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
Airbnb your home
Help Centre
%{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
0
Display total before taxes
Show map
Search results; Over 1,000 places in Bennington
Over 1,000 places in Bennington
Guest favourite
Guest favourite
Guest house in North Bennington
Birch House - lake, green trees + modern comforts
1 queen bed
1 queen bed
21–26 Apr
21–26 Apr
$161 SGD
$137 SGD
night
$137 SGD per night, originally $161 SGD
4.98 out of 5 average rating, 150 reviews
4.98 (150)
Guest favourite
Guest favourite
Home in Bennington
Cozy Modern Sugar House with spectacular views.
3 beds
3 beds
20–25 Apr
20–25 Apr
$392 SGD
night
$392 SGD per night
4.99 out of 5 average rating, 237 reviews
4.99 (237)
Guest favourite
Guest favourite
88
Reviews
4.99
Rating
5
Years hosting
Room in Bennington
Stay with Leslie
Stay with Leslie
Hosting for 5 years
,
·
Hosting for 5 years
Leslie’s Bright & Cozy: King Room
19–24 Apr
19–24 Apr
$101 SGD
$93 SGD
night
$93 SGD per night, originally $101 SGD
4.99 out of 5 average rating, 88 reviews
4.99 (88)
Guest favourite
Guest favourite
Home in Bennington
Southern Vermont Home
3 queen beds
3 queen beds
6–11 May
6–11 May
$286 SGD
night
$286 SGD per night
4.99 out of 5 average rating, 275 reviews
4.99 (275)
Guest favourite
Guest favourite
Flat in Bennington
Modern retreat in heart of town
18–23 Apr
18–23 Apr
$222 SGD
night
$222 SGD per night
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Guest favourite
Guest favourite
Home in Bennington
Bright and Cozy Home in Town!
5 beds
5 beds
18–23 Apr
18–23 Apr
$270 SGD
night
$270 SGD per night
4.96 out of 5 average rating, 53 reviews
4.96 (53)
Superhost
Superhost
Cabin in Bennington
Vermont Cabin - Secluded Woods on South Stream
2 beds
2 beds
28 Apr – 3 May
28 Apr – 3 May
$170 SGD
night
$170 SGD per night
4.8 out of 5 average rating, 101 reviews
4.8 (101)
Guest favourite
Guest favourite
Farm stay in Bennington
The Farm cottage
2 beds
2 beds
28 Apr – 3 May
28 Apr – 3 May
$221 SGD
night
$221 SGD per night
4.96 out of 5 average rating, 83 reviews
4.96 (83)
Guest favourite
Guest favourite
Home in Shaftsbury
Cheerful 1 bedroom cottage
1 bed
1 bed
21–26 Apr
21–26 Apr
$136 SGD
night
$136 SGD per night
4.92 out of 5 average rating, 102 reviews
4.92 (102)
Guest favourite
Guest favourite
Flat in Bennington
The Octopus's Garden
1 queen bed
1 queen bed
25–30 Apr
25–30 Apr
$152 SGD
night
$152 SGD per night
4.93 out of 5 average rating, 527 reviews
4.93 (527)
Guest favourite
Guest favourite
Flat in Bennington
Cooper's Place
1 queen bed
1 queen bed
30 Apr – 5 May
30 Apr – 5 May
$145 SGD
night
$145 SGD per night
4.96 out of 5 average rating, 139 reviews
4.96 (139)
Guest favourite
Guest favourite
Home in Bennington
The Gate House--Experience Vermont!
4 beds
4 beds
23–28 Apr
23–28 Apr
$518 SGD
night
$518 SGD per night
4.99 out of 5 average rating, 109 reviews
4.99 (109)
Guest favourite
Guest favourite
Flat in Bennington
Cozy Loft steps from VT downtown
1 bed
1 bed
18–23 Apr
18–23 Apr
$236 SGD
$215 SGD
night
$215 SGD per night, originally $236 SGD
4.86 out of 5 average rating, 37 reviews
4.86 (37)
Guest favourite
Guest favourite
Home in Bennington
1865 Farm House with mountain and meadow views.
4 beds
4 beds
21–26 Apr
21–26 Apr
$356 SGD
night
$356 SGD per night
5.0 out of 5 average rating, 23 reviews
5.0 (23)
Guest favourite
Guest favourite
Dome in Bennington
5BR Secluded Mountain Sanctuary Dome Home
6 beds
6 beds
19–24 Apr
19–24 Apr
$333 SGD
$225 SGD
night
$225 SGD per night, originally $333 SGD
4.92 out of 5 average rating, 48 reviews
4.92 (48)
Superhost
Superhost
Home in Bennington
Comfortable 2 bedroom home in center of town.
3 queen beds
3 queen beds
1–6 May
1–6 May
$240 SGD
night
$240 SGD per night
4.8 out of 5 average rating, 87 reviews
4.8 (87)
Guest favourite
Guest favourite
Cottage in Bennington
Cozy, bright 3-bedroom Cottage with fireplace.
4 beds
4 beds
18–23 Apr
18–23 Apr
$583 SGD
$522 SGD
night
$522 SGD per night, originally $583 SGD
5.0 out of 5 average rating, 55 reviews
5.0 (55)
Guest favourite
Guest favourite
Farm stay in Bennington
Real Farm Vacation
8 beds
8 beds
21–26 Apr
21–26 Apr
$520 SGD
night
$520 SGD per night
4.97 out of 5 average rating, 95 reviews
4.97 (95)
1
2
3
4
…
15