A nighttime view of a residential area with houses adorned with holiday lights.

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Check prices for these dates

In two weeks
Jul 24 - Jul 26
In two months
Sep 4 - Sep 6
In three months
Oct 2 - Oct 4
In four months
Oct 30 - Nov 1

Our top choices for Stockbridge cottages

Exterior

Beachwood Cottage

Beachwood Cottage
Stockbridge
9.8 out of 10, Exceptional, (6 reviews)
"We had a great week at this cottage and Daryl was a responsive and helpful host. Our kids are already asking to return next year."
United States
Christine P.
The price is ￥56,588
￥103,121 total
includes taxes & fees
Aug 6 - Aug 7
Beachwood Cottage
Exterior

Berkshires farm, 30+ guests, 50 acres

Berkshires farm, 30+ guests, 50 acres
New Lebanon
10.0 out of 10, Exceptional, (1 review)
The price is ￥252,382
￥423,414 total
includes taxes & fees
Jul 20 - Jul 21
Berkshires farm, 30+ guests, 50 acres
House (3 Bedrooms) | Interior

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck

8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
3.0 star property
Stephentown
The price is ￥36,216
￥89,596 total
includes taxes & fees
Jul 13 - Jul 14
8 Mi to Jiminy Peak Resort: Mtn-view Home w/ Deck
House (4 Bedrooms) | Interior

Mtn-view Retreat in Huson Valley: Great for Groups

Mtn-view Retreat in Huson Valley: Great for Groups
3.0 star property
Hudson
The price is ￥38,642
￥119,702 total
includes taxes & fees
Aug 9 - Aug 10
Mtn-view Retreat in Huson Valley: Great for Groups
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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Top Stockbridge Hotel Reviews

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

10/10 Excellent
"This was an amazing property in an absolutely delightful location. The Berkshires are beautiful and well worth a visit. This property exceeded my expectations with how well maintained everything was and what there was to offer. The suite I had was spacious and I especially enjoyed having a balcony with a view of the woods. Wonderful location, would highly recommend!"
Jodie 4-night trip
Posted less than an hour ago
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires by IHG

Find out more about Stockbridge

Stockbridge Cottages information

Number of reviews
Accommodation
119 Cottages
Lowest Price
￥89,596
Highest Price
￥423,414

Frequently asked questions

How much do cottages in Stockbridge cost?
Prepare to pay between ￥89,596 and ￥423,414 per night for cottages in Stockbridge. Whatever your budget, a terrific stay is only a few clicks away on Expedia. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Stockbridge?
Take advantage of your vacation days and choose from 119 cottages in Stockbridge. Yearning for a place where you can immerse yourself in nature? Expedia will help you find the ideal escape in a few easy clicks.
Why book your cottage in Stockbridge with Expedia?
Reserving a cottage in Stockbridge is as simple as working out your travel dates and choosing an ideal place for outdoor recreation and relaxation. From ritzy retreats to affordable stays and cottages that come with conveniences like a kitchen, Expedia has something for all traveler tastes. As for epic deals? We've have them as well!
How can I find cheap cottages in Stockbridge?
With Expedia's helpful filter tool, sourcing cheap cottages in Stockbridge is a snap. To find properties that'll make your wallet happy, narrow down your search by amenities, star rating and budget.
What is there to do in Stockbridge near my cottage?
Stockbridge has enough experiences to keep you entertained for weeks, beginning with National Shrine of the Divine Mercy. Norman Rockwell Museum, Naumkeag Museum and Berkshire Botanical Garden are other popular attractions. If you're staying a while longer, Berkshire Theatre Festival and Mission House will add the finishing touches to your itinerary.