Photo by Ann Sair

Middlebury Vacation Rentals

    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

Vacation Rentals in Middlebury

Other types of properties in Middlebury you may be interested in

Hampton Inn & Suites Middlebury
Restaurant
Hampton Inn & Suites Middlebury
2.5 star property
8.6 out of 10, Excellent, (1003)
"Very friendly staff. Pet friendly but no hint of pet accidents. Good breakfast. Did not like the fact room was not made up daily. Not on website and only a couple of discrete signs to advize you of same."
The price is P5,942
P6,655 total
includes taxes & fees
Jul 28 - Jul 29
Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center
Courtyard
Essenhaus Inn & Conference Center
3.5 star property
9.8 out of 10, Exceptional, (939)
" I recently stayed at Essenhaus, a charming Amish hotel in a picturesque village, and it was exactly what I needed for a relaxing weekend. The cozy fire pit was perfect for unwinding each evening. The village offers delightful dining and shopping, with delicious home-cooked meals and unique handcrafted items. The beautiful landscape of rolling hills and lush gardens provided a soothing backdrop for peaceful walks. Nearby Shipshewana, with its adorable theater and numerous attractions, added...
The price is P6,417
P7,187 total
includes taxes & fees
Jun 30 - Jul 1
Essenhaus Inn & Conference Center
Farmstead Inn & Conference Center
View from property
Farmstead Inn & Conference Center
2.5 star property
9.6 out of 10, Exceptional, (1003)
"Large hotel with friendly staff close to area shopping. Extremely clean and quiet. "
The price is P8,573
P9,602 total
includes taxes & fees
Jul 7 - Jul 8
Farmstead Inn & Conference Center
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.

Search for holiday rentals in Middlebury on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlebury using one of the methods below:

  • View our selection of featured holiday rentals in Middlebury
  • Use the map to find apartments and other holiday homes in the Middlebury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlebury while they last

Look no further and take a look at our great range of rental properties in Middlebury!

Frequently asked questions

Are there vacation rentals in Middlebury?

Yes, you can find vacation rentals in Middlebury near Deutsch Kase Haus, or you can choose a more remote option if you're looking for extra privacy while you relax. Our travelers say Middlebury has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

How many vacation rentals will I find in Middlebury?

With 15 Expedia vacation rentals, you're sure to find just the right place for your Middlebury stay.

What can I see and do in Middlebury?

While exploring the area, visit family-friendly sights like Deutsch Kase Haus, or get outside and enjoy nature at Wellfield Botanic Gardens. In the larger area, you’ll find Dutch Creek Farm Animal Park and Blue Gate Performing Arts Center.

What are vacation rentals like in Middlebury?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Middlebury. Vacation rentals offer extras like laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a sanitized environment, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive option for family gatherings.

Recent reviews of Middlebury properties
Expedia verified reviews

Microtel Inn & Suites by Wyndham Elkhart

Microtel Inn & Suites by Wyndham Elkhart

5/5 Excellent
Our first choice on road trips
"Microtels are exactly what we need when traveling: a comfortable and affordable place to sleep that is close to the highway. Their consistency between locations is also a plus, as we know well what to expect."
A verified traveler stayed at Microtel Inn & Suites by Wyndham Elkhart
Posted 2 days ago
Microtel Inn & Suites by Wyndham Elkhart