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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Middlebury vacation rentals

A hot tub on a wooden deck with a chair and a blanket.

1. 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 ￥19,576
￥43,659 total
includes taxes & fees
Sep 13 - Sep 14
HOT TUB | Beautiful Backyard Oasis|Newly Renovated
A gravel path leading to a white house with a garage, surrounded by grassy fields and trees.

2. 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, (66 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is ￥24,659
￥30,300 total
includes taxes & fees
Sep 3 - Sep 4
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
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, (103 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is ￥20,322
￥46,184 total
includes taxes & fees
Sep 2 - Sep 3
| 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, (2 reviews)
"Great little farmhouse for the family."
United States
Arlen K.
The price is ￥19,406
￥42,539 total
includes taxes & fees
Aug 31 - Sep 1
| Amish Country Getaway | Farm Views | Fire Pit |
A waterfront view with an American flag, a boat, and a sunset.

5. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (9 reviews)
"Easy 10/10 recommendation Perfect place for peace"
United States
Bonala
The price is ￥24,214
￥28,762 total
includes taxes & fees
Sep 10 - Sep 11
The Wellington Cottage
A spacious living room with a high ceiling, exposed wooden beams, a brick wall, a staircase, and a large television.

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 ￥21,000
￥51,919 total
includes taxes & fees
Sep 10 - Sep 11
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
A kitchen with a double sink, light-colored cabinets, and a refrigerator.

7. Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is ￥23,820
￥49,335 total
includes taxes & fees
Sep 2 - Sep 3
Farm Country Amish Country Newly Renovated
A log cabin interior with a dining area, a living room, a staircase, and a coffee bar.

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 ￥30,687
￥58,591 total
includes taxes & fees
Sep 10 - Sep 11
Hidden Log Cabin Hot Tub Ping Pong Family
A kitchen with light green cabinets, a white island with stools, a stainless steel refrigerator, and a 'Coffee' sign on the wall.

9. Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is ￥22,746
￥45,325 total
includes taxes & fees
Aug 31 - Sep 1
Amish Country Getaway Farm Views Fire Pit
A two-story building with a wooden facade and a metal roof, featuring a porch with chairs and a small garden area.

10. 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)
"Loved the tiny house "
United States
Karen M.
The price is ￥14,710
￥39,252 total
includes taxes & fees
Aug 27 - Aug 28
Serene Sanctuary | Tiny Home #1 in Amish Country!
A wooden deck with a hammock and a kayak, overlooking a lake with boats and a dock.

11. 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, (41 reviews)
"Fantastic place to stay"
United States
Kimberley G.
The price is ￥15,761
￥29,129 total
includes taxes & fees
Aug 27 - Aug 28
Relax and Unwind at the Cozy Cabin on Heaton Lake.
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, (319 reviews)
"Great property. Good location. Would stay again."
United States
BigJohnsCards24
The price is ￥25,472
￥36,433 total
includes taxes & fees
Sep 12 - Sep 13
Millie's Cottage
A wooden cabin with a covered porch, a staircase, and string lights.

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

Hot Tub Log Cabin | Shipshewana | Outdoor Living |
Shipshewana
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful cabin, so cozy! Host was very attentive and we loved our stay!"
United States
Janie
The price is ￥22,503
￥42,063 total
includes taxes & fees
Sep 10 - Sep 11
Hot Tub Log Cabin | Shipshewana | Outdoor Living |
A hotel lobby with a checkered floor, a reception desk, and a seating area with a sofa and chairs.

14. 2 Queen Bed | Non-Smoking

2 Queen Bed | Non-Smoking
Elkhart IN
10.0 out of 10, Exceptional, (200 reviews)
"Our one night stay was exactly what we needed, close drive to local sites without being noisy at night either."
United States
Anonymous traveler
The price is ￥6,980
￥9,213 total
includes taxes & fees
Aug 30 - Aug 31
2 Queen Bed | Non-Smoking
A spacious living room with a wooden dining table, chairs, a television, and a large window with curtains.

15. Lake House Shallow Sandy Kayaks Family Fun

Lake House Shallow Sandy Kayaks Family Fun
2.0 star property
Shipshewana
The price is ￥25,956
￥60,608 total
includes taxes & fees
Sep 13 - Sep 14
Lake House Shallow Sandy Kayaks Family Fun
A cozy living room with a sectional sofa, a coffee table, and a floor lamp. There are large windows with curtains, a decorative wall piece, and a view of the outdoors.

16. The Gemini

The Gemini
Elkhart
9.2 out of 10, Wonderful, (15 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 ￥18,470
￥23,168 total
includes taxes & fees
Aug 28 - Aug 29
The Gemini
A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden dining table with bar stools.

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

Kayaks | Relax by River | 10 Min to Shipshewana |
Howe
10.0 out of 10, Exceptional, (28 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 ￥17,381
￥36,026 total
includes taxes & fees
Aug 31 - Sep 1
Kayaks | Relax by River | 10 Min to Shipshewana |

18. Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax

Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
Shipshewana
The price is ￥23,434
￥56,962 total
includes taxes & fees
Aug 31 - Sep 1
Sunset Oasis | Kayaks | Pedal Boat | Pier | Relax
A covered patio with a table, chairs, a grill, and a view of a lake at sunset.

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, (74 reviews)
"Nice for a short visit."
United States
Bob W.
The price is ￥19,186
￥43,835 total
includes taxes & fees
Aug 31 - Sep 1
Live & Love Life on the Lake at Sunset Cottage!
A covered porch with two chairs and a table, a brick wall, and string lights.

20. 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, (49 reviews)
"We had a great stay!!"
United States
Sally F.
The price is ￥39,613
￥48,514 total
includes taxes & fees
Sep 8 - Sep 9
Superb 5-bedroom farmhouse in Goshen with WiFi, AC
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

La Quinta Inn & Suites by Wyndham Elkhart

La Quinta Inn & Suites by Wyndham Elkhart

8/10 Good
"Hannah-Marie was the best when I checked in. Our attitude was amazing."
Karen 2-night trip
Posted less than an hour ago
La Quinta Inn & Suites by Wyndham Elkhart

Find out more about Middlebury

Search for holiday rentals in Middlebury on Expedia! You can easily find your home rentals, villas, holiday apartments in Middlebury using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middlebury!

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.