Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Roxbury
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
South America
South America
Check in
Add dates
Check out
Add dates
Who
Add guests
Search
Airbnb your home
Sign up
Log in
Gift cards
Airbnb your home
Help Center
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Skiing
Rooms
Cabins
Amazing pools
Vineyards
Amazing views
Farms
Lakefront
Beach
Chef's kitchens
Play
Bed & breakfasts
Design
Tiny homes
Trending
New
Grand pianos
Ski-in/out
Barns
Golfing
Beachfront
Off-the-grid
Camping
Mansions
Surfing
Creative spaces
Domes
A-frames
Lake
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places in Roxbury
Over 1,000 places in Roxbury
Guest favorite
Guest favorite
Home in Roxbury
Artist's Retreat In The Woods | Five-Acre Backyard
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$149
night
$149 per night
4.94 out of 5 average rating, 17 reviews
4.94 (17)
Superhost
Superhost
Home in Roxbury
Charming Saltbox with Modern Amenities
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$399
night
$399 per night
New place to stay
New
Home in Roxbury
Bright Modern Renovated House - 90 min from NYC
3 beds
3 beds
Apr 1 – 6
Apr 1 – 6
$538
night
$538 per night
New place to stay
New
Guest favorite
Guest favorite
Barn in Roxbury
Classic Red Barn with game room
2 beds
2 beds
Apr 7 – 12
Apr 7 – 12
$250
night
$250 per night
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Guest favorite
Guest favorite
Cottage in Washington
Litchfield Hills Country Hideaway
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$172
night
$172 per night
4.93 out of 5 average rating, 42 reviews
4.93 (42)
Guest favorite
Guest favorite
Guest suite in Bethlehem
Breezy Crest private & restful w/antique charm
1 king bed
1 king bed
Apr 1 – 6
Apr 1 – 6
$94
night
$94 per night
4.99 out of 5 average rating, 193 reviews
4.99 (193)
Guest favorite
Guest favorite
Home in Roxbury
Serenity in the Roxbury Woods!
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$450
$375
night
$375 per night, originally $450
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Superhost
Superhost
Home in Roxbury
Laura in the Woods
3 beds
3 beds
Apr 4 – 9
Apr 4 – 9
$449
night
$449 per night
4.83 out of 5 average rating, 48 reviews
4.83 (48)
Superhost
Superhost
Home in Roxbury
White Rock Hill - Roxbury
2 queen beds
2 queen beds
Apr 1 – 6
Apr 1 – 6
$295
night
$295 per night
Guest favorite
Guest favorite
Home in Roxbury
Twilight Dreams Farm
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$459
night
$459 per night
5.0 out of 5 average rating, 57 reviews
5.0 (57)
Guest favorite
Guest favorite
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
4 beds
4 beds
Apr 30 – May 5
Apr 30 – May 5
$152
night
$152 per night
4.98 out of 5 average rating, 40 reviews
4.98 (40)
Guest favorite
Guest favorite
Home in Roxbury
Zoom In 5* Town Roxbury "Moosehorn" PoshPadsCT
8 beds
8 beds
Apr 1 – 6
Apr 1 – 6
$1,265
$886
night
$886 per night, originally $1,265
4.95 out of 5 average rating, 22 reviews
4.95 (22)
Superhost
Superhost
Home in Roxbury
Litchfield County Four Season Country Paradise
5 beds
5 beds
Apr 1 – 6
Apr 1 – 6
$720
night
$720 per night
4.78 out of 5 average rating, 59 reviews
4.78 (59)
Home in Roxbury
Soar above the trees in Roxbury
3 beds
3 beds
May 28 – Jun 2
May 28 – Jun 2
$640
night
$640 per night
Guest favorite
Guest favorite
Cottage in Washington
The Cottage at Madison & Meadow Farm Washington CT
2 beds
2 beds
Apr 1 – 6
Apr 1 – 6
$259
night
$259 per night
5.0 out of 5 average rating, 91 reviews
5.0 (91)
Guest favorite
Guest favorite
Home in Southbury
Cozy Family and Pet friendly 3 br Home
4 beds
4 beds
Apr 1 – 6
Apr 1 – 6
$220
night
$220 per night
5.0 out of 5 average rating, 7 reviews
5.0 (7)
Home in Roxbury
Cheerful 4 Bedroom Country Home with Pool
5 beds
5 beds
Apr 1 – 7
Apr 1 – 7
$575
night
$575 per night
Guest favorite
Guest favorite
Guesthouse in Roxbury
Modern Country
2 beds
2 beds
Nov 1 – 6
Nov 1 – 6
$296
$266
night
$266 per night, originally $296
5.0 out of 5 average rating, 15 reviews
5.0 (15)
1
2
3
4
…
15