Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Apr 17 - Apr 19
In two months
May 29 - May 31
In three months
Jun 26 - Jun 28
In four months
Jul 24 - Jul 26

Our top choices for Middlebury vacation rentals

Terrace/patio

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (7 reviews)
"Wonderful views "
United States
Darwin
The price is P5,366
P6,518 total
includes taxes & fees
Apr 27 - Apr 28
The Wellington Cottage
Room

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is P7,415
P14,417 total
includes taxes & fees
Apr 8 - Apr 9
Amish Country Getaway Farm Views Fire Pit
2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is P7,764
P15,814 total
includes taxes & fees
Apr 6 - Apr 7
Farm Country Amish Country Newly Renovated
Interior

Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is P10,299
P16,579 total
includes taxes & fees
Apr 16 - Apr 17
Cassopolis Cabin, Little Fish Lake On-site!
2 bedrooms

Relaxing Riverside 10 Minutes to Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana
2.0 star property
Howe
The price is P6,840
P13,684 total
includes taxes & fees
Apr 6 - Apr 7
Relaxing Riverside 10 Minutes to Shipshewana
Room

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
The price is P8,084
P17,626 total
includes taxes & fees
Apr 8 - Apr 9
Lake House Kayaks Patio Deck Private Pier
Room

Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
The price is P6,493
P12,968 total
includes taxes & fees
Apr 6 - Apr 7
Lake Front Cottage Kayaks Game Table Fun
Interior

Pet-friendly Cassoplis Cabin, Close to Parks!

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is P9,697
P17,112 total
includes taxes & fees
Apr 5 - Apr 6
Pet-friendly Cassoplis Cabin, Close to Parks!
Interior

Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is P9,697
P17,112 total
includes taxes & fees
Apr 5 - Apr 6
Cozy Cassopolis Cabin, Near Parks & Golfing!
Room

Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
The price is P7,224
P14,542 total
includes taxes & fees
Apr 7 - Apr 8
Secluded Shipshewana Log Cabin In the Woods
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.
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Top Middlebury Hotel Reviews

La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart

8/10 Good
"Breakfast was decent/regular hotel staff / was a lil sketchy at first considering they had the emptiest parking lot but it was definitely okay for the price and just for a night"
Megan 1-night trip
Posted 8 hours ago
La Quinta Inn & Suites by Wyndham Elkhart

Find out more about Middlebury

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?

Stone Lake and Trout Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Deutsch Kase Haus. While here, Meadow Valley Golf Club and Middlebury Public Library are other places worth a visit.

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.