Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
Experiences
Experiences
Services
Services
Start your search
Location
Homes in Rupert
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Gift cards
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Rupert
Over 1,000 homes in Rupert
Photo 1 of 6
Top guest favourite
Guest favourite
Cabin in Rupert
Elegant & Rustic Cabin - A Peaceful VT Getaway.
4 bedrooms
,
·
6 beds
,
·
1 private bathroom
9–14 Nov
9–14 Nov
£1,168
total
Show price breakdown
£1,168 total
,
·
4.99 out of 5 average rating, 127 reviews
4.99 (127)
Photo 1 of 6
Home in Rupert
Mtn-View Rupert Village Home on Private Acreage
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Sept
1–6 Sept
£1,993
£1,740
total
Show price breakdown
Photo 1 of 6
Top guest favourite
Guest favourite
Guest suite in Dorset
Guest Suite in historic 1804 tavern, w/ Breakfast.
1 bedroom
1 bedroom
,
·
1 double bed
1 double bed
,
·
1 bathroom
1 bathroom
10–15 Sept
10–15 Sept
£517
total
Show price breakdown
£517 total
Free cancellation
4.91 out of 5 average rating, 218 reviews
4.91 (218)
Photo 1 of 6
Top guest favourite
Guest favourite
Farm stay in Dorset
Pond House... on a farm, by a pond
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1 bathroom
1 bathroom
1–6 Nov
1–6 Nov
£1,843
£1,640
total
Show price breakdown
Free cancellation
5.0 out of 5 average rating, 90 reviews
5.0 (90)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Sandgate
Historical, Equestrian Oronacah cottage rental
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
,
·
2 bathrooms
2 bathrooms
8–13 Sept
8–13 Sept
£990
total
Show price breakdown
£990 total
Free cancellation
4.95 out of 5 average rating, 197 reviews
4.95 (197)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Dorset
Welcome to "Bumblinn" ~ Historic Dorset, VT
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
22–27 Sept
22–27 Sept
£2,172
total
Show price breakdown
£2,172 total
Free cancellation
5.0 out of 5 average rating, 26 reviews
5.0 (26)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Manchester
Edelweiss Cottage, Manchester VT
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2 bathrooms
2 bathrooms
12–17 Sept
12–17 Sept
£1,625
total
Show price breakdown
£1,625 total
Free cancellation
4.99 out of 5 average rating, 108 reviews
4.99 (108)
Photo 1 of 6
Guest favourite
Guest favourite
Cabin in Pawlet
Hickory Ridge, Vermont Log Cabin, no cleaning fee
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
,
·
4 bathrooms
4 bathrooms
6–11 Sept
6–11 Sept
£1,155
£1,019
total
Show price breakdown
4.92 out of 5 average rating, 186 reviews
4.92 (186)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Dorset
Home in the Heart of Dorset Village
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
,
·
3.5 bathrooms
3.5 bathrooms
8–13 Sept
8–13 Sept
£2,384
total
Show price breakdown
£2,384 total
4.99 out of 5 average rating, 90 reviews
4.99 (90)
Photo 1 of 6
Top guest favourite
Guest favourite
Treehouse in Pawlet
Treehouse compound, no cleaning fee
4 bedrooms
4 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
7–12 Sept
7–12 Sept
£1,077
£952
total
Show price breakdown
4.97 out of 5 average rating, 143 reviews
4.97 (143)
Photo 1 of 6
Barn in Dorset
The Carriage Barn: mountain views & walk to Dorset
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
,
·
1.5 bathrooms
1.5 bathrooms
1–6 Sept
1–6 Sept
£2,089
total
Show price breakdown
£2,089 total
New place to stay
New
Photo 1 of 6
Guest favourite
Guest favourite
Cabin in Granville
Log Cabin near Lake George w/ Game Room & Hot Tub
2 bedrooms
2 bedrooms
,
·
5 beds
5 beds
,
·
1 bathroom
1 bathroom
7–12 Sept
7–12 Sept
£712
£633
total
Show price breakdown
4.91 out of 5 average rating, 23 reviews
4.91 (23)
Photo 1 of 6
Top guest favourite
Guest favourite
Cottage in Pawlet
Pond Cottage at Consider Bardwell Farm
2 bedrooms
2 bedrooms
,
·
6 beds
6 beds
,
·
1 bathroom
1 bathroom
13–18 Sept
13–18 Sept
£1,057
£946
total
Show price breakdown
Free cancellation
4.94 out of 5 average rating, 110 reviews
4.94 (110)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Manchester
Ski and Play in Manchester Center!
5 bedrooms
5 bedrooms
,
·
7 beds
7 beds
,
·
2 bathrooms
2 bathrooms
6–11 Dec
6–11 Dec
£1,489
£1,345
total
Show price breakdown
Free cancellation
4.95 out of 5 average rating, 136 reviews
4.95 (136)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Dorset
Idyllic Dorset Home: Serene Escape w/amazing views
4 bedrooms
4 bedrooms
,
·
5 beds
5 beds
,
·
3 bathrooms
3 bathrooms
6–11 Sept
6–11 Sept
£2,848
£2,617
total
Show price breakdown
4.97 out of 5 average rating, 39 reviews
4.97 (39)
Photo 1 of 6
Top guest favourite
Guest favourite
Home in Mount Tabor
Cow Barn Lodge
5 bedrooms
5 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
1–6 Sept
1–6 Sept
£1,942
£1,733
total
Show price breakdown
4.98 out of 5 average rating, 294 reviews
4.98 (294)
Photo 1 of 6
Guest favourite
Guest favourite
Home in Dorset
Mountain Serenity
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
,
·
2.5 bathrooms
2.5 bathrooms
17–22 Dec
17–22 Dec
£1,599
total
Show price breakdown
£1,599 total
Free cancellation
4.89 out of 5 average rating, 28 reviews
4.89 (28)
Photo 1 of 6
Top guest favourite
Guest favourite
Apartment in Dorset
Dorset, Vermont mountain retreat
2 bedrooms
2 bedrooms
,
·
2 queen beds
2 queen beds
,
·
2.5 bathrooms
2.5 bathrooms
11–16 Sept
11–16 Sept
£1,451
total
Show price breakdown
£1,451 total
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Photo 1 of 6
Guest favourite
Guest favourite
Cabin in Sandgate
Log Cabin Near Manchester, Dorset and Arlington
4 bedrooms
4 bedrooms
,
·
9 beds
9 beds
,
·
2 bathrooms
2 bathrooms
1–6 Sept
1–6 Sept
£1,174
total
Show price breakdown
£1,174 total
4.95 out of 5 average rating, 60 reviews
4.95 (60)
1
2
3
4
…
15