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
Ski-in/out
New
Grand pianos
Barns
Golfing
Beachfront
Off-the-grid
Camping
Mansions
Surfing
Creative spaces
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
Home in Roxbury
Bright Modern Renovated House - 90 min from NYC
3 beds
3 beds
Mar 24 – 29
Mar 24 – 29
$365
night
$365 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Roxbury
Artist's Retreat In The Woods | Five-Acre Backyard
4 beds
4 beds
Mar 22 – 27
Mar 22 – 27
$159
night
$159 per night
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favorite
Guest favorite
Barn in Roxbury
Classic Red Barn with game room
2 beds
2 beds
Mar 25 – 30
Mar 25 – 30
$250
night
$250 per night
5.0 out of 5 average rating, 15 reviews
5.0 (15)
Superhost
Superhost
Home in Roxbury
Laura in the Woods
3 beds
3 beds
Mar 28 – Apr 2
Mar 28 – Apr 2
$449
night
$449 per night
4.83 out of 5 average rating, 48 reviews
4.83 (48)
Guest favorite
Guest favorite
Cottage in Washington
Litchfield Hills Country Hideaway
2 beds
2 beds
Mar 20 – 25
Mar 20 – 25
$165
night
$165 per night
4.93 out of 5 average rating, 41 reviews
4.93 (41)
Guest favorite
Guest favorite
Apartment in Brookfield
Peaceful apartment on 3.5 acres w/ Artist studio.
1 queen bed
1 queen bed
Mar 31 – Apr 5
Mar 31 – Apr 5
$124
night
$124 per night
4.94 out of 5 average rating, 178 reviews
4.94 (178)
Superhost
Superhost
Home in Roxbury
White Rock Hill - Roxbury
2 queen beds
2 queen beds
Mar 20 – 25
Mar 20 – 25
$250
night
$250 per night
Home in Roxbury
Soar above the trees in Roxbury
3 beds
3 beds
Mar 20 – 25
Mar 20 – 25
$450
night
$450 per night
Guest favorite
Guest favorite
Guest suite in Washington
Custom industrial farmhouse Apt in Washington Dpt
1 queen bed
1 queen bed
Mar 20 – 25
Mar 20 – 25
$130
night
$130 per night
5.0 out of 5 average rating, 36 reviews
5.0 (36)
Guest favorite
Guest favorite
Home in Roxbury
Serenity in the Roxbury Woods!
4 beds
4 beds
Mar 19 – 24
Mar 19 – 24
$450
night
$450 per night
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Guest favorite
Guest favorite
Home in Woodbury
Family-Friendly Woodbury Home with Yard + Deck!
4 beds
4 beds
Apr 16 – 21
Apr 16 – 21
$152
night
$152 per night
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Home in Bridgewater
Mid-Mod 2BR Cottage in CT Woods
2 beds
2 beds
Mar 20 – 25
Mar 20 – 25
$258
$206
night
$206 per night, originally $258
New place to stay
New
Home in Roxbury
Classic Roxbury Home w/ Picturesque Backyard!
3 queen beds
3 queen beds
Mar 20 – 25
Mar 20 – 25
$333
night
$333 per night
4.83 out of 5 average rating, 6 reviews
4.83 (6)
Superhost
Superhost
Home in Roxbury
Litchfield County Four Season Country Paradise
8 beds
8 beds
Mar 19 – 24
Mar 19 – 24
$790
night
$790 per night
4.78 out of 5 average rating, 59 reviews
4.78 (59)
Home in Roxbury
Cheerful 4 Bedroom Country Home with Pool
5 beds
5 beds
Mar 19 – 25
Mar 19 – 25
$575
night
$575 per night
Guest favorite
Guest favorite
Home in Roxbury
Twilight Dreams Farm
4 beds
4 beds
Mar 19 – 24
Mar 19 – 24
$459
night
$459 per night
5.0 out of 5 average rating, 57 reviews
5.0 (57)
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)
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)
1
2
3
4
…
15