A calm lake with reflections of the sky and trees, surrounded by lush greenery and hills.

Photo by Robin/Loving Life

Canaan cottages

We found 26 cottages — enter your dates for availability

Explore Canaan cottage rentals

Image of Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Premier Host

Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Berkshire Lake House Private Dock Sleeps 6

Berkshire Lake House Private Dock Sleeps 6

Sleeps 6 · 3 bedrooms · 1+ bathroom

Image of Mountain View Retreat in Hudson Valley near Berkshire Attractions

Mountain View Retreat in Hudson Valley near Berkshire Attractions

Sleeps 6 · 2 bedrooms · 1 bathroom

Image of Cozy Cottage in the Woods

Cozy Cottage in the Woods

Sleeps 4 · 1 bedroom · 1 bathroom

Image of Light-filled Carpenter's Cottage

Premier Host

Light-filled Carpenter's Cottage

Sleeps 2 · 1 bedroom · 1 bathroom

Image of Beautiful, cozy 2-bedroom cottage in charming Canaan perfect for a long getaway

Beautiful, cozy 2-bedroom cottage in charming Canaan perfect for a long getaway

Sleeps 4 · 2 bedrooms · 1 bathroom

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Enjoy full kitchens, laundry, pools, gardens and more
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