Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Bennington
Check in / Check out
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Vermont
Vermont
Europe
Europe
Canada
Canada
Caribbean
Caribbean
Italy
Italy
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
Amazing views
Rooms
Farms
Vineyards
Lakefront
Chef's kitchens
Play
Bed & breakfasts
Ski-in/out
Tiny homes
Design
Barns
Grand pianos
Trending
New
Off-the-grid
Camping
Mansions
A-frames
Golfing
Creative spaces
OMG!
Yurts
Treehouses
Lake
Filters
, 1 filter applied
1
Display total before taxes
Show map
Search results; 32 places in Bennington
32 places in Bennington
Loft in Bennington
Charming Bennington Studio w/ Deck & Mountain View
1 queen bed
1 queen bed
Apr 22 – 27
Apr 22 – 27
$114
$91
night
$91 per night, originally $114
New place to stay
New
Loft in Bennington
Lovely 1 bedroom guest house on dead-end rd
1 queen bed
1 queen bed
Apr 27 – May 2
Apr 27 – May 2
$130
night
$130 per night
4.78 out of 5 average rating, 23 reviews
4.78 (23)
Superhost
Superhost
Loft in Hoosick Falls
STAY at Soho Like Loft in the Country
1 queen bed
1 queen bed
Apr 20 – 25
Apr 20 – 25
$125
night
$125 per night
4.79 out of 5 average rating, 153 reviews
4.79 (153)
Superhost
Superhost
Loft in Hoosick Falls
2000 Sq Inspiring Artist Loft
1 bed
1 bed
Apr 20 – 25
Apr 20 – 25
$182
night
$182 per night
4.81 out of 5 average rating, 72 reviews
4.81 (72)
Superhost
Superhost
Loft in Mechanicville
★Luxury Loft...Minutes to ALL local Venues ★
2 queen beds
2 queen beds
Apr 29 – May 4
Apr 29 – May 4
$109
night
$109 per night
4.81 out of 5 average rating, 537 reviews
4.81 (537)
Guest favorite
Guest favorite
Loft in Wilmington
Walk to Village/Lake Whitingham
3 beds
3 beds
Apr 23 – 28
Apr 23 – 28
$114
night
$114 per night
4.92 out of 5 average rating, 172 reviews
4.92 (172)
Superhost
Superhost
Loft in Mechanicville
★Chic Loft w/ Indoor Pergola & Lots of Space
3 queen beds
3 queen beds
May 5 – 10
May 5 – 10
$135
$118
night
$118 per night, originally $135
4.82 out of 5 average rating, 336 reviews
4.82 (336)
Guest favorite
Guest favorite
Loft in Greenfield
Treehouse Retreat
1 queen bed
1 queen bed
Jun 9 – 14
Jun 9 – 14
$140
$100
night
$100 per night, originally $140
4.94 out of 5 average rating, 54 reviews
4.94 (54)
Guest favorite
Guest favorite
Loft in Shelburne Falls
The Railroad House
1 queen bed
1 queen bed
Jun 9 – 14
Jun 9 – 14
$85
night
$85 per night
4.95 out of 5 average rating, 264 reviews
4.95 (264)
Guest favorite
Guest favorite
Loft in Conway
Bed, Bike and Brew
6 beds
6 beds
Apr 20 – 25
Apr 20 – 25
$77
night
$77 per night
5.0 out of 5 average rating, 33 reviews
5.0 (33)
Superhost
Superhost
Loft in Heath
Cozy loft apartment in adventurers paradise
1 bed
1 bed
Apr 24 – 29
Apr 24 – 29
$131
night
$131 per night
4.84 out of 5 average rating, 61 reviews
4.84 (61)
Guest favorite
Guest favorite
Loft in East Nassau
Dog Friendly Farm Spring bird watching
2 beds
2 beds
Apr 29 – May 4
Apr 29 – May 4
$171
night
$171 per night
4.99 out of 5 average rating, 151 reviews
4.99 (151)
Guest favorite
Guest favorite
Loft in Gill
Hickory Hill Treetop Apartment
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
$88
night
$88 per night
4.93 out of 5 average rating, 55 reviews
4.93 (55)
Guest favorite
Guest favorite
Loft in Glens Falls
Sweet Suite Heart of Hometown USA
2 beds
2 beds
Jun 20 – 25
Jun 20 – 25
$88
night
$88 per night
5.0 out of 5 average rating, 114 reviews
5.0 (114)
Guest favorite
Guest favorite
Loft in Williamstown
Vacation Rental Home in the Berkshires!
1 king bed
1 king bed
Apr 22 – 27
Apr 22 – 27
$152
night
$152 per night
4.94 out of 5 average rating, 18 reviews
4.94 (18)
Guest favorite
Guest favorite
Loft in Glens Falls
Hip Flat in Arts District -Walk to Cafes/Breweries
1 queen bed
1 queen bed
Apr 21 – 26
Apr 21 – 26
$130
night
$130 per night
4.97 out of 5 average rating, 34 reviews
4.97 (34)
Guest favorite
Guest favorite
Loft in North Adams
Location, location, location!
2 bunk beds
2 bunk beds
May 7 – 12
May 7 – 12
$164
night
$164 per night
4.93 out of 5 average rating, 100 reviews
4.93 (100)
Guest favorite
Guest favorite
Loft in Town of Rockingham
Saxtons River Studio apartment
Apr 20 – 25
Apr 20 – 25
$125
night
$125 per night
5.0 out of 5 average rating, 32 reviews
5.0 (32)
1
2