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
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Middlebury vacation rentals

A gravel path leading to a white house with a garage, surrounded by grassy fields and trees.

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, (76 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is AED 624
AED 692 total
includes taxes & fees
12 Nov - 13 Nov
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
A hot tub on a wooden deck with a chair and a blanket.

2. HOT TUB | Beautiful Backyard Oasis|Newly Renovated

HOT TUB | Beautiful Backyard Oasis|Newly Renovated
Middlebury
10.0 out of 10, Exceptional, (78 reviews)
"Great location"
United States
Tracy C.
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
A hot tub with a view of a grassy field and a cloudy sky.

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (104 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is AED 458
AED 934 total
includes taxes & fees
23 Nov - 24 Nov
| Hot Tub | Amish Farm Country | Pergola | Deck |
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.

4. | Amish Country Getaway | Farm Views | Fire Pit |

| Amish Country Getaway | Farm Views | Fire Pit |
Middlebury
10.0 out of 10, Exceptional, (6 reviews)
"Great little farmhouse for the family."
United States
Arlen K.
The price is AED 440
AED 922 total
includes taxes & fees
10 Nov - 11 Nov
| Amish Country Getaway | Farm Views | Fire Pit |
A kitchen with a double sink, light-colored cabinets, and a refrigerator.

5. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is AED 557
AED 1,124 total
includes taxes & fees
23 Nov - 24 Nov
Farm Country Amish Country Newly Renovated
A wooden deck with a view of a calm lake, a dock, and a boat.

6. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (12 reviews)
"Enjoyed our 2- night stay here."
United States
Phil
The price is AED 360
AED 436 total
includes taxes & fees
11 Nov - 12 Nov
The Wellington Cottage
A spacious living room with a high ceiling, exposed wooden beams, a brick wall, a staircase, and a large television.

7. 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, (35 reviews)
"Loved the house. Clean and comfortable and convenient to shipshewana and goshen."
United States
Dianna D.
The price is AED 541
AED 1,227 total
includes taxes & fees
9 Nov - 10 Nov
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.

8. Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is AED 535
AED 1,056 total
includes taxes & fees
10 Nov - 11 Nov
Amish Country Getaway Farm Views Fire Pit
A cozy seating area with wicker chairs and a teal rug, a 'Welcome to our Lake House' sign, and nautical decorations.

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
The price is AED 366
AED 800 total
includes taxes & fees
24 Nov - 25 Nov
Lake Front Cottage Kayaks Game Table Fun
A small, single-story building with a dark roof and a welcoming entrance.

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

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
9.8 out of 10, Exceptional, (22 reviews)
"It was quite and peaceful… beautiful setting… loved the tiny house"
United States
Carla
The price is AED 385
AED 890 total
includes taxes & fees
9 Nov - 10 Nov
Natural Nook | Tiny Home #2 in Amish Country!
A covered porch with two chairs and a table, a brick wall, and string lights.

11. 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, (56 reviews)
"We had a great stay!!"
United States
Sally F.
The price is AED 915
AED 1,383 total
includes taxes & fees
9 Nov - 10 Nov
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
A house with a porch, a window with a flower box, and a chair outside.

12. Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (338 reviews)
"Great place to stay"
United States
Joshua H.
The price is AED 496
AED 659 total
includes taxes & fees
15 Nov - 16 Nov
Millie's Cottage
A spacious kitchen with white cabinets, a stainless steel refrigerator, and a dining area with a wooden table and chairs.

13. Arrowhead Riverfront! Beautiful, Peaceful, Private

Arrowhead Riverfront! Beautiful, Peaceful, Private
Bristol
10.0 out of 10, Exceptional, (8 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 740
AED 1,665 total
includes taxes & fees
10 Nov - 11 Nov
Arrowhead Riverfront! Beautiful, Peaceful, Private
A spacious loft with a stone fireplace, large windows, and a cozy seating area.

14. Riverhaven! Glamorous A-Frame on St Joe River!

Riverhaven! Glamorous A-Frame on St Joe River!
Bristol
9.0 out of 10, Wonderful, (8 reviews)
"Beautiful place to stay! The home was very clean and the location was perfect!"
United States
Emmajo R.
The price is AED 907
AED 1,863 total
includes taxes & fees
9 Nov - 10 Nov
Riverhaven! Glamorous A-Frame on St Joe River!
Exterior

15. Hilltop Family Retreat

Hilltop Family Retreat
Goshen
10.0 out of 10, Exceptional, (7 reviews)
"Well maintained and had everything you could need!"
United States
Rosie B.
The price is AED 1,690
AED 2,371 total
includes taxes & fees
9 Nov - 10 Nov
Hilltop Family Retreat
A room with a large window overlooking a lake, a ceiling fan, a wooden dining table with chairs, and a sofa.

16. 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, (50 reviews)
"Everything was as advertised. Excellent quiet location. Easy access to gorgeous lake. Clean well stocked home with garage Just like being at home. Short commute to NotreDame."
United States
donald
The price is AED 413
AED 694 total
includes taxes & fees
9 Nov - 10 Nov
Relax and Unwind at the Cozy Cabin on Heaton Lake.
A cozy room with wicker chairs, a rocking chair, a teal rug, and a sign reading "Welcome to our Lake House."

17. Lake Front Cottage | Kayaks | Game Table Fun

Lake Front Cottage | Kayaks | Game Table Fun
Shipshewana
9.4 out of 10, Exceptional, (11 reviews)
"Lake Front Cottage was perfect for our weekend stay in LaGrange County. The host was responsive in communication and provided everything we needed for a pleasant stay."
United States
Andrea S.
Lake Front Cottage | Kayaks | Game Table Fun
A wooden deck with a view of a lake, a covered seating area, and a building with a window.

18. Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa

Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa
Elkhart
6.8 out of 10, (3 reviews)
"We came here with 8 people, four young kids, we had fun in the hot tub and the sleeping arraignments were great, beds were comfortable enough and the kids loved the swim spa, and the view is super cool, watching birds and wild life in the river. We would recommend this place even in the winter. "
United States
Cara H.
Sunset Point: Spacious 4-bedroom house in Elkhart with WiFi, AC, Swim Spa
A long table with candles and greenery, set against a wooden backdrop with vertical strings of lights.

19. Rock Run Creek House

Rock Run Creek House
Goshen
9.6 out of 10, Exceptional, (5 reviews)
"Close to Shipshe and a beautiful property"
United States
Holly A.
The price is AED 1,690
AED 2,371 total
includes taxes & fees
9 Nov - 10 Nov
Rock Run Creek House
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 hotel, room, and property were cleaner than I expected. There were a few spots that needed a bit more attention in the bathroom, but the sheets and towels were clean and crisp. The front desk staff were kind. The room was missing a hair dryer but had a fridge and microwave. There was a decent complimentary breakfast available in the morning which was nice."
Rachel 1-night trip
Posted 14 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?

Millie's Cottage: This vacation home rental outside of Middlebury is located in the city center and has a fireplace, a patio, and air-conditioning to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. Kick off your shoes and enjoy yourself with a private yard and a selection of games.

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 Brokesha 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.