
Holiday houses in Middlebury
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Top-rated holiday rentals in Middlebury
Guests agree: these stays are highly rated for location, cleanliness and more.
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Holiday rentals for every style
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Popular amenities for Middlebury holiday rentals
Other great holiday rentals in Middlebury
Guest favourite

Private room in West Haven
4.93 out of 5 average rating, 216 reviewsCozy bedroom near the beach.

Farm stay in Bethlehem
4.78 out of 5 average rating, 51 reviewsThe Loft @ Sun One Organic Farm
Guest favourite

Cottage in Woodbury
4.7 out of 5 average rating, 10 reviewsThe serenity farm cottage
Guest favourite

Guesthouse in Roxbury
4.9 out of 5 average rating, 10 reviewsModern Country
Guest favourite

Private room in Newtown
4.98 out of 5 average rating, 105 reviewsSticks and Stones Farm - the Summit Cabin

Apartment in Southbury
5 out of 5 average rating, 4 reviewsPrivate Apartment in Southbury 103

Home in Middlebury
4.71 out of 5 average rating, 7 reviewsLake Quassapaug Homestead
Top Guest favourite

Apartment in Southbury
5 out of 5 average rating, 19 reviewsCozy Connecticut getaway!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- South Jersey Holiday rentals
- Yale University
- Fairfield Beach
- Rye Beach
- Six Flags New England
- Walnut Public Beach
- Rye Playland Beach
- Thunder Ridge Ski Area
- Rowayton Community Beach
- TPC River Highlands
- Cedar Beach
- Brownstone Adventure Sports Park
- Silver Sands Beach
- Woodmont Beach
- Bash Bish Falls State Park
- Sandy Beach
- Sunken Meadow State Park
- Jennings Beach
- Wildemere Beach
- Seaside Beach
- Hudson Highlands State Park
- Harveys Beach
- South Jamesport Beach
- Sherwood Island State Park
- Long Island Aquarium