A log cabin with red shutters and a small porch.

Middlebury Holiday Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Middlebury holiday 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, (57 reviews)
"Nice private location "
United States
lynford b.
The price is HK$1,215
HK$1,477 total
includes taxes & fees
19 Jul - 20 Jul
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, (100 reviews)
"This was a warm and cozy stay! "
United States
Tim B.
The price is HK$1,001
HK$2,275 total
includes taxes & fees
6 Jul - 7 Jul
| 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 HK$1,279
HK$1,516 total
includes taxes & fees
2 Jul - 3 Jul
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 HK$1,294
HK$2,861 total
includes taxes & fees
5 Jul - 6 Jul
The Back Porch Haven Stay in Amish Country yet close to Notre Dame
Fridge, microwave, oven, stovetop

| 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 HK$956
HK$2,087 total
includes taxes & fees
6 Jul - 7 Jul
| Amish Country Getaway | Farm Views | Fire Pit |
2 bedrooms

Farm Country Amish Country Newly Renovated

Farm Country Amish Country Newly Renovated
2.0 star property
Middlebury
The price is HK$1,357
HK$2,648 total
includes taxes & fees
1 Jul - 2 Jul
Farm Country Amish Country Newly Renovated
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 HK$2,641
HK$4,117 total
includes taxes & fees
2 Jul - 3 Jul
Hidden Log Cabin Hot Tub Ping Pong Family
3 bedrooms

Amish Country Getaway Farm Views Fire Pit

Amish Country Getaway Farm Views Fire Pit
2.0 star property
Middlebury
The price is HK$1,296
HK$2,439 total
includes taxes & fees
6 Jul - 7 Jul
Amish Country Getaway Farm Views Fire Pit
Property grounds

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, (36 reviews)
"Fantastic place to stay"
United States
Kimberley G.
The price is HK$988
HK$1,686 total
includes taxes & fees
7 Jul - 8 Jul
Relax and unwind at the Cozy Cabin on Heaton Lake.
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 HK$729
HK$1,008 total
includes taxes & fees
6 Jul - 7 Jul
Nature lover's paradise! Just peace, solitude, tranquility, birds & the trees!
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 HK$1,422
HK$2,561 total
includes taxes & fees
15 Jul - 16 Jul
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, (69 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 HK$1,186
HK$2,445 total
includes taxes & fees
1 Jul - 2 Jul
Live & Love Life on the Lake at Sunset Cottage!
Exterior

Millie's Cottage

Millie's Cottage
Shipshewana
10.0 out of 10, Exceptional, (301 reviews)
"Very nice place .. very clean! Would stay here again! "
United States
Monica N.
The price is HK$1,129
HK$1,641 total
includes taxes & fees
5 Jul - 6 Jul
Millie's Cottage
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 HK$1,137
HK$2,696 total
includes taxes & fees
2 Jul - 3 Jul
Emma's Place
Exterior

Natural Nook | Tiny Home #2 in Amish Country!

Natural Nook | Tiny Home #2 in Amish Country!
Shipshewana
10.0 out of 10, Exceptional, (13 reviews)
"Loved our stay — great spot and great Tiny House!"
United States
Sean P.
The price is HK$725
HK$1,906 total
includes taxes & fees
2 Jul - 3 Jul
Natural Nook | Tiny Home #2 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)
The price is HK$1,208
HK$3,744 total
includes taxes & fees
13 Jul - 14 Jul
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
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 HK$1,411
HK$3,146 total
includes taxes & fees
12 Jul - 13 Jul
Cozy, chic & historic 3-bedroom cabin in trendy Goshen, 40 mins from Notre Dame!
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 HK$1,404
HK$1,873 total
includes taxes & fees
5 Jul - 6 Jul
Winding Creek Cabins
Property grounds

Cottages on Sand Lake - The Cozy Cottage

Cottages on Sand Lake - The Cozy Cottage
Sturgis
9.2 out of 10, Wonderful, (25 reviews)
"It was a lovely get away"
United States
carol b.
Cottages on Sand Lake - The Cozy Cottage
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 HK$1,568
HK$2,722 total
includes taxes & fees
7 Jul - 8 Jul
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Middlebury Hotel Reviews

Van Buren Hotel

Van Buren Hotel

8/10 Good
"We enjoyed the convince of the parking . Staff was very friendly and easy check in. Liked that we were able to check in early."
Sally J 1-night trip
Posted 12 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:

  • View our selection of featured holiday rentals in Middlebury
  • Use the map to find apartments and other holiday homes in the Middlebury neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Middlebury while they last

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

Frequently asked questions

Are there holiday rentals in Middlebury?

Yes, there are holiday rentals in Middlebury close to Deutsch Kase Haus, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Middlebury has a good selection of restaurants. Make sure you have time to check out the shopping and gardens during your trip.

What are some of the best holiday rentals that Middlebury has to offer?

HOT TUB | Beautiful Backyard Oasis|Newly Renovated: This highly rated holiday home rental in Middlebury offers a patio, a selection of games and a BBQ 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 that you can cook with friends or family. Make the most of Access to 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 holiday rentals will I find in Middlebury?

With 15 Expedia holiday rentals, you're guaranteed to find just the right place for your Middlebury stay.

What can I see and do in Middlebury?

Stone Lake and Hunter 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 Middlebury Community Historical are other places worth a visit.

What are holiday rentals like in Middlebury?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Middlebury. Holiday rentals feature extras such as hot tubs, fire pits and patios so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which makes a holiday rental an attractive option for a small group gathering.