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

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.
The price is AED 569
AED 692 total
includes taxes & fees
9 Aug - 10 Aug
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.
The price is AED 469
AED 1,069 total
includes taxes & fees
10 Aug - 11 Aug
| Hot Tub | Amish Farm Country | Pergola | Deck |
Outdoor spa tub

3. HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (73 reviews)
"This is a great Property!"
United States
Patrick B.
The price is AED 507
AED 1,063 total
includes taxes & fees
9 Aug - 10 Aug
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Terrace/patio

4. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful views "
United States
Darwin
The price is AED 625
AED 740 total
includes taxes & fees
9 Aug - 10 Aug
The Wellington Cottage
House | 2 bedrooms

5. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is AED 559
AED 1,159 total
includes taxes & fees
10 Aug - 11 Aug
Farm Country Amish Country Newly Renovated
Smart TV, books

6. 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.
The price is AED 485
AED 1,199 total
includes taxes & fees
8 Sep - 9 Sep
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Smart TV, DVD player

7. 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.
The price is AED 503
AED 1,152 total
includes taxes & fees
10 Aug - 11 Aug
Hidden Log Cabin | Hot Tub | Ping Pong | Family |
House | 3 bedrooms

8. Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is AED 600
AED 1,247 total
includes taxes & fees
10 Aug - 11 Aug
Hidden Log Cabin Hot Tub Ping Pong Family
Terrace/patio

9. 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, (48 reviews)
"We had a great stay!!"
United States
Sally F.
The price is AED 915
AED 1,108 total
includes taxes & fees
9 Aug - 10 Aug
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
House | 2 bedrooms

10. 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
The price is AED 474
AED 978 total
includes taxes & fees
10 Aug - 11 Aug
Lake Front Cottage Kayaks Game Table Fun
Exterior

11. 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.
The price is AED 339
AED 901 total
includes taxes & fees
10 Aug - 11 Aug
Natural Nook | Tiny Home #2 in Amish Country!
Exterior

12. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (315 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
The price is AED 529
AED 769 total
includes taxes & fees
9 Aug - 10 Aug
Millie's Cottage
Property grounds

13. Relax and Unwind at the Cozy Cabin on Heaton Lake.

Relax and Unwind at the Cozy Cabin on Heaton Lake.
Elkhart
10.0 out of 10, Exceptional, (39 reviews)
"Fantastic place to stay"
United States
Kimberley G.
The price is AED 463
AED 786 total
includes taxes & fees
10 Aug - 11 Aug
Relax and Unwind at the Cozy Cabin on Heaton Lake.
Exterior

14. 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
The price is AED 469
AED 912 total
includes taxes & fees
10 Aug - 11 Aug
Hot Tub Log Cabin | Shipshewana | Outdoor Living |
Living area

15. 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.
The price is AED 426
AED 535 total
includes taxes & fees
9 Aug - 10 Aug
The Gemini
Exterior

16. 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.
The price is AED 661
AED 1,474 total
includes taxes & fees
9 Aug - 10 Aug
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
Coffee/tea maker, fridge, microwave, oven

17. Kayaks | Relax by River | 10 Min to Shipshewana |

Kayaks | Relax by River | 10 Min to Shipshewana |
Howe
10.0 out of 10, Exceptional, (26 reviews)
"We had a great stay. It was really clean and comfortable, and I loved being able to kayak. It was a perfect place for a relaxing few days."
United States
Christine C.
The price is AED 532
AED 984 total
includes taxes & fees
13 Aug - 14 Aug
Kayaks | Relax by River | 10 Min to Shipshewana |
Exterior

18. 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.
The price is AED 899
AED 1,937 total
includes taxes & fees
11 Aug - 12 Aug
Arrowhead Riverfront! Beautiful, Peaceful, Private
Outdoor dining

19. 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.
The price is AED 657
AED 1,276 total
includes taxes & fees
31 Aug - 1 Sep
Live & Love Life on the Lake at Sunset Cottage!
House | 2 bedrooms

20. Secluded Shipshewana Log Cabin In the Woods

Secluded Shipshewana Log Cabin In the Woods
2.0 star property
Shipshewana
The price is AED 520
AED 1,008 total
includes taxes & fees
10 Aug - 11 Aug
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

Travelodge by Wyndham Elkhart

Travelodge by Wyndham Elkhart

8/10 Good
"The room was great. The only negative was the absence of a place to hang clothing."
Kent 2-night trip
Posted 2 hours ago
Travelodge by Wyndham Elkhart

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 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.