Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

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
$99 nightly
The price is $114
Apr 14 - Apr 15
Total with taxes and fees
The Wellington Cottage
House

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
$222 nightly
The price is $237
Apr 13 - Apr 14
Total with taxes and fees
Amish Country Getaway Farm Views Fire Pit
House | 2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
$243 nightly
The price is $260
Apr 13 - Apr 14
Total with taxes and fees
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
$250 nightly
The price is $265
Apr 13 - Apr 14
Total with taxes and fees
Cassopolis Cabin, Little Fish Lake On-site!
House

Lake House Kayaks Patio Deck Private Pier

Lake House Kayaks Patio Deck Private Pier
2.0 star property
Rome City
$259 nightly
The price is $290
Apr 13 - Apr 14
Total with taxes and fees
Lake House Kayaks Patio Deck Private Pier
House | 2 bedrooms

Relaxing Riverside 10 Minutes to Shipshewana

Relaxing Riverside 10 Minutes to Shipshewana
2.0 star property
Howe
$198 nightly
The price is $227
Apr 13 - Apr 14
Total with taxes and fees
Relaxing Riverside 10 Minutes to Shipshewana
House

Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
$186 nightly
The price is $214
Apr 13 - Apr 14
Total with taxes and fees
Lake Front Cottage Kayaks Game Table Fun
House

Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
$208 nightly
The price is $239
Apr 13 - Apr 14
Total with taxes and fees
Secluded Shipshewana Log Cabin In the Woods
House (2 Bedrooms) | Interior

Pet-friendly Cassoplis Cabin, Close to Parks!

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
$268 nightly
The price is $284
Apr 13 - Apr 14
Total with taxes and fees
Pet-friendly Cassoplis Cabin, Close to Parks!
House

Hot Tub The Strong Retreat Fire Pit 3BR

Hot Tub The Strong Retreat Fire Pit 3BR
2.0 star property
Elkhart
$271 nightly
The price is $290
Apr 19 - Apr 20
Total with taxes and fees
Hot Tub The Strong Retreat Fire Pit 3BR
House (2 Bedrooms) | Interior

Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
$268 nightly
The price is $284
Apr 13 - Apr 14
Total with taxes and fees
Cozy Cassopolis Cabin, Near Parks & Golfing!
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

Microtel Inn & Suites by Wyndham Elkhart

Microtel Inn & Suites by Wyndham Elkhart

4/10 Poor
"This hotel was filthy. I didn’t even feel comfortable taking my shoes off. Sloppy craftsmanship on a cheap renovation. The alarm clock did not work. The phone was unplugged from the wall when I entered the room. The water pressure and temp in the shower was really good but the whole thing leaked and the plug drain was disgusting and disconnected. I expected that the price was the tiny room and no amenities. The room size didn’t bother me a bit. I only needed to sleep don’t need anything large. I did expect for the carpets to have been cleaned anytime in the last 5 years. "
Laura 1-night trip
Posted 7 hours ago
Microtel Inn & Suites by Wyndham Elkhart

Find out more about Middlebury

Everything you need to know about Middlebury vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Middlebury vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Middlebury vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Middlebury vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Middlebury. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Middlebury in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $144 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Middlebury rentals

At Expedia, we put the best Middlebury vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Middlebury rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Middlebury vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Middlebury. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.

What's the top vacation rental in Middlebury?

Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame.: Visitors like this Middlebury vacation home rental. It is located on a lake and has a patio, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

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.