A log cabin with red shutters and a small porch.

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Middlebury cottages

Exterior

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, (68 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
$176 nightly
The price is $188
Sep 27 - Sep 28
Total with taxes and fees
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Terrace/patio

2. 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
$134 nightly
The price is $154
Oct 11 - Oct 12
Total with taxes and fees
The Wellington Cottage
Outdoor dining

3. 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, (75 reviews)
"Nice for a short visit."
United States
Bob W.
$218 nightly
The price is $251
Sep 20 - Sep 21
Total with taxes and fees
Live & Love Life on the Lake at Sunset Cottage!
Exterior

4. Arrowhead Riverfront! Beautiful, Peaceful, Private

Arrowhead Riverfront! Beautiful, Peaceful, Private
Bristol
10.0 out of 10, Exceptional, (3 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.
$457 nightly
The price is $489
Sep 22 - Sep 23
Total with taxes and fees
Arrowhead Riverfront! Beautiful, Peaceful, Private
Outdoor dining

5. Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Sturgis
9.6 out of 10, Exceptional, (17 reviews)
"Perfect place, nicely furnished!"
United States
Michelle n.
$452 nightly
The price is $476
Sep 30 - Oct 1
Total with taxes and fees
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Terrace/patio

6. Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
9.8 out of 10, Exceptional, (25 reviews)
"Charming cabin, quiet lake when we were there."
United States
Rebecca K.
$246 nightly
The price is $246
Sep 22 - Sep 23
Total with taxes and fees
Cozy little lake cottage on Buck Lake!
Exterior

7. 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, (87 reviews)
"Such a great stay! We very much enjoyed the cabin and recommend for a relaxing, peaceful trip."
United States
Natalie C.
$246 nightly
The price is $256
Sep 20 - Sep 21
Total with taxes and fees
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
Cottage (4 Bedrooms) | Interior

8. Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Lakefront Michigan Cottage - Deck, Grill & Kayaks!
3.0 star property
Sturgis
$444 nightly
The price is $470
Sep 30 - Oct 1
Total with taxes and fees
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Exterior

9. 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, (17 reviews)
"Lovely little place to stay"
United States
Panacea G.
$309 nightly
The price is $346
Sep 20 - Sep 21
Total with taxes and fees
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
House (2 Bedrooms) | Interior

10. Cassopolis Cabin, Little Fish Lake On-site!

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
$251 nightly
The price is $266
Sep 20 - Sep 21
Total with taxes and fees
Cassopolis Cabin, Little Fish Lake On-site!
House (2 Bedrooms) | Interior

11. Pet-friendly Cassoplis Cabin, Close to Parks!

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
$270 nightly
The price is $286
Sep 20 - Sep 21
Total with taxes and fees
Pet-friendly Cassoplis Cabin, Close to Parks!
House (2 Bedrooms) | Interior

12. Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
$270 nightly
The price is $286
Sep 20 - Sep 21
Total with taxes and fees
Cozy Cassopolis Cabin, Near Parks & Golfing!
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

Super 8 by Wyndham Shipshewana

Super 8 by Wyndham Shipshewana

8/10 Good
"Location was great. Room was clean and staff friendly"
Lori 1-night trip
Posted 4 hours ago
Super 8 by Wyndham Shipshewana

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
301
Accommodation
108 Cottages
Lowest Price
$154
Highest Price
$489

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