Stephentown Vacation Rentals

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Vacation Rentals in Stephentown

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

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

Pool

Pet friendly

4 Bdrm Modern Victorian with Tree House and playground

When you stay at this vacation home in Troy, you'll be next to a golf course, within a 15-minute drive of Rensselaer Polytechnic Institute and MVP Arena.

Pet friendly

Hot Tub

Stockbridge Home: Walk to Town Beach!

With a stay at this vacation home in West Stockbridge, you'll be near the beach, within a 5-minute drive of Tanglewood Music Center and Frelinghuysen Morris House and Studio.

Fireplace

Free WiFi

Cozy Cape Close to Everything: Family, hiking, shopping and restaurants!

Located in Rensselaer, this vacation home is in a rural location, a 5-minute drive from Hudson River and 6 minutes from Palace Theater.

Lovely home in historic, residential neighborhood close to RPI

$145

per night

May 14 - May 15

With a stay at this vacation home in Troy, you'll be within a 15-minute drive of Rensselaer Polytechnic Institute and MVP Arena.

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 28 - Apr 29

With a stay at this vacation home in Housatonic, you'll be within a 15-minute drive of Tanglewood Music Center and Art et Industrie.

Tranquil 3BR Stockbridge House w/ Private Deck!

With a stay at this vacation home in West Stockbridge, you'll be within a 10-minute drive of Tanglewood Music Center and Housatonic River.

Enjoy Big City Vibes at City Place in the heart of the Berkshires!

$147

per night

May 6 - May 7

Located in Pittsfield, this vacation home is within a 5-minute drive of Barrington Stage Company and Berkshire Athenaeum.

Elegant 19th Century New England 2BR vacation rental at Garfield House

With a stay at this vacation home, you'll be centrally located in Lee, within a 10-minute drive of Tanglewood Music Center and Berkshire Mountain Country Store.

Expansive Upstate Home w/ Home Theater!

With a stay at this vacation home in East Greenbush, you'll be within a 15-minute drive of Brookview Station Winery and Funplex Fun Park.

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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.