We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.
We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday villas in Middlebury, CT

Professionally managed typically means…
  • Dedicated on-site help
  • Experienced local staff
  • Professional hospitality services
  • Secure credit card payment
Verified property owner typically means…
  • Enhanced property ownership verification in addition to verification of owner name and address via valid credit card
  • Established history of renting online
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Property owner typically means…
  • Verification of owner name and address via valid credit card
  • Direct & personal contact
  • Detailed rental knowledge
  • Flexible dates & rates
  • More options in smaller towns
Use a credit card to book with our Peace of Mind Protection.
Learn more
Find a rental
Price per night
Min
to
Max
Bedrooms
Any
Amenities
Select
My dates are flexible
Advanced
Find more rentals you can book on TripAdvisor!   We're showing you properties you can book on TripAdvisor first.
All 15 Rentals in the Middlebury Area
loading...
Sort by

The following rentals are within 30 kilometers of Middlebury, Connecticut.

From
€1,303
Per Week
New Milford
4 Bedrooms, 2 Bathrooms, Sleeps 8
29 photos Details
Reviews (1) Make Enquiry
From
€145
Per Night
New Haven
2 Bedrooms, 1 Bathroom, Sleeps 4
19 photos Details
Reviews (2) Make Enquiry
From
€109
Per Night
New Milford
3 Bedrooms, 1 Bathroom, Sleeps 6
20 photos Details
Reviews (1) Make Enquiry
From
€362
Per Night
Morris
3 Bedrooms, 3 Bathrooms, Sleeps 8
19 photos Details
Make Enquiry
From
€217
Per Night
New Fairfield
3 Bedrooms, 2 Bathrooms, Sleeps 6
3 photos Details
Make Enquiry
From
€217
Per Night
New Preston
3 Bedrooms, 3 Bathrooms, Sleeps 6
22 photos Details
Make Enquiry
From
€65
Per Night
Torrington
1 Bedroom, 1 Bathroom, Sleeps 2
1 photo Details
Make Enquiry
From
€362
Per Night
Morris
3 Bedrooms, 2 Bathrooms, Sleeps 10
12 photos Details
Make Enquiry
From
€54
Per Night
Hamden
1 Bedroom, 1 Bathroom, Sleeps 2
6 photos Details
Make Enquiry
From
€561
Per Night
Milford
4 Bedrooms, 3 Bathrooms, Sleeps 10
3 photos Details
Make Enquiry
Get the List
From
€181
Per Night
Woodbury
2 Bedrooms, 2 Bathrooms, Sleeps 4
3 photos Details
Make Enquiry
From
€163
Per Night
Wallingford
1 Bedroom, 1 Bathroom, Sleeps 4
11 photos Details
Make Enquiry
From
€181
Per Night
New Preston
1 Bedroom, 1 Bathroom, Sleeps 4
14 photos Details
Make Enquiry
From
€543
Per Night
Litchfield
3 Bedrooms, 3 Bathrooms, Sleeps 7
11 photos Details
Make Enquiry
From
€141
Per Night
Bethlehem
6 Bedrooms, 5 Bathrooms, Sleeps 12
16 photos Details
Make Enquiry
Go to map view
Book Online(14)

Suitability

  • Wheelchair access (3)
  • Elder access (9)
  • Suitable for children (11)
  • Pet friendly (4)
  • Smoking allowed (0)

Amenities

  • Other outdoor space (8)
  • Internet (7)
  • Parking (7)
  • Wi-Fi (7)
  • Fireplace (6)
  • View all amenities
List your property for free!
List your accommodation
for free on our website.
Reach millions worldwide.
Add a Listing


In partnership with
Get the List
Nearby cities