Photo by Ann Sair

Middlebury Vacation Rentals

Save an average of 15% on thousands of properties with Expedia Rewards

Most properties are fully refundable. Because flexibility matters.

Search over 2.9 million properties and 550 airlines worldwide

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, (1002)
"X"
The price is RM479
RM537 total
includes taxes & fees
19 May - 20 May
Hampton Inn & Suites Middlebury
Essenhaus Inn & Conference Center
Courtyard
Essenhaus Inn & Conference Center
3.5 star property
9.8 out of 10, Exceptional, (906)
"It was a great relaxing trip. I would change a couple of things....I would come on a Friday and Sat. because everything is closed on Sunday. Also, I would suggest for staff to walk through the lounge areas around 10:30 or so....It was VERY loud at 11pm with slamming doors and noise. It would be nice if there was a cut off time in the areas by the rooms. "
The price is RM754
RM844 total
includes taxes & fees
14 May - 15 May
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, (1006)
"Beautiful and clean accommodations. Wonderful staff!! A definite place we’ll stay whenever In Shipshewana, Indiana! "
The price is RM717
RM803 total
includes taxes & fees
19 May - 20 May
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.

Frequently asked questions

Are there holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Deutsch Kase Haus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers 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 holiday rentals will I find in Middlebury?

With 15 Expedia holiday rentals, you're guaranteed 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 wider area, you’ll find Dutch Creek Farm Animal Park and Blue Gate Performing Arts Center.

What are holiday rentals like in Middlebury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebury. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.