Stockbridge Vacation Rentals

Name: Sweet Cozy Victorian in Housatonic. Close to everything.
Address: Housatonic
Price range: $165

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

Vacation Rentals in Stockbridge

Berkshire Village Carriage House - Super Private!!

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

Free WiFi

Outdoor Space

Fox Hollow Luxury Ranch Laurel Lake

When you stay at this vacation home in Lenox, you'll be on a lake, within a 10-minute drive of Tanglewood Music Center and National Shrine of the Divine Mercy.

Pool

Pet friendly

Peace and quiet on the lake

With a stay at this vacation home in Becket (Sherwood Forest), you'll be within a 10-minute drive of Pyramid Lake and Jacob's Pillow.

Pet friendly

Free WiFi

Cheerful 3-bedroom cottage with woodstove

$187

per night

Apr 19 - Apr 20

Located in Sheffield, this vacation home is in a rural location, a 5-minute drive from Housatonic River and 7 minutes from Thom Reed UFO Monument Park.

Pet friendly

Fireplace

Ski-Snowtube-Snuggle Up. 3 Fires in Winter Wonderland: Berkshires, NY/MA.

$250

per night

May 1 - May 2

This vacation home is 11.4 mi (18.3 km) from Tanglewood Music Center and 12.6 mi (20.2 km) from National Shrine of the Divine Mercy.

Pool

Pet friendly

Remodeled Lakefront retreat w/firepit, close to skiing, golf, and hiking trails!

Located in Ancram, Remodeled Lakefront retreat w/firepit, close to skiing, golf, and hiking trails! is on a lake, within a 5-minute drive of New Forge State Forest and Copake Lake.

Pet friendly

Free WiFi

Stockbridge Home: Walk to Town Beach!

When you stay at this vacation home in West Stockbridge, you'll be near the beach, a 4-minute drive from Tanglewood Music Center and 7 minutes from National Shrine of the Divine Mercy.

Fireplace

Free WiFi

Restored 1810 Farmhouse in Hillsdale, NY

Located in Hillsdale, this vacation home is in the mountains, within a 10-minute drive of Hillsdale Town Hall and Catamount Aerial Adventure Park.

Fireplace

Free WiFi

Mason's Lodge · Luxury Home - 3 Fireplaces Mins to Ski & Town

$400

per night

Apr 21 - Apr 22

With a stay at this vacation home in Great Barrington, you'll be near the beach, within a 15-minute drive of National Shrine of the Divine Mercy and Housatonic River.

Fireplace

Outdoor Space

Great Barrington Get Away

$250

per night

Apr 21 - Apr 22

With a stay at this vacation home in Great Barrington, you'll be on a river, within a 15-minute drive of National Shrine of the Divine Mercy and Housatonic River.

Beautiful Lenox Home, 3 Mi to Shakespeare & Co!

With a stay at this vacation home in Lenox, you'll be within a 10-minute drive of Tanglewood Music Center and Kennedy Park.

Fireplace

Outdoor Space

Sweet Cozy Victorian in Housatonic. Close to everything.

$165

per night

Apr 25 - Apr 26

With a stay at this vacation home in Housatonic, you'll be within a 15-minute drive of National Shrine of the Divine Mercy and Tanglewood Music Center.

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.