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.
The price is ￥25,060
￥30,447 total
includes taxes & fees
Jul 12 - Jul 13
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Outdoor spa tub

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

| Hot Tub | Amish Farm Country | Pergola | Deck |
Middlebury
10.0 out of 10, Exceptional, (102 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is ￥20,638
￥46,730 total
includes taxes & fees
Jul 13 - Jul 14
| Hot Tub | Amish Farm Country | Pergola | Deck |
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
The price is ￥30,412
￥35,904 total
includes taxes & fees
Aug 6 - Aug 7
The Wellington Cottage
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.
The price is ￥27,324
￥59,338 total
includes taxes & fees
Aug 10 - Aug 11
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
House | 2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is ￥28,099
￥54,822 total
includes taxes & fees
Jul 13 - Jul 14
Farm Country Amish Country Newly Renovated
House | 3 bedrooms

Hidden Log Cabin Hot Tub Ping Pong Family

Hidden Log Cabin Hot Tub Ping Pong Family
2.0 star property
Middlebury
The price is ￥78,651
￥110,782 total
includes taxes & fees
Jul 16 - Jul 17
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)
"Room was cozy for two, with a nice layout that gave us space to relax together."
United States
Anonymous traveler
The price is ￥12,881
￥17,242 total
includes taxes & fees
Jul 13 - Jul 14
Queen Bed Non-Smoking
Exterior detail

Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!

Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
North Webster
The price is ￥43,815
￥102,356 total
includes taxes & fees
Aug 10 - Aug 11
Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (303 reviews)
"Very nice place .. very clean! Would stay here again! "
United States
Monica N.
The price is ￥23,282
￥33,840 total
includes taxes & fees
Jul 12 - Jul 13
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
The price is ￥15,360
￥21,132 total
includes taxes & fees
Jul 12 - Jul 13
Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!
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
The price is ￥23,690
￥46,319 total
includes taxes & fees
Jul 15 - Jul 16
Lake Front Cottage Kayaks Game Table Fun
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.
The price is ￥27,486
￥53,363 total
includes taxes & fees
Jul 28 - Jul 29
Live & Love Life on the Lake at Sunset Cottage!
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.
The price is ￥28,957
￥38,617 total
includes taxes & fees
Jul 19 - Jul 20
Winding Creek Cabins
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.
The price is ￥23,444
￥56,152 total
includes taxes & fees
Jul 14 - Jul 15
Emma's Place
2 bedrooms, free WiFi, bed sheets

Simple Serenity Loft | Tiny Home #6 in Amish Country!

Simple Serenity Loft | Tiny Home #6 in Amish Country!
Shipshewana
9.0 out of 10, Wonderful, (4 reviews)
"The place was beautiful and very clean and close to town.It was very peaceful and quiet."
United States
audrey o.
The price is ￥15,002
￥39,471 total
includes taxes & fees
Jul 15 - Jul 16
Simple Serenity Loft | Tiny Home #6 in Amish Country!
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.
The price is ￥24,899
￥77,426 total
includes taxes & fees
Jul 13 - Jul 14
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Smart TV, books

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Vandalia
10.0 out of 10, Exceptional, (82 reviews)
"Such a great stay! We very much enjoyed the cabin and recommend for a relaxing, peaceful trip."
United States
Natalie C.
The price is ￥44,818
￥64,160 total
includes taxes & fees
Jul 14 - Jul 15
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
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.
The price is ￥29,102
￥64,874 total
includes taxes & fees
Jul 16 - Jul 17
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
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.
The price is ￥28,084
￥42,635 total
includes taxes & fees
Jul 14 - Jul 15
Cozy little lake cottage on Buck Lake!
Terrace/patio

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
Syracuse
9.6 out of 10, Exceptional, (13 reviews)
"Lovely little place to stay"
United States
Panacea G.
The price is ￥29,749
￥52,151 total
includes taxes & fees
Aug 3 - Aug 4
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
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

Van Buren Hotel

Van Buren Hotel

10/10 Excellent
"We arrived at 1am and the lady at check in was so kind and got us checked right in and to our room. The room was very clean and comfortable. The water pressure in the flower leaves a little to be desired, but all in all it was an excellent stay."
Stacy 1-night trip
Posted 3 hours ago
Van Buren Hotel

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?

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.