Holiday rentals in Middlebury
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Middlebury holiday rentals
Other great holiday rentals in Middlebury
Guest favourite
Guest suite in Waterbury
4.91 out of 5 average rating, 66 reviewsPrivate cozy getaway
31 May – 7 Jun
$146 SGD per night
Superhost
Home in Watertown
4.89 out of 5 average rating, 38 reviewsTiny Home Away From Home - Complete Privacy, Peace
20–27 May
$179 SGD per night
Guest favourite
Guest suite in Wolcott
5.0 out of 5 average rating, 14 reviewsModern cozy, pet friendly
26 Jun – 3 Jul
$168 SGD per night
Guest favourite
Flat in Southbury
4.88 out of 5 average rating, 88 reviewsSuite Hill studio
15–22 Aug
$198 SGD per night
Guest favourite
Cottage in Southbury
4.91 out of 5 average rating, 11 reviewsSun Filled Cottage
1–8 Feb
$213 SGD per night
Guest favourite
Home in Southbury
5.0 out of 5 average rating, 57 reviewsThe Cottage at Cedar Spring Farm
10–17 May
$219 SGD per night
Guest favourite
Home in Waterbury
4.95 out of 5 average rating, 61 reviewsAmazing views of the Brass City
3–10 Apr
$213 SGD per night
Guest favourite
Guest house in Southbury
4.96 out of 5 average rating, 51 reviewsThe Nest. Large studio in the Woods.
24 Jun – 1 Jul
$194 SGD per night
Destinations to explore
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom