Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Start your search
Location
Middlebury
Check-in / Checkout
Any week
Guests
Add guests
Stays
Experiences
Online Experiences
Where
Search by region
I’m flexible
I’m flexible
Vermont
Vermont
Europe
Europe
Italy
Italy
Caribbean
Caribbean
Mexico
Mexico
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 Centre
%{visible} of %{smart_count_str} Airbnb Category showing||||%{visible} of %{smart_count_str} Airbnb Categories showing
Your search
Countryside
Cabins
Lakefront
Amazing views
Amazing pools
Rooms
Play
Ski-in/out
Farms
Tiny homes
Chef's kitchens
Bed & breakfasts
Vineyards
New
Trending
Off the grid
A-frames
Camping
Design
Grand pianos
Golfing
Barns
Mansions
Skiing
Lake
Filters
0
Show map
Search results; Over 1,000 places in Middlebury
Over 1,000 places in Middlebury
Guest favourite
Guest favourite
Guest suite in Weybridge
Beautiful 1 Bedroom Suite with private entrance
1 queen bed
1 queen bed
Apr. 14 – 19
Apr. 14 – 19
$174 CAD
night
$174 CAD per night
·
$871 CAD total
$871 CAD total
Show price breakdown
4.99 out of 5 average rating, 229 reviews
4.99 (229)
Guest favourite
Guest favourite
Apartment in Middlebury
The Cottage Apartment in downtown Middlebury.
3 beds
3 beds
Apr. 14 – 19
Apr. 14 – 19
$256 CAD
night
$256 CAD per night
·
$1,279 CAD total
$1,279 CAD total
Show price breakdown
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Guest favourite
Guest favourite
Home in Middlebury
Nice one bedroom cottage
1 queen bed
1 queen bed
Apr. 1 – 6
Apr. 1 – 6
$205 CAD
night
$205 CAD per night
·
$1,023 CAD total
$1,023 CAD total
Show price breakdown
4.99 out of 5 average rating, 349 reviews
4.99 (349)
Guest favourite
Guest favourite
Home in Middlebury
Purple Door Cottage in the heart of Middlebury!
4 beds
4 beds
Apr. 29 – May 4
Apr. 29 – May 4
$374 CAD
night
$374 CAD per night
·
$1,868 CAD total
$1,868 CAD total
Show price breakdown
4.99 out of 5 average rating, 76 reviews
4.99 (76)
Guest favourite
Guest favourite
Guesthouse in Middlebury
Centrally-located Victorian carriage house
1 queen bed
1 queen bed
Apr. 11 – 16
Apr. 11 – 16
$198 CAD
night
$198 CAD per night
·
$989 CAD total
$989 CAD total
Show price breakdown
4.95 out of 5 average rating, 298 reviews
4.95 (298)
Guest favourite
Guest favourite
Cottage in New Haven
Small New Haven Cozy Cottage
2 beds
2 beds
May 6 – 11
May 6 – 11
$130 CAD
night
$130 CAD per night
·
$651 CAD total
$651 CAD total
Show price breakdown
4.99 out of 5 average rating, 238 reviews
4.99 (238)
Guest favourite
Guest favourite
143
Reviews
4.93
Rating
5
Years hosting
Room in Middlebury
Stay with Tim
Stay with Tim
Hosting for 5 years
,
·
Hosting for 5 years
Crow's Nest
Apr. 23 – 28
Apr. 23 – 28
$162 CAD
night
$162 CAD per night
·
$810 CAD total
$810 CAD total
Show price breakdown
4.93 out of 5 average rating, 143 reviews
4.93 (143)
Guest favourite
Guest favourite
Farm stay in Cornwall
Cozy country guest house
2 queen beds
2 queen beds
Apr. 10 – 15
Apr. 10 – 15
$258 CAD
night
$258 CAD per night
·
$1,288 CAD total
$1,288 CAD total
Show price breakdown
4.93 out of 5 average rating, 199 reviews
4.93 (199)
Guest favourite
Guest favourite
Apartment in Middlebury
Farmhouse Sunset Suite
2 beds
2 beds
Apr. 2 – 7
Apr. 2 – 7
$203 CAD
$188 CAD
night
$188 CAD per night, originally $203 CAD
·
$942 CAD total
$942 CAD total
Show price breakdown
4.93 out of 5 average rating, 14 reviews
4.93 (14)
Guest favourite
Guest favourite
Apartment in Middlebury
Bluebird Studio- Light filled and airy
1 bed
1 bed
Jun. 18 – 23
Jun. 18 – 23
$217 CAD
night
$217 CAD per night
·
$1,087 CAD total
$1,087 CAD total
Show price breakdown
5.0 out of 5 average rating, 86 reviews
5.0 (86)
Guest favourite
Guest favourite
Home in Middlebury
River House in the Heart of Middlebury
4 beds
4 beds
Apr. 1 – 6
Apr. 1 – 6
$780 CAD
$676 CAD
night
$676 CAD per night, originally $780 CAD
·
$3,380 CAD total
$3,380 CAD total
Show price breakdown
5.0 out of 5 average rating, 27 reviews
5.0 (27)
Guest favourite
Guest favourite
Apartment in Middlebury
Downtown 1 bedroom Apartment in Middlebury
2 beds
2 beds
Apr. 26 – May 1
Apr. 26 – May 1
$365 CAD
night
$365 CAD per night
·
$1,825 CAD total
$1,825 CAD total
Show price breakdown
5.0 out of 5 average rating, 168 reviews
5.0 (168)
Guest favourite
Guest favourite
Apartment in New Haven
Gracious two bedroom just minutes to Middlebury!
3 beds
3 beds
Apr. 14 – 19
Apr. 14 – 19
$254 CAD
night
$254 CAD per night
·
$1,269 CAD total
$1,269 CAD total
Show price breakdown
4.99 out of 5 average rating, 136 reviews
4.99 (136)
Guest favourite
Guest favourite
Apartment in Middlebury
Mountain View Retreat
1 king bed
1 king bed
Apr. 21 – 26
Apr. 21 – 26
$273 CAD
night
$273 CAD per night
·
$1,364 CAD total
$1,364 CAD total
Show price breakdown
4.99 out of 5 average rating, 99 reviews
4.99 (99)
Guest favourite
Guest favourite
Home in Middlebury
Downtown Middlebury Farmhouse
3 queen beds
3 queen beds
Jul. 3 – 8
Jul. 3 – 8
$556 CAD
night
$556 CAD per night
·
$2,781 CAD total
$2,781 CAD total
Show price breakdown
5.0 out of 5 average rating, 41 reviews
5.0 (41)
Guest favourite
Guest favourite
Apartment in New Haven
Dog Team Falls Apartment - Minutes from Middlebury
2 beds
2 beds
Apr. 15 – 20
Apr. 15 – 20
$262 CAD
night
$262 CAD per night
·
$1,310 CAD total
$1,310 CAD total
Show price breakdown
4.99 out of 5 average rating, 183 reviews
4.99 (183)
Guest favourite
Guest favourite
Home in Middlebury
In the heart of Middlebury, a modern farmhouse
3 queen beds
3 queen beds
May 7 – 12
May 7 – 12
$601 CAD
night
$601 CAD per night
·
$3,007 CAD total
$3,007 CAD total
Show price breakdown
5.0 out of 5 average rating, 108 reviews
5.0 (108)
Guest favourite
Guest favourite
Guesthouse in Middlebury
Middlebury cottage walk to campus.
3 beds
3 beds
Apr. 1 – 6
Apr. 1 – 6
$439 CAD
night
$439 CAD per night
·
$2,197 CAD total
$2,197 CAD total
Show price breakdown
4.96 out of 5 average rating, 112 reviews
4.96 (112)
1
2
3
4
…
15