A log cabin with red shutters and a small porch.

Middlebury Vacation Rentals

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Middlebury vacation rentals

Property grounds

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Middlebury
10.0 out of 10, Exceptional, (58 reviews)
"Nice private location "
United States
lynford b.
$176 nightly
The price is $188
Jul 12 - Jul 13
Total with taxes and fees
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Outdoor spa tub

HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (70 reviews)
"This is a great Property!"
United States
Patrick B.
$407 nightly
The price is $410
Aug 2 - Aug 3
Total with taxes and fees
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Fridge, microwave, oven, stovetop

| Amish Country Getaway | Farm Views | Fire Pit |

| Amish Country Getaway | Farm Views | Fire Pit |
Middlebury
10.0 out of 10, Exceptional, (2 reviews)
"Great little farmhouse for the family."
United States
Arlen K.
| Amish Country Getaway | Farm Views | Fire Pit |
Terrace/patio

The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful views "
United States
Darwin
$214 nightly
The price is $246
Aug 6 - Aug 7
Total with taxes and fees
The Wellington Cottage
Smart TV, DVD player

Hidden Log Cabin | Hot Tub | Ping Pong | Family |

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (11 reviews)
$578 nightly
The price is $583
Jul 16 - Jul 17
Total with taxes and fees
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Smart TV, books

The Back Porch Haven Stay in Amish Country yet close to Notre Dame

The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Middlebury
10.0 out of 10, Exceptional, (31 reviews)
"Everything was as advertised and the host was great. Highly recommend!"
United States
Bart W.
$343 nightly
The price is $367
Aug 9 - Aug 10
Total with taxes and fees
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
House | 3 bedrooms

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
Amish Country Getaway Farm Views Fire Pit
House | 3 bedrooms

Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
$658 nightly
The price is $704
Jul 16 - Jul 17
Total with taxes and fees
Hidden Log Cabin Hot Tub Ping Pong Family
Smart TV

Queen Bed Non-Smoking

Queen Bed Non-Smoking
Sturgis, MI
10.0 out of 10, Exceptional, (182 reviews)
"All necessities are gathered in one place with laundry facilities available if you need them on your journey! Great value considering its proximity to downtown happenings and stores."
United States
Anonymous traveler
$102 nightly
The price is $107
Aug 7 - Aug 8
Total with taxes and fees
Queen Bed Non-Smoking
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (302 reviews)
"Very nice place .. very clean! Would stay here again! "
United States
Monica N.
$182 nightly
The price is $209
Jul 12 - Jul 13
Total with taxes and fees
Millie's Cottage
Interior

Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!

Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!
Marcellus
9.2 out of 10, Wonderful, (15 reviews)
"We stayed here over the weekend and had a wonderful time and will certainly be returning. Debbie and her husband were absolutely fantastic and very communicative throughout our stay. The cabins were nice and cozy. We would recommend bringing bug repellent and bed sheets/blankets. The AC was really good in the cabin and we had a wonderful stay. 10/10 recommended!!"
Canada
Hamza
$116 nightly
The price is $121
Jul 10 - Jul 11
Total with taxes and fees
Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!
Outdoor dining

Live & Love Life on the Lake at Sunset Cottage!

Live & Love Life on the Lake at Sunset Cottage!
Howe
9.6 out of 10, Exceptional, (70 reviews)
"We had a great time staying here! The view of the lake was gorgeous and it was a very relaxing place to stay. "
United States
Katie H.
$255 nightly
The price is $293
Jul 12 - Jul 13
Total with taxes and fees
Live & Love Life on the Lake at Sunset Cottage!
Exterior detail

Emma's Place

Emma's Place
LaGrange
10.0 out of 10, Exceptional, (68 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
$302 nightly
The price is $347
Jul 14 - Jul 15
Total with taxes and fees
Emma's Place
Outdoor dining

Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Sturgis
9.8 out of 10, Exceptional, (12 reviews)
"Perfect place, nicely furnished!"
United States
Michelle n.
$455 nightly
The price is $479
Jul 13 - Jul 14
Total with taxes and fees
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Exterior

Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!

Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Goshen
9.6 out of 10, Exceptional, (19 reviews)
"Visited family and stayed a couple nights. Cozy place to stay. "
United States
Ken L.
$374 nightly
The price is $400
Jul 12 - Jul 13
Total with taxes and fees
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Exterior

Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (13 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
$211 nightly
The price is $243
Jul 13 - Jul 14
Total with taxes and fees
Natural Nook | Tiny Home #2 in Amish Country!
Exterior

Winding Creek Cabins

Winding Creek Cabins
Marcellus
10.0 out of 10, Exceptional, (9 reviews)
"Beautiful little cabin with all the amenities. Would highly recommend!"
United States
Christine K.
$228 nightly
The price is $239
Jul 10 - Jul 11
Total with taxes and fees
Winding Creek Cabins
Property grounds

Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
10.0 out of 10, Exceptional, (19 reviews)
"This was a wonderful place for a retreat--quiet and peaceful. I loved walking in Lawless County Park as well (just a short walk from the cottage)"
United States
Gail M.
$264 nightly
The price is $264
Jul 14 - Jul 15
Total with taxes and fees
Cozy little lake cottage on Buck Lake!
House | 2 bedrooms

Lake Front Cottage Kayaks Game Table Fun

Lake Front Cottage Kayaks Game Table Fun
2.0 star property
Shipshewana
10.0 out of 10, Exceptional, (1 review)
"Loved the cottage! Everything was as stated in the property description and the cottage is decorated very nicely and very clean. Unfortunately, there was severe weather and we had to delay our trip a day. When I asked if we'd be able to get a refund for one day, I got no response from the property manager. However, we accidentally took a book from the cottage and when we texted Todd, he responded immediately and was very helpful in how to return the book. The weather did not cooperate for...
United States
Ron
$253 nightly
The price is $291
Jul 15 - Jul 16
Total with taxes and fees
Lake Front Cottage Kayaks Game Table Fun
Terrace/patio

Diamond Lake Island Cabin

Diamond Lake Island Cabin
Cassopolis
9.0 out of 10, Wonderful, (43 reviews)
"House and property had everything we needed for a perfect weekend on the water. Would def stay again. "
United States
Nick P.
$341 nightly
The price is $341
Jul 25 - Jul 26
Total with taxes and fees
Diamond Lake Island Cabin
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

Woodspring Suites Elkhart

Woodspring Suites Elkhart

10/10 Excellent
"It's a brand new hotel they just built so its still in great shape and clean, staff was friendly and helpful. Decently priced. We definitely enjoyed our stay. The only negative thing was our first room didn't have knobs on the hotplate thing."
Daniel 1-night trip
Posted 2 hours ago
Woodspring Suites 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 $188 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?

HOT TUB | Beautiful Backyard Oasis|Newly Renovated: Visitors like this Middlebury vacation home rental. It offers a patio, a selection of games, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the hot tub in this rental home to help you unwind. Another good choice for your trip to Middlebury is Amazing view of Stone Lake from top deck. Thirty five miles from Notre Dame..

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 East Lake are a couple of lovely local spots to enjoy the outdoors, whereas family-friendly attractions include Deutsch Kase Haus. While here, Middlebury Public Library and Hunter Lake 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.