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
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Middlebury vacation rentals

Property grounds

1. 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, (64 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
$176 nightly
The price is $188
Aug 9 - Aug 10
Total with taxes and fees
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Outdoor spa tub

2. | Hot Tub | Amish Farm Country | Pergola | Deck |

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (103 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
$289 nightly
The price is $291
Aug 10 - Aug 11
Total with taxes and fees
| Hot Tub | Amish Farm Country | Pergola | Deck |
Terrace/patio

3. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful views "
United States
Darwin
$194 nightly
The price is $223
Aug 9 - Aug 10
Total with taxes and fees
The Wellington Cottage
Smart TV, books

4. 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, (32 reviews)
"Clean and comfy! "
United States
Debbi R.
$345 nightly
The price is $369
Aug 9 - Aug 10
Total with taxes and fees
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Smart TV, DVD player

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

Hidden Log Cabin | Hot Tub | Ping Pong | Family |
Goshen
10.0 out of 10, Exceptional, (13 reviews)
"Such a lovely place!It was spotless and peaceful"
United States
Marilee G.
$441 nightly
The price is $445
Aug 10 - Aug 11
Total with taxes and fees
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
House | 2 bedrooms

6. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
$316 nightly
The price is $338
Aug 10 - Aug 11
Total with taxes and fees
Farm Country Amish Country Newly Renovated
House | 3 bedrooms

7. Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
$486 nightly
The price is $520
Aug 10 - Aug 11
Total with taxes and fees
Hidden Log Cabin Hot Tub Ping Pong Family
Terrace/patio

8. Superb 5-bedroom farmhouse in Goshen with WiFi, AC

Superb 5-bedroom farmhouse in Goshen with WiFi, AC
Goshen
9.8 out of 10, Exceptional, (47 reviews)
"We had a great stay!!"
United States
Sally F.
$282 nightly
The price is $302
Aug 9 - Aug 10
Total with taxes and fees
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
House | 2 bedrooms

9. 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
$249 nightly
The price is $286
Aug 10 - Aug 11
Total with taxes and fees
Lake Front Cottage Kayaks Game Table Fun
Exterior

10. Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (17 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
$213 nightly
The price is $245
Aug 10 - Aug 11
Total with taxes and fees
Natural Nook | Tiny Home #2 in Amish Country!
Exterior

11. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (314 reviews)
"This was a lovely two bedroom home, very clean, and near the shops in Shipsewana. There was a long enough driveway for 2-3 cars. We sat in the chairs in the front of the house in the evening and watched quite a few buggies with Amish families trot by. They would wave to us which was fun. I would recommend this place to stay."
United States
Karen
$182 nightly
The price is $209
Aug 9 - Aug 10
Total with taxes and fees
Millie's Cottage
Exterior

12. Hot Tub Log Cabin | Shipshewana | Outdoor Living |

Hot Tub Log Cabin | Shipshewana | Outdoor Living |
Shipshewana
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful cabin, so cozy! Host was very attentive and we loved our stay!"
United States
Janie
$328 nightly
The price is $335
Aug 10 - Aug 11
Total with taxes and fees
Hot Tub Log Cabin | Shipshewana | Outdoor Living |
Living area

13. The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (14 reviews)
"Very clean, had everything we needed and the host was great to communicate with. One of the best places we have ever stayed."
United States
Kelly C.
$136 nightly
The price is $146
Aug 9 - Aug 10
Total with taxes and fees
The Gemini
Exterior

14. 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.
$375 nightly
The price is $401
Aug 9 - Aug 10
Total with taxes and fees
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Interior

15. Arrowhead Riverfront! Beautiful, Peaceful, Private

Arrowhead Riverfront! Beautiful, Peaceful, Private
Bristol
10.0 out of 10, Exceptional, (3 reviews)
"This was a lovely location, quiet and relaxing, for a visit with our family from Elkhart. It has plenty of room, a well-stocked kitchen, and was very clean. It’s close to a grocery store and several small towns that we like to visit."
United States
Dawn W.
$520 nightly
The price is $557
Aug 11 - Aug 12
Total with taxes and fees
Arrowhead Riverfront! Beautiful, Peaceful, Private
Outdoor dining

16. 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, (73 reviews)
"Perfect place for my husband & me to relax. View to the lake was gorgeous & cottage had everything needed!!"
United States
Debbi L.
$291 nightly
The price is $335
Aug 31 - Sep 1
Total with taxes and fees
Live & Love Life on the Lake at Sunset Cottage!
Exterior detail

17. Emma's Place

Emma's Place
LaGrange
9.8 out of 10, Exceptional, (70 reviews)
"Enjoyed our stay! Would definitely stay here again."
United States
James S.
$299 nightly
The price is $344
Aug 9 - Aug 10
Total with taxes and fees
Emma's Place
Exterior

18. Serene Sanctuary | Tiny Home #1 in Amish Country!

Serene Sanctuary | Tiny Home #1 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (5 reviews)
"This was a beautiful house. Very clean. Conveniently located. Easy check in. Would definitely recommend."
United States
Angela
$213 nightly
The price is $245
Aug 10 - Aug 11
Total with taxes and fees
Serene Sanctuary | Tiny Home #1 in Amish Country!
House | 2 bedrooms

19. Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
$358 nightly
The price is $412
Aug 10 - Aug 11
Total with taxes and fees
Secluded Shipshewana Log Cabin In the Woods
Interior

20. Lake Front Cottage | Kayaks | Game Table Fun

Lake Front Cottage | Kayaks | Game Table Fun
Shipshewana
9.0 out of 10, Wonderful, (7 reviews)
"Really enjoyed it very relaxing surprised at how well it was stocked for amenities. Really enjoyed the view of the lake, especially at sunset."
United States
Cynthia A.
$236 nightly
The price is $241
Aug 10 - Aug 11
Total with taxes and fees
Lake Front Cottage | Kayaks | Game Table Fun
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

Blue Gate Garden Inn

Blue Gate Garden Inn

10/10 Excellent
"Everything was great stayed many times never a problem "
Bob 3-night trip
Posted less than an hour ago
Blue Gate Garden Inn

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?

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 17 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 Meadow Valley Golf Club 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.