Photo by Ann Sair

Search Middlebury Cottage Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
Sep 26 - Sep 28
In two weeks
Oct 3 - Oct 5
In one month
Oct 17 - Oct 19
In two months
Nov 14 - Nov 16

Cottages in Middlebury

Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND
Exterior

Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND

10.0 out of 10, Exceptional, (3)
"This Lakehouse was awesome!! Would recommended it to anyone visiting Notre Dame.Love love love Also, the owner was 5*, super nice and super helpful. "
Newly renovated 2-bedroom Lakehouse in Edwardsburg - 11 miles from ND
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Exterior

Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

2.0 star property
10.0 out of 10, Exceptional, (30)
"Would definitely come back!"
The price is ￥17,014
￥21,371 total
includes taxes & fees
Sep 29 - Sep 30
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Carefree Lakefront Cottage/ 11 mins to skiing
Property grounds

Carefree Lakefront Cottage/ 11 mins to skiing

10.0 out of 10, Exceptional, (204)
"Such a great little place! I could live there!!!!! Would stay again!!"
Carefree Lakefront Cottage/ 11 mins to skiing
Live & Love Life on the Lake at Sunset Cottage!
Outdoor dining

Live & Love Life on the Lake at Sunset Cottage!

9.6 out of 10, Exceptional, (53)
"Very relaxing, nice property. "
The price is ￥16,112
￥37,074 total
includes taxes & fees
Sep 23 - Sep 24
Live & Love Life on the Lake at Sunset Cottage!
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Outdoor spa tub

Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm

10.0 out of 10, Exceptional, (2)
"The cottage fits the description perfectly! It was probably the cleanest place I've ever stayed, which meant so much. It is as nice outside as in. Will definitely book again for a quiet weekend away."
The price is ￥27,223
￥48,883 total
includes taxes & fees
Sep 22 - Sep 23
Cozy lake Cottage on Dewart Lake with hottub, 1 mile from Blue Barn Berry Farm
Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe
Outdoor dining

Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe

2.0 star property
10.0 out of 10, Exceptional, (27)
"Beautiful view. My family enjoyed kayaking on the lake. "
Quaint cozy cottage nestled on the quiet shores of Pigeon Lake in Howe
The Wellington Cottage
Family Cottage, 3 Bedrooms, Non Smoking, Lake View | Lake view

The Wellington Cottage

3.0 star property
10.0 out of 10, Exceptional, (3)
"It had everything we needed was off the beaten path, we swam in the water and used the paddle boat, nice and relaxing"
The Wellington Cottage
Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet
Exterior

Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet

10.0 out of 10, Exceptional, (61)
"Very nice, and very clean, we enjoyed our stay "
The price is ￥21,172
￥35,167 total
includes taxes & fees
Sep 28 - Sep 29
Hot Tub, Couples Hideaway, Private, Coziness, Country, Birds, Wildlife, Quiet
Cozy little lake cottage on Buck Lake!
Property grounds

Cozy little lake cottage on Buck Lake!

10.0 out of 10, Exceptional, (11)
"Our stay was great! The house was very clean and had everything we needed. The location was nice and quiet, perfect for a relaxing vacation. "
The price is ￥26,631
￥40,094 total
includes taxes & fees
Sep 22 - Sep 23
Cozy little lake cottage on Buck Lake!
Cozy, Relaxing, Romantic, Fun All Sports Lake Cottage in Southwest Michigan
Outdoor dining

Cozy, Relaxing, Romantic, Fun All Sports Lake Cottage in Southwest Michigan

2.0 star property
10.0 out of 10, Exceptional, (7)
Cozy, Relaxing, Romantic, Fun All Sports Lake Cottage in Southwest Michigan
Cheerful Cottage Nestled on Beautiful Witmer Lake
Property grounds

Cheerful Cottage Nestled on Beautiful Witmer Lake

9.8 out of 10, Exceptional, (23)
"Very clean and comfortable. House was very well equipped with everything we needed. "
Cheerful Cottage Nestled on Beautiful Witmer Lake
Spacious cottage by lake & walking trails, 1 mile from downtown Shipshe.
Exterior

Spacious cottage by lake & walking trails, 1 mile from downtown Shipshe.

10.0 out of 10, Exceptional, (19)
"We thoroughly enjoyed our stay at Hummingbird Cottage. A great home away from home vibe and absolutely nothing was missing in comfort and amenities."
Spacious cottage by lake & walking trails, 1 mile from downtown Shipshe.
Charming 4-bedroom cottage on fabulous Diamond Lake! Just remodeled! WiFi & AC
Exterior

Charming 4-bedroom cottage on fabulous Diamond Lake! Just remodeled! WiFi & AC

2.0 star property
9.0 out of 10, Wonderful, (6)
"We had a wonderful weekend at Stacey’s home. The place was clean, spacious and well stocked with everything we needed to cook and grill. The lawn was great and right on a shallow sandy swim area. Beds were very comfortable. The hosts were very responsive answering all of our questions, and check in was very easy. Great spot overall on Diamond Lake! "
Charming 4-bedroom cottage on fabulous Diamond Lake! Just remodeled! WiFi & AC
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi
Exterior

Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi

10.0 out of 10, Exceptional, (7)
"Place is beautiful "
Charming 2-bedroom cottage "on Simonton Lake" in delightful Elkhart with WiFi
Quiet cottage a peaceful stay!
Exterior

Quiet cottage a peaceful stay!

8.6 out of 10, Excellent, (10)
"Great place to stay for a weekend"
Quiet cottage a peaceful stay!
Arrowhead Riverfront- 30 Min to ND Stadium
Exterior

Arrowhead Riverfront- 30 Min to ND Stadium

9.8 out of 10, Exceptional, (17)
"My family of four and another family of 5 just completed a weekend getaway using this rental. We loved the location right on the river and enjoyed Congolese, sitting on the deck, and just taking in the river views. Our teenage kids loved their own space in the basement. We took a day and enjoyed exploring South Bend, an easy 30 minute drive away. Mancino’s Pizza about 5 minutes from the house is delicious and highly recommended! We had a small issue with the AC, but it was turned into a...
The price is ￥44,341
￥85,597 total
includes taxes & fees
Oct 5 - Oct 6
Arrowhead Riverfront- 30 Min to ND Stadium
Cottage on the lake 20 minutes to Shipshewana
Exterior

Cottage on the lake 20 minutes to Shipshewana

9.2 out of 10, Wonderful, (9)
"The setting is rural and the lake view is good on a small lake. It is close to the toll road, which is convenient but audibly noticeable outdoors. We would stay again. The cottage is lovely and well-maintained. "
Cottage on the lake 20 minutes to Shipshewana
Cozy Cottage on St Joseph River in Bristol.
Exterior

Cozy Cottage on St Joseph River in Bristol.

10.0 out of 10, Exceptional, (10)
"Very comfortable and convenient place. I would stay there again!"
Cozy Cottage on St Joseph River in Bristol.
The Ice House
Exterior

The Ice House

10.0 out of 10, Exceptional, (4)
"Great place for my hubby and I! Enjoyed our stay and loved relaxing on the deck!"
The Ice House
Diamond Lake Island Cabin
Property grounds

Diamond Lake Island Cabin

9.0 out of 10, Wonderful, (39)
"Absolutely perfect weekend getaway! "
Diamond Lake Island Cabin
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

avid Hotels Elkhart North by IHG

avid Hotels Elkhart North by IHG

10/10 Excellent
"Very friendly person in charge of setting up the breakfast. She was cheerful and nice and kept things clean and in order. Nice gym also. "
John 2-night trip
Posted 2 days ago
avid Hotels Elkhart North by IHG

Find out more about Middlebury

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
525
Accommodation
95 Cottages
Lowest Price
￥21,371
Highest Price
￥85,597

Frequently asked questions

Why book your cottage in Middlebury with Expedia?
We think that a vacation should be stress-free, so if you're in search of cottages in Middlebury at a nice price, Expedia is here to help. Save cash and check in to a low-cost option far away from the city rush, or splurge on a 5-star cottage to really spoil your favorite people.
How can I find cheap cottages in Middlebury?
Expedia is here to help you easily source cheap cottages in Middlebury. To discover your ideal stay in a couple of clicks, use our handy filter tool to refine your search by amenities, star rating and budget.
What is there to do in Middlebury near my cottage?
If you're eager to make the most of your time in Middlebury, make tracks to Deutsch Kase Haus. It's a favorite with locals and tourists alike.

Explore a world of travel with Expedia

Explore a world of travel with Expedia