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Featured Cottages in Stockbridge

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

2-bedroom cottage close to skiing with gas fireplace

Dog-friendly Copake Home w/ Sauna!

The Blue Elm - A Historic Berkshire Cottage

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

Private Island - Largest Fresh Water Reservoir in Mass

Waterfront Cottage 10 Min From Great Barrington

Charming historic cottage on scenic road to Mt. Greylock

Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House

Waterfalls and Trails at 'the Mills At Green Hole'
Top trending hotels in Stockbridge

The Stockbridge Country Inn Closest B&B to Norman Rockwell Museum and Chesterwood
Stockbridge Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Stockbridge that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Stockbridge is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Stockbridge Cottages essential information
Accommodation | 105 Cottages |
|---|---|
Lowest Price | CA $140 |
Highest Price | CA $508 |
Popular accommodation | Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly! , Heaven Can't Wait, On Beautiful Kinderhook Lake!!, 2-bedroom cottage close to skiing with gas fireplace, Dog-friendly Copake Home w/ Sauna!, The Blue Elm - A Historic Berkshire Cottage, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Private Island - Largest Fresh Water Reservoir in Mass, Waterfront Cottage 10 Min From Great Barrington, Charming historic cottage on scenic road to Mt. Greylock, Pondfront Gem Minutes From Hudsons Best Shops & Cafes The Stillwater House, Waterfalls and Trails at 'the Mills At Green Hole', Spacious Historic Home in the Berkshires! |






