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 / 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
Countryside
Cabins
Lakefront
Amazing views
Amazing pools
Rooms
Ski-in/out
Play
Farms
Tiny homes
Chef's kitchens
Bed & breakfasts
Vineyards
New
Trending
Off-the-grid
A-frames
Camping
Design
Barns
Golfing
Grand pianos
Mansions
Skiing
Lake
Filters
0
Display total before taxes
Show map
Search results; 862 places in Middlebury
862 places in Middlebury
Guest favourite
Guest favourite
Flat in Middlebury
The Cottage Apartment in downtown Middlebury.
3 beds
3 beds
28 Apr – 3 May
28 Apr – 3 May
$224 SGD
night
$224 SGD per night
5.0 out of 5 average rating, 20 reviews
5.0 (20)
Guest favourite
Guest favourite
Flat in Middlebury
Downtown 1 bedroom Apartment in Middlebury
2 beds
2 beds
26 Apr – 1 May
26 Apr – 1 May
$357 SGD
night
$357 SGD per night
5.0 out of 5 average rating, 169 reviews
5.0 (169)
Guest favourite
Guest favourite
Flat in Middlebury
Bluebird Studio- Light filled and airy
1 bed
1 bed
8–13 Jul
8–13 Jul
$223 SGD
night
$223 SGD per night
5.0 out of 5 average rating, 89 reviews
5.0 (89)
Guest favourite
Guest favourite
Flat in Middlebury
Farmhouse Sunset Suite
2 beds
2 beds
24–29 Apr
24–29 Apr
$175 SGD
night
$175 SGD per night
4.94 out of 5 average rating, 16 reviews
4.94 (16)
Guest favourite
Guest favourite
Flat in New Haven
Dog Team Falls Apartment - Minutes from Middlebury
2 beds
2 beds
15–20 May
15–20 May
$252 SGD
night
$252 SGD per night
4.99 out of 5 average rating, 188 reviews
4.99 (188)
Guest favourite
Guest favourite
Flat in Middlebury
Mountain View Retreat
1 king bed
1 king bed
26 Apr – 1 May
26 Apr – 1 May
$266 SGD
night
$266 SGD per night
4.99 out of 5 average rating, 101 reviews
4.99 (101)
Guest favourite
Guest favourite
Flat in New Haven
Charming one bedroom just minutes to Middlebury!
1 queen bed
1 queen bed
21–26 Apr
21–26 Apr
$144 SGD
night
$144 SGD per night
5.0 out of 5 average rating, 86 reviews
5.0 (86)
Guest favourite
Guest favourite
Flat in Middlebury
Spacious Home Near Heart of Middlebury Fiber Wifi
4 beds
4 beds
21–26 Apr
21–26 Apr
$523 SGD
$319 SGD
night
$319 SGD per night, originally $523 SGD
4.98 out of 5 average rating, 50 reviews
4.98 (50)
Guest favourite
Guest favourite
Flat in Middlebury
The Barn at Middlebury
3 beds
3 beds
8–13 May
8–13 May
$744 SGD
night
$744 SGD per night
5.0 out of 5 average rating, 184 reviews
5.0 (184)
Flat in Middlebury
Downtown Middlebury 3 BR Home - Walk Everywhere!
4 beds
4 beds
21–26 Apr
21–26 Apr
$266 SGD
night
$266 SGD per night
4.79 out of 5 average rating, 159 reviews
4.79 (159)
Guest favourite
Guest favourite
Flat in Bristol
East Wing 2nd Floor Apartment
2 beds
2 beds
24–29 Apr
24–29 Apr
$132 SGD
night
$132 SGD per night
4.96 out of 5 average rating, 23 reviews
4.96 (23)
Flat in Middlebury
Middlebury Home with Sunset views!
3 beds
3 beds
8–13 May
8–13 May
$297 SGD
night
$297 SGD per night
4.8 out of 5 average rating, 100 reviews
4.8 (100)
Guest favourite
Guest favourite
Flat in East Middlebury
Newly Renovated East Middlebury Apartment
2 queen beds
2 queen beds
21–26 Apr
21–26 Apr
$316 SGD
night
$316 SGD per night
4.97 out of 5 average rating, 30 reviews
4.97 (30)
Guest favourite
Guest favourite
Flat in Cornwall
Cider Mill Studio
2 beds
2 beds
21–26 Apr
21–26 Apr
$278 SGD
night
$278 SGD per night
5.0 out of 5 average rating, 11 reviews
5.0 (11)
Guest favourite
Guest favourite
Flat in New Haven
Tasteful two bedroom just minutes to Middlebury!
2 queen beds
2 queen beds
21–26 Apr
21–26 Apr
$224 SGD
night
$224 SGD per night
5.0 out of 5 average rating, 17 reviews
5.0 (17)
Guest favourite
Guest favourite
Flat in New Haven
Gracious two bedroom just minutes to Middlebury!
22–27 Apr
22–27 Apr
$320 SGD
night
$320 SGD per night
4.99 out of 5 average rating, 142 reviews
4.99 (142)
Guest favourite
Guest favourite
Flat in Cornwall
Beautiful 1-bedroom apt w/ stunning views
1 queen bed
1 queen bed
22–27 Apr
22–27 Apr
$262 SGD
night
$262 SGD per night
4.81 out of 5 average rating, 27 reviews
4.81 (27)
Superhost
Superhost
Flat in Middlebury
Inviting apartment in Middlebury
2 beds
2 beds
27 May – 1 Jun
27 May – 1 Jun
$258 SGD
night
$258 SGD per night
4.82 out of 5 average rating, 39 reviews
4.82 (39)
1
2
3
4
…
15