What types of vacation rentals are available in Stockbridge?

There are loads of different property types that you can make your vacation home in Stockbridge. You’ll find apartments, cabins, condos, cottages and houses.

Are there any pet-friendly vacation rentals in Stockbridge?

There are a number of dog and pet-friendly Stockbridge vacation rentals, with around 28% allowing you to bring your pet along with you.

How much is a vacation rental in Stockbridge for tonight?

In the last 72 hours, users have found Stockbridge vacation rentals for tonight for as low as $1,212.

How can I find vacation rentals near me in Stockbridge?

Take a look at our vacation rentals map to find the best vacation rental homes near you.

Stockbridge Vacation Rentals from $200/night

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Best Stockbridge vacation rentals

Stockbridge Home Walk to Town Beach!

Stockbridge, MA

9.1Wonderful(8)

Free Wi-Fi

$317+

Check availability

Cozy Modern Berkshires Rental (Mins from Lenox, Kripalu & Tanglewood)

Stockbridge, MA

Pet friendly

$347+

Check availability

Cabin Fever In Stockbridge

Stockbridge, MA

$686+

Check availability

Woodland Zen by AvantStay Modern Design Patio

Stockbridge, MA

Parking

Free Wi-Fi

$637+

Check availability

Cozy Cabin on Lake Mahkeenac

Stockbridge, MA

$326+

Check availability

Classic Stockbridge Cottage

Stockbridge, MA

Parking

Free Wi-Fi

Pet friendly

$455+

Check availability

Cozy Stockbridge Cabin - Walk to Beach and Lake!

Stockbridge, MA

9.1Wonderful(11)

Free Wi-Fi

$517+

Check availability

Berkshire Vacation Rental: Stockbridge Home Come Experience The Berkshires

Stockbridge, MA

10Wonderful(10)

Parking

Free Wi-Fi

Pet friendly

$566+

Check availability

Tranquil 3 BR Stockbridge House with Private Deck!

Stockbridge, MA

10Wonderful(19)

Free Wi-Fi

Pet friendly

$435+

Check availability

Cozy Modern Berkshires Condo (mins from Kripalu, Tanglewood, Great Barr & Lenox)

Stockbridge, MA

Free Wi-Fi

Pet friendly

$309+

Check availability

Stockbridge Vacation by Norman Rockwell

Stockbridge, MA

Pet friendly

$336+

Check availability

Two Blocks from the Red Lion Inn & next to Berkshire Theater

Stockbridge, MA

$470+

Check availability

Rustic Waterfront Retreat With Private Dock, 2 kayaks & canoe. Air conditioner!

Stockbridge, MA

Free Wi-Fi

$250+

Check availability

Artist's Camp on Lake Mahkeenac

Stockbridge, MA

$265+

Check availability

Renting for 31+ days; Competitive pricing, Cozy, Scenic, Quiet, area.

Stockbridge, MA

Pet friendly

Spa

$200+

Check availability

Beautifully Restored 1820s Industrial Loft Living On A Creek

Stockbridge, MA

$450+

Check availability

Go to map

Low season	November
High season	September
Average price (weeknight)	$227
Average price (weekend night)	$258

Cheapest month to stay with an average 83% drop in price.

Most expensive month to stay with an average 274% rise in price.

Average Sun - Thu price over the last 2 weeks.

Average Fri & Sat price over the last 2 weeks.

Vacation rentals in Stockbridge are around 32% more expensive than hotels on average. Search here to compare prices for all accommodation types in Stockbridge.
The best vacation rental properties in Stockbridge are Stockbridge Village Cottage With Mountain View (9.8, 36 reviews), Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country (9.8, 41), and A Grand property in Historic Stockbridge (9.8, 24), based on ratings and reviews from real travelers.
Vacation rentals are a popular choice for both long and short-term stays. KAYAK users usually book their vacation rental in Stockbridge for 2 days.

What types of vacation rentals are available in Stockbridge?
There are loads of different property types that you can make your vacation home in Stockbridge. You’ll find apartments, cabins, condos, cottages and houses.
Are there any pet-friendly vacation rentals in Stockbridge?
There are a number of dog and pet-friendly Stockbridge vacation rentals, with around 28% allowing you to bring your pet along with you.
How much is a vacation rental in Stockbridge for tonight?
In the last 72 hours, users have found Stockbridge vacation rentals for tonight for as low as $1,212. Search here for similar prices
How can I find vacation rentals near me in Stockbridge?
Take a look at our vacation rentals map to find the best vacation rental homes near you.