Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Walmart
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
Skiing
Countryside
Cabins
Amazing pools
Rooms
Amazing views
Farms
Vineyards
Lakefront
Play
Chef's kitchens
Bed & breakfasts
Ski-in/out
Tiny homes
Design
Barns
Grand pianos
New
Trending
Off-the-grid
Camping
Mansions
Golfing
A-frames
Creative spaces
OMG!
Yurts
Domes
Treehouses
Lake
Filters
0
Display total before taxes
Show map
Search results; Over 1,000 places
Over 1,000 places
Guest favorite
Guest favorite
137
Reviews
4.96
Rating
5
Years hosting
Room in Dalton
Mother in Law unit in Dalton
7 min drive
7 min drive
Apr 1 – 6
Apr 1 – 6
$65
night
$65 per night
4.96 out of 5 average rating, 137 reviews
4.96 (137)
Guest favorite
Guest favorite
Home in Dalton
The Yellow House
8 min drive
8 min drive
Apr 15 – 20
Apr 15 – 20
$100
night
$100 per night
4.91 out of 5 average rating, 112 reviews
4.91 (112)
Superhost
Superhost
Apartment in Pittsfield
Cozy Chic - Studio Apartment
11 min drive
11 min drive
Apr 2 – 7
Apr 2 – 7
$45
night
$45 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Pittsfield
Cantabile life in the Berkshires
7 min drive
7 min drive
Apr 7 – 12
Apr 7 – 12
$176
night
$176 per night
4.94 out of 5 average rating, 98 reviews
4.94 (98)
Guest favorite
Guest favorite
Cottage in Lanesborough
The Sail Loft
10 min drive
10 min drive
Apr 1 – 6
Apr 1 – 6
$113
night
$113 per night
4.94 out of 5 average rating, 116 reviews
4.94 (116)
Superhost
Superhost
Cottage in Lanesborough
Wildlife Lakeside Cottage
10 min drive
10 min drive
Apr 2 – 7
Apr 2 – 7
$195
night
$195 per night
4.85 out of 5 average rating, 248 reviews
4.85 (248)
Guest favorite
Guest favorite
Home in Pittsfield
Lake/Mountain View Getaway
12 min drive
12 min drive
Apr 2 – 7
Apr 2 – 7
$199
$143
night
$143 per night, originally $199
4.98 out of 5 average rating, 41 reviews
4.98 (41)
Guest favorite
Guest favorite
Farm stay in Pittsfield
Private 2nd-floor studio on a working produce farm
19 min drive
19 min drive
Apr 1 – 6
Apr 1 – 6
$102
night
$102 per night
4.99 out of 5 average rating, 101 reviews
4.99 (101)
Guest favorite
Guest favorite
374
Reviews
4.99
Rating
7
Years hosting
Room in Pittsfield
Large guest suite w/private bath in the Berkshires
11 min drive
11 min drive
Apr 7 – 12
Apr 7 – 12
$95
night
$95 per night
4.99 out of 5 average rating, 374 reviews
4.99 (374)
Superhost
Superhost
Home in Dalton
Willowbrook: A Sun Filled, Mid-century Modern Home
4 min drive
4 min drive
Apr 1 – 6
Apr 1 – 6
$630
night
$630 per night
4.74 out of 5 average rating, 76 reviews
4.74 (76)
Apartment in Pittsfield
Renovated, Spacious, and Ideal for Families
9 min drive
9 min drive
Apr 1 – 6
Apr 1 – 6
$75
night
$75 per night
New place to stay
New
Guest favorite
Guest favorite
Home in Pittsfield
BB's Central Berkshire Home
11 min drive
11 min drive
Apr 1 – 6
Apr 1 – 6
$188
night
$188 per night
4.96 out of 5 average rating, 48 reviews
4.96 (48)
Superhost
Superhost
Home in Pittsfield
Central Berkshire Bungalow by Evergreen Home
11 min drive
11 min drive
Apr 1 – 6
Apr 1 – 6
$172
night
$172 per night
4.9 out of 5 average rating, 30 reviews
4.9 (30)
Superhost
Superhost
Home in Dalton
Brooksong, the perfect Berkshires getaway
12 min drive
12 min drive
Apr 2 – 7
Apr 2 – 7
$400
$360
night
$360 per night, originally $400
4.92 out of 5 average rating, 169 reviews
4.92 (169)
Guest favorite
Guest favorite
Apartment in Lanesborough
Cozy Berkshire Waterfront Home
16 min drive
16 min drive
Apr 1 – 6
Apr 1 – 6
$182
night
$182 per night
5.0 out of 5 average rating, 21 reviews
5.0 (21)
Guest favorite
Guest favorite
Home in Lanesborough
Tranquil mid-century modern Berkshires retreat
10 min drive
10 min drive
Apr 1 – 6
Apr 1 – 6
$355
night
$355 per night
5.0 out of 5 average rating, 88 reviews
5.0 (88)
Guest favorite
Guest favorite
Home in Lanesborough
Scenic mountain getaway.
18 min drive
18 min drive
Apr 9 – 14
Apr 9 – 14
$250
night
$250 per night
5.0 out of 5 average rating, 46 reviews
5.0 (46)
Guest favorite
Guest favorite
Home in Pittsfield
Family-Centric Berkshire Getaway by Evergreen Home
14 min drive
14 min drive
Apr 1 – 6
Apr 1 – 6
$239
night
$239 per night
4.96 out of 5 average rating, 24 reviews
4.96 (24)
1
2
3
4
…
15