A log cabin with red shutters and a small porch.

Middlebury cottages

We found 11 cottages — enter your dates for availability

Explore Middlebury cottage rentals

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

Premier Host

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

Sleeps 6 · 2 bedrooms · 2 bathrooms

Image of Cozy Cottage on St Joseph River in Bristol.

Premier Host

Cozy Cottage on St Joseph River in Bristol.

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Arrowhead Riverfront! Beautiful, Peaceful, Private

Arrowhead Riverfront! Beautiful, Peaceful, Private

Sleeps 14 · 8 bedrooms · 2 bathrooms

Image of Adorable lake cottage near charming Shipshewana and within 40mins to ND

Adorable lake cottage near charming Shipshewana and within 40mins to ND

Sleeps 6 · 1 bedroom · 1 bathroom

Image of Cottage on the lake 15 minutes to Shipshewana

Cottage on the lake 15 minutes to Shipshewana

Sleeps 8 · 2 bedrooms · 1 bathroom

Image of Cozy Little Cottage On The Lake

Cozy Little Cottage On The Lake

Sleeps 4 · 2 bedrooms · 1 bathroom

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