What are the top rated Cottage Rentals in Stockbridge?

There are a lot of options in Stockbridge. If you plan on staying in the Stockbridge area, consider making a reservation for a few nights at one of these properties as these have been rated the top Cottage Rentals in Stockbridge: <a href="/property/a-grand-property-in-historic-stockbridge/HA-321568397" class="class="static-page-link"">A Grand property in Historic Stockbridge</a> <a href="/property/just-a-min-from-downtown-stockbridge-on-11-acres/HA-321583082" class="class="static-page-link"">Just a min from Downtown Stockbridge on 11 Acres</a> <a href="/property/stockbridge-home-come-experience-the-berkshires/HA-3213026443" class="class="static-page-link"">Stockbridge Home, Come Experience The Berkshires!</a> <a href="/property/walk-into-town-soak-up-sun-on-enclosed-porch-steps-away-from-nature-trails/HA-3212763570" class="class="static-page-link"">Walk into town, soak up sun on enclosed porch &amp; steps away from nature trails!</a> <a href="/property/clean-modern-space-with-a-mix-of-original-warmth-and-charming-renovation/HA-3212725311" class="class="static-page-link"">Clean &amp; Modern space with a mix of original warmth and charming renovation.</a> <a href="/property/historic-stockbridge-villa-on-25-acres-sleeps-23/HA-3212786481" class="class="static-page-link"">Historic Stockbridge Villa on 25 acres sleeps 23</a> <a href="/property/stockbridge-pied-%C3%A0-terre/HA-3213754318" class="class="static-page-link"">Stockbridge pied-à-terre</a> <a href="/property/two-blocks-from-the-red-lion-inn-next-to-berkshire-theater/HA-3211046436" class="class="static-page-link"">Two Blocks from the Red Lion Inn &amp; next to Berkshire Theater</a> <a href="/property/historic-rectory-retreat-in-stockbridge-getaway-for-8-12-guests/HA-3213630382" class="class="static-page-link"">Historic Rectory Retreat in Stockbridge – Getaway for 8-12 Guests</a> <a href="/property/serene-and-refined-berkshires-retreat-close-to-kripalu-gardens-3-ski-resorts/HA-3213828758" class="class="static-page-link"">Serene and Refined Berkshires Retreat, Close to Kripalu, Gardens &amp; 3 Ski Resorts</a>

How much does it cost to rent a cottage in Stockbridge?

The average cost for a cottage rental in Stockbridge is $298 per night. Nighttravels has a wide list of great cottages near Stockbridge that would suit your needs. There are single and multiple rooms for solo trips or family vacations.

Are there any cottages in Stockbridge that allow pets?

Yes, here are the top cottage rentals in Stockbridge that allow you to bring your pet: Light-filled Carpenter's Cottage w/EV charger! The Cottage Spectacular Housatonic River View from newly renovated Historic Cottage Stockbridge Village in Summer Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires The Inn at Stockbridge A Grand property in Historic Stockbridge <a href="/all/usa/massachusetts/stockbridge" class="class="static-page-link"">See all pet-friendly vacation rentals in Stockbridge on Nighttravels</a>

Do you have any rental cottages in Stockbridge that are suitable for families?

Most of our listed cottages are suitable for families. Check out the complete list of cottages in Stockbridge to find one that works for you.

Are there quality cottages in Stockbridge that have indoor swimming pools?

As of 2025, the data from Nighttravels shows that there are Over 3 private swimming pools or cottages with indoor pools in the Stockbridge area along with other great amenities.

Stockbridge Cottage Rentals By Owner

Light-filled Carpenter's Cottage w/EV charger!

From US $225

9.8 (8 Reviews)

Cottage

Light-filled Carpenter's Cottage w/EV charger!

Air Conditioner
Parking
Security/Safety

Stockbridge Cottage Rentals & Holiday Homes

Find the best cottages in Stockbridge - We found 3 exact matches

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