A log cabin with red shutters and a small porch.

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Check prices for these dates

In two weeks
Jul 31 - Aug 2
In two months
Sep 11 - Sep 13
In three months
Oct 9 - Oct 11
In four months
Nov 6 - Nov 8

Our top choices for Middlebury cottages

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
$214 nightly
The price is $246
Jul 19 - Jul 20
Total with taxes and fees
The Wellington Cottage
Exterior

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)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
$176 nightly
The price is $188
Jul 19 - Jul 20
Total with taxes and fees
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury
Exterior

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, (83 reviews)
"Such a great stay! We very much enjoyed the cabin and recommend for a relaxing, peaceful trip."
United States
Natalie C.
$336 nightly
The price is $350
Jul 16 - Jul 17
Total with taxes and fees
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife
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, (72 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.
$273 nightly
The price is $314
Jul 26 - Jul 27
Total with taxes and fees
Live & Love Life on the Lake at Sunset Cottage!
Exterior

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.
$292 nightly
The price is $327
Aug 2 - Aug 3
Total with taxes and fees
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!
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.
$262 nightly
The price is $262
Jul 20 - Jul 21
Total with taxes and fees
Cozy little lake cottage on Buck Lake!
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.
$455 nightly
The price is $479
Aug 8 - Aug 9
Total with taxes and fees
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Cottage (4 Bedrooms) | Interior

Lakefront Michigan Cottage - Deck, Grill & Kayaks!

Lakefront Michigan Cottage - Deck, Grill & Kayaks!
3.0 star property
Sturgis
$444 nightly
The price is $470
Aug 8 - Aug 9
Total with taxes and fees
Lakefront Michigan Cottage - Deck, Grill & Kayaks!
Exterior

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.
$589 nightly
The price is $630
Jul 19 - Jul 20
Total with taxes and fees
Arrowhead Riverfront! Beautiful, Peaceful, Private
Outdoor dining

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

Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
North Webster
$629 nightly
The price is $705
Aug 9 - Aug 10
Total with taxes and fees
Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!
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

Essenhaus Inn & Conference Center

Essenhaus Inn & Conference Center

8/10 Good
"The hotel was very nice. The rooms are very roomy. The separate dressing room with an extra sink is nice. We had a balcony which was great. The only thing I didn’t like was the soap which had no scent. I never give 5 stars because there is always room for improvement, but it was rated very high like it was the last time we stayed there."
Mary Jo 3-night trip
Posted 2 hours ago
Essenhaus Inn & Conference Center

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
269
Accommodation
102 Cottages
Lowest Price
$188
Highest Price
$630

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