
Stockbridge long stay rentals
Stay a week, a month or longer in a comfortable place all your own
Relax—Bookabach takes the hassle out of booking monthly rentals in Stockbridge. The wide selection available and useful search filters make finding your home away from home a breeze. Whether you’re looking for fast Wi-Fi for remote working, a fully equipped kitchen for home cooking or a pool where you can relax with a good book, you’re sure to find it on Bookabach. Many long-term rentals in Stockbridge are great for kids and welcome four-legged friends, too. What's more, some offer monthly discounts on extended-stay homes and weekly discounts on shorter-term rentals.
Featured long stay living spaces - Stockbridge
Showing deals for:25 Jan - 22 Feb
Image gallery for Modern, Renovated Lakefront Escape

Modern, Renovated Lakefront Escape
Pittsfield
Image gallery for Serene rustic cabin in the Berkshires!

Serene rustic cabin in the Berkshires!
West Stockbridge
Image gallery for Berkshires Colonial on 2 Acres by Evergreen Home

Berkshires Colonial on 2 Acres by Evergreen Home
Pittsfield
Image gallery for Lake View Berkshire Retreat – Private Setting Near Lenox

Lake View Berkshire Retreat – Private Setting Near Lenox
Lee
Image gallery for Comfortable, renovated 2 bedroom apartment in historic grist mill.

Comfortable, renovated 2 bedroom apartment in historic grist mill.
SOUTH EGREMONT
Image gallery for Country Karma -Quiet Wooded Getaway

Country Karma -Quiet Wooded Getaway
Hillsdale
Image gallery for Charming Cottage, New Marlborough Village Green in the Berkshires

Charming Cottage, New Marlborough Village Green in the Berkshires
New Marlborough
Image gallery for Luxurious Mountain Retreat - Private 40-Acre Family Haven

Luxurious Mountain Retreat - Private 40-Acre Family Haven
Sheffield
Image gallery for Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.

Pet-friendly. Renovated house. Built in 1890s. No neighbors in sight.
Chatham
Image gallery for Lenox Interlude Stylish Retreat Walk to Town

Lenox Interlude Stylish Retreat Walk to Town
Lenox
Image gallery for An In-Town Beauty with Late Checkout

An In-Town Beauty with Late Checkout
Great Barrington
Image gallery for Fall Foliage Retreat – 4BR/3BA Hillside Home Near Berkshires, Sleeps 8

Fall Foliage Retreat – 4BR/3BA Hillside Home Near Berkshires, Sleeps 8
Austerlitz
Image gallery for Bershire Home Rental: Enjoy Berkshire Fall Foliage

Bershire Home Rental: Enjoy Berkshire Fall Foliage
Washington
Image gallery for Secluded Family Home in Serene Stockbridge Woods

Secluded Family Home in Serene Stockbridge Woods
Stockbridge
Image gallery for Lakefront Jewel By: Evergreen Home

Lakefront Jewel By: Evergreen Home
Becket
Image gallery for InTown Victorian Front House 5 Bd 3.5 Ba Back House 6 Bd 4 Ba Both 11 Bd 7.5 Ba

InTown Victorian Front House 5 Bd 3.5 Ba Back House 6 Bd 4 Ba Both 11 Bd 7.5 Ba
Stockbridge
Image gallery for The Serendipity Spot

The Serendipity Spot
Great Barrington
Image gallery for Secluded Sophistication in the Berkshires - 49 Acres of Quiet Luxury in Becket.

Secluded Sophistication in the Berkshires - 49 Acres of Quiet Luxury in Becket.
Becket
Image gallery for Sun Filled Lenox Retreat - Minutes to Tanglewood!

Sun Filled Lenox Retreat - Minutes to Tanglewood!
Lee
Image gallery for Vacation in a Berkshire Farmhouse

Vacation in a Berkshire Farmhouse
West Stockbridge
Image gallery for The Belden House - WALK to Tanglewood !

The Belden House - WALK to Tanglewood !
Lenox
Image gallery for Richmond Ranch w/ Hot Tub by Evergreen Home

Richmond Ranch w/ Hot Tub by Evergreen Home
Richmond
Image gallery for Secluded Mountainside House with Outdoor Sauna, Surrounded by Trees.

Secluded Mountainside House with Outdoor Sauna, Surrounded by Trees.
Sheffield
Image gallery for Dream getaway - mtn views, ski, pool, BBQ, Firepit, Kid friendly, Lakes, WFH

Dream getaway - mtn views, ski, pool, BBQ, Firepit, Kid friendly, Lakes, WFH
East Chatham
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, laundry, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Great discounts on monthly rentals in Stockbridge
You’ll often find discounted rates for long stays of over 28 days on Bookabach, making stays of a month or more excellent value.
Entire homes, maximum privacy
Looking for your own place to retreat to? On Bookabach, you'll enjoy secluded stays with entire monthly rental homes just for you.
Pet-friendly monthly rentals
Many homes welcome guests with animal companions, so you don’t have to leave your pet at home.
Stockbridge Furnished monthly rentals for remote workers
Find your perfect home office set up. There are plenty of stays on Bookabach with dedicated workspaces and fast Wi-Fi so that you can take your work with you.
Monthly stays with practical kitchens
Most furnished extended-stay rentals in Stockbridge come with well-equipped kitchens ideal for home cooking, so you can enjoy healthy meals in or even host your own dinner parties.
Long-term rentals with parking in Stockbridge
Take advantage of the ‘amenities’ filter to find monthly stays with their very own parking spot for the ultimate in convenience.
Wheelchair-accessible holiday rentals
Bookabach offers a range of monthly rental homes designed to accommodate everyone for a comfortable and inclusive extended stay.
Holiday rentals in Stockbridge with pool
Bookabach's handy search filters will help you find monthly holiday homes with swimming pools so that you can relax in your very own pool.
Rentals with free cancellation in Stockbridge
Plans change. We get that. With Bookabach, you can search, select 'free cancellation,' and see all rentals in Stockbridge with flexible cancellation policies.