loved ones in this early American home

Charming apartment 7 minute walk to downtown

10.0 out of 10, Exceptional, (11)
"Lovely very comfortable and up to date apartment! Highly recommend -hosts very responsive and helpful! "
The price is AED 591
AED 1,036 total
includes taxes & fees
19 May - 20 May
Charming apartment 7 minute walk to downtown
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

Litchfield County Four Season Country Paradise

9.6 out of 10, Exceptional, (40)
"Overall rating 5/5. I would recommend this home to other families and would stay again. "
Litchfield County Four Season Country Paradise

Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

10.0 out of 10, Exceptional, (41)
"Had an amazing stay. House was stocked with all of the essentials. Fantastic location. Would definitely stay again!"
Candlewood Lakefront 3bd/ 2 bath house w/ 180 degree views!

Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!

9.4 out of 10, Exceptional, (90)
"Well appointed cabin was perfect for a quick weekend up to visit friends. Would love to come back in warm weather to take advantage of the proximity to the beautiful lake. Thanks!"
Lake Cottage, Kayaks, FirePit, Grill & Deck, 1 hour & 15 Minutes to NYC!
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

What's it like to stay at an apartment in Roxbury?
You’ll find 18 lodging options in Roxbury. Though there aren’t many apartments, we can help you find accommodations with similar amenities. When you search for a place to stay on Expedia, you can use the filters to search for conveniences you might find in an apartment like a kitchen. Even filter by similar property types like vacation homes, condos, or cabins.
Why consider an apartment versus a traditional hotel?
Often more spacious than a traditional hotel room, an apartment includes a kitchen, so you can have some home-cooked meals. Apartments are ideal for families who want the conveniences of home, and also for couples who want to stay away from the tourist areas.
What's the best apartment I should consider for a stay in Roxbury?
Listed below are some of the more popular apartments in the area to choose from: Litchfield Hills Hideaway: Located 13 mi/21 km away in Litchfield. Amenities include private patios. Private, Quiet, Cozy Studio Guesthouse with 75” TV WiFi etc. In Watertown.: Located in Watertown, 9.8 mi/15.7 km away. Includes free WiFi and Smart TVs. A fitness center and onsite laundry facilities are on site. Charming 1-bedroom apartment in delightful Trumbull with AC and many amenities: 19.1 mi/30.7 km away in Trumbull. 1ST FLR APT Your Private Resort, now FAMILY-ized: 1 BR + LR suitable for 2 kids: Located in Shelton, 22.4 mi/36.1 km from Roxbury. Includes a private pool, free WiFi, and private patios. An outdoor pool and a hot tub are on site.
What can I expect from the weather in Roxbury?
Though weather is just one factor, it can really affect your travel plans, especially when you are planning a longer stay in Roxbury. The hottest months are usually July and August with an average temp of 70°F, while the coldest months are January and February with an average of 32°F. Average annual precipitation for Roxbury is 56 inches.
What should I see and do in Roxbury?
While exploring the area, visit family-friendly sights like The Christmas Shop, or get outside and enjoy nature at Lake Lillinonah. Steep Rock Preserve and Elephant’s Trunk Flea Market are a couple of places you’ll find in the larger area.
What's the best way to get to and around Roxbury?
Knowing a bit about the transportation options can make your trip smoother when you get to your destination. Fly into Oxford, CT (OXC-Waterbury - Oxford), which is located 10.3 mi (16.6 km) from the heart of the city. Otherwise, look for flights into Danbury, CT (DXR-Danbury Municipal), which is 15.7 mi (25.2 km) away. If you’d like to venture out around the area, you may want a rental car for your journey.