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Featured Cottages in Middlebury

A cottage in the mountains

9.2 out of 10, Wonderful, (7)
"Great quiet place to stay on a beautiful piece of land. Would stay here over a hotel any day!"
The price is NZ$404
includes taxes & fees
25 June - 26 June
A cottage in the mountains

Pristine Custom Cottage, Grand Piano, Massage Studio on Site

10.0 out of 10, Exceptional, (53)
"It was such a lovely stay. Everything was super tidy, clean, comfortable and cozy. We especially loved reading about the story of the build. Would absolutely recommend! "
The price is NZ$323
includes taxes & fees
25 June - 26 June
Pristine Custom Cottage, Grand Piano, Massage Studio on Site

Century-old lakefront Victorian on a private island with boats & beach - dogs OK

The price is NZ$2,440
includes taxes & fees
25 June - 26 June
Century-old lakefront Victorian on a private island with boats & beach - dogs OK
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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Frequently asked questions

What is there to do in Middlebury near my cottage?
Middlebury has enough experiences and activities to keep you occupied for weeks, beginning with National Museum of the Morgan Horse. UVM Morgan Horse Farm, Halpin Covered Bridge and Pulp Mill Covered Bridge are other fantastic attractions. If you're lingering longer, Otter Creek Brewing and Henry Sheldon Museum of Vermont History are great additions to your itinerary.