Photo by Brandon Miller
Search Middlebury Cottage Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
Next weekend
In two weeks
In one month
In two months
Browse Select Middlebury Cottages

Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
Enjoy Lakefront Sunsets in Cozy 2BR Cottage Escape
10.0 out of 10, Exceptional, (35)

Historic Whitneyville Cottage
Historic Whitneyville Cottage
9.4 out of 10, Exceptional, (16)

Cozy 2-bedroom Cottage with Access to Bantam Lake
Cozy 2-bedroom Cottage with Access to Bantam Lake
9.6 out of 10, Exceptional, (18)

Charming, private 2-bedroom cottage on classic New England farm in Washington CT
Charming, private 2-bedroom cottage on classic New England farm in Washington CT
10.0 out of 10, Exceptional, (4)

Guest Cottage on Country Estate
Guest Cottage on Country Estate
9.2 out of 10, Wonderful, (41)

Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
Sweet Dotti's Cottage on Candlewood Lake - 60M NYC
9.6 out of 10, Exceptional, (14)

Charming Connecticut Retreat Near Museums & Hiking
Charming Connecticut Retreat Near Museums & Hiking

Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
Lakeview property in private community. Lake & beach access. Swim/Kayak all day!
9.4 out of 10, Exceptional, (10)
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in
Top Middlebury Hotel Reviews

New Haven Hotel
10/10 Excellent
Find out more about Middlebury
Find out more about Middlebury
Middlebury Cottages information
Number of reviews | 149 |
---|---|
Accommodation | 53 Cottages |
Lowest Price | |
Highest Price |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
More Accommodation Types in Middlebury
- Vacation Homes in Middlebury
- Apartments in Middlebury
- Motels in Middlebury
- Cabin Rentals in Middlebury
- Condo Rentals in Middlebury
- Guest Houses in Middlebury
- Farmstay in Middlebury
- B&B in Middlebury
- Aparthotels in Middlebury
- Villas in Middlebury
- Lodges in Middlebury
- RV Parks in Middlebury
- Resorts in Middlebury
- Inns in Middlebury
- Hotels
All Accommodation Types
Be inspired: Top Cottages destinations in 2025
- Algonquin Park Cottages
- Jasper National Park Cottages
- Tofino Cottages
- Cultus Lake Cottages
- Waterton Park Cottages
- Sunshine Coast Cottages
- Hope Cottages
- Radium Hot Springs Cottages
- Kananaskis Cottages
- Wasaga Beach Cottages
- Calgary Cottages
- Harrison Hot Springs Cottages
- Moncton Cottages
- Northern Ontario Cottages
- Kingston Cottages
- Mont-Tremblant Cottages
- Chilliwack Cottages
- Kenora Cottages
- Halifax Cottages
- Collingwood Cottages
More ways to book
Expedia's Latest Trends
Hotels