Stockbridge Vacation Rentals

Name: Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Address: Lenox

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Check dates for Stockbridge hotels

Vacation Rentals in Stockbridge

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

$532

includes taxes & fees

$489 per night

Nov 24 - Nov 25

With a stay at this vacation home, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.

Pool

Hot Tub

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

$368

includes taxes & fees

$357 per night

Nov 23 - Nov 24

With a stay at this vacation home in Copake Lake, you'll be within a 5-minute drive of Copake Lake and Mosquito Island.

Pet friendly

Air conditioning

Amore Estate - beautiful room with many places to explore and relax in.

With a stay at this vacation home in Lenox, you'll be within a 5-minute drive of Wyndhurst Golf & Club and Berkshire Scenic Railway Museum.

Pool

Hot Tub

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

$511

includes taxes & fees

$511 per night

Dec 1 - Dec 2

Located in Valatie, this vacation home is on the waterfront, a 1-minute drive from Kinderhook Lake and 6 minutes from Valatie Family Care.

Hot Tub

Kitchen

Secluded Family Home in Serene Stockbridge Woods

Located in South Lee, this vacation home is in a rural location, within a 5-minute drive of Berkshire Botanical Garden and Housatonic River.

Kitchen

Washer

Spectacular views and close to Great Barrington.

Located in Great Barrington, this vacation home is within a 5-minute drive of Housatonic River and Housatonic River Walk.

Pool

Kitchen

Berkshire Village Carriage House - Super Private!!

$221

includes taxes & fees

$198 per night

Nov 25 - Nov 26

Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.

Kitchen

Free WiFi

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Berkshire Botanical Garden and Tanglewood Music Center.

Hot Tub

Kitchen

4Br/3bath Lakefront/Ski House in Berkshires. Fully fitted kitchen. Hi speed wifi

With a stay at this vacation home in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 4-minute drive from County Beach.

Kitchen

Washer

Tranquil 3-BR Waterfront Retreat

Located in Becket, this vacation home is on the waterfront, within a 5-minute drive of Pyramid Lake and Jacob's Pillow.

Kitchen

Washer

Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!

Located in Craryville, this vacation home is in a rural location, within a 10-minute drive of Hillsdale Town Hall and Copake Lake.

Hot Tub

Kitchen

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

Located in Lenox, this vacation home is within a 15-minute walk of Pleasant Valley Wilderness Sanctuary and Kennedy Park.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Stockbridge

View all properties

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.