A log cabin with red shutters and a small porch.

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Our top choices for Middlebury cottages

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, (76 reviews)
"Excellent place to stay, planning on staying again when we come to visit family. "
United States
Cara B.
The price is NZ$334
includes taxes & fees
8 Nov - 9 Nov
Charming 2-bedroom cottage with WiFi, AC in peaceful Middlebury

2. The Wellington Cottage

The Wellington Cottage
3.0 star property
Middlebury
10.0 out of 10, Exceptional, (12 reviews)
"Enjoyed our 2- night stay here."
United States
Phil
The price is NZ$211
includes taxes & fees
11 Nov - 12 Nov
The Wellington Cottage

3. Arrowhead Riverfront! Beautiful, Peaceful, Private

Arrowhead Riverfront! Beautiful, Peaceful, Private
Bristol
10.0 out of 10, Exceptional, (7 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.
The price is NZ$758
includes taxes & fees
5 Nov - 6 Nov
Arrowhead Riverfront! Beautiful, Peaceful, Private

4. 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, (79 reviews)
"Close commute to Shipshewana, beautiful water view,"
United States
Debra
The price is NZ$422
includes taxes & fees
4 Nov - 5 Nov
Live & Love Life on the Lake at Sunset Cottage!

5. Cozy little lake cottage on Buck Lake!

Cozy little lake cottage on Buck Lake!
Vandalia
9.8 out of 10, Exceptional, (28 reviews)
"Charming cabin, quiet lake when we were there."
United States
Rebecca K.
The price is NZ$426
includes taxes & fees
12 Nov - 13 Nov
Cozy little lake cottage on Buck Lake!

6. 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, (90 reviews)
"Perfect stay!"
United States
Bill R.
The price is NZ$426
includes taxes & fees
5 Nov - 6 Nov
Couples Hideaway, Hot Tub, Private, Gazebo, Serene, Country, Birds, Wildlife

7. Waterfront Family Gem w/ Private Dock in Syracuse

Waterfront Family Gem w/ Private Dock in Syracuse
3.0 star property
Syracuse
The price is NZ$857
includes taxes & fees
4 Nov - 5 Nov
Waterfront Family Gem w/ Private Dock in Syracuse

8. 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
9.4 out of 10, Exceptional, (19 reviews)
"Lovely little place to stay"
United States
Panacea G.
The price is NZ$581
includes taxes & fees
14 Nov - 15 Nov
Cozy lake Cottage on Dewart Lake , 1 mile from Blue Barn Berry Farm, Hottub!

9. 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 NZ$1,022
includes taxes & fees
23 Nov - 24 Nov
Charlee's Cabin - Family Escape on Webster Lake | Pier & Swimming!

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

Pet-friendly Cassoplis Cabin, Close to Parks!
3.0 star property
Cassopolis
The price is NZ$508
includes taxes & fees
4 Nov - 5 Nov
Pet-friendly Cassoplis Cabin, Close to Parks!

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

Cassopolis Cabin, Little Fish Lake On-site!
3.0 star property
Cassopolis
The price is NZ$473
includes taxes & fees
4 Nov - 5 Nov
Cassopolis Cabin, Little Fish Lake On-site!

12. Cozy Cassopolis Cabin, Near Parks & Golfing!

Cozy Cassopolis Cabin, Near Parks & Golfing!
3.0 star property
Cassopolis
The price is NZ$508
includes taxes & fees
4 Nov - 5 Nov
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

Find out more about Middlebury

Middlebury Cottages information

Number of reviews
311
Accommodation
107 Cottages
Lowest Price
NZ$211
Highest Price
NZ$1,022

Frequently asked questions

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 favourite with locals and tourists alike.