Photo by Brandon Miller

Search Vacation Homes in Middlebury

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Next weekend
Apr 18 - Apr 20
In two weeks
Apr 25 - Apr 27
In one month
May 9 - May 11
In two months
Jun 6 - Jun 8

Compare 7 Vacation Homes in Middlebury with updated reviews, rates, and availability.

Room in Apartment - Plaid Room 3min From Yale Univ
Shared Dormitory, 1 Bedroom | 1 bedroom

Room in Apartment - Plaid Room 3min From Yale Univ

3.0 star property
10.0 out of 10, Exceptional, (1)
"The owner is great and made great accommodations for our stay, the price was wonderful. The neighborhood maybe wasent the nicest but thats kinda out of his control."
Room in Apartment - Plaid Room 3min From Yale Univ
Las Flores Villa
Family House | Premium bedding, individually decorated, individually furnished, desk

Las Flores Villa

5.0 star property
10.0 out of 10, Exceptional, (1)
Las Flores Villa
Blackwoods Old Country Home 5 Bedroom Home by RedAwning
House, 5 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker, toaster

Blackwoods Old Country Home 5 Bedroom Home by RedAwning

3.0 star property
Blackwoods Old Country Home 5 Bedroom Home by RedAwning
ABC Stay - Connecticut Five Bedroom Home
House, Multiple Beds, Pool Access, Mountain View (Connecticut Five Bedroom Home) | Private kitchen | Fridge, microwave, oven, stovetop

ABC Stay - Connecticut Five Bedroom Home

4.0 star property
ABC Stay - Connecticut Five Bedroom Home
High Street Hideaway
House, Multiple Beds (High Street Hideaway) | Property grounds

High Street Hideaway

3.5 star property
High Street Hideaway
Woodbury Wonder
House, Multiple Beds (Woodbury Wonder) | Property grounds

Woodbury Wonder

3.5 star property
Woodbury Wonder
Que Luxury Camper Ct
Interior

Que Luxury Camper Ct

2.0 star property
Que Luxury Camper Ct
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.
Don't see what you're looking for?
See all available properties in Middlebury
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Other property types in Middlebury

New Haven Village Suites
Fridge, microwave, coffee/tea maker, cookware/dishes/utensils

New Haven Village Suites

3.0 star property
7.6 out of 10, Good, (2024)
"Good stay. "
New Haven Village Suites
Luxury Furnished Apartments by Hyatus Downtown at Yale
Honeymoon Apartment, 3 Bedrooms, Kitchen | In-room dining

Luxury Furnished Apartments by Hyatus Downtown at Yale

3.5 star property
9.6 out of 10, Exceptional, (42)
"Love their kitchen. Room is clean and comfortable. The staff is helpful. Will turn. "
Luxury Furnished Apartments by Hyatus Downtown at Yale
Luxury Apartments by Hyatus at Pierpont
Seasonal outdoor pool

Luxury Apartments by Hyatus at Pierpont

4.0 star property
9.4 out of 10, Exceptional, (13)
"Great. Would prefer to anyone"
Luxury Apartments by Hyatus at Pierpont
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.