West Stockbridge Vacation Rentals

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 West Stockbridge

Cozy Riverside Berkshires Retreat

Great Barrington MA

$284 nightly

$317 total

Apr 28 - Apr 29

Total with taxes and fees

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.

Kitchen

Washer

Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay

East Chatham NY

Located in East Chatham, this vacation home is in the mountains, within a 15-minute drive of Queechy Lake and The Mac-Haydn Theatre.

Hot Tub

Kitchen

Peace and quiet on the lake

Becket MA

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.

Kitchen

Washer

Beautiful 8 Bedroom, Walk to Lake, Jetted Hot Tub, Fireplace, & Pool Table

Pittsfield MA

Located in Pittsfield, this vacation home is on a lake, within a 5-minute drive of Pittsfield Dog Park and Crane Museum of Papermaking.

Hot Tub

Kitchen

Blue Heron House - 3BR Creekside Retreat with Hot Tub, Firepit & 10min to Hudson

Hudson NY

$522 nightly

$585 total

Apr 28 - Apr 29

Total with taxes and fees

Located in Hudson, this vacation home is on the waterfront, a 4-minute drive from Hudson River Islands State Park and 8 minutes from FASNY Museum of Firefighting.

Hot Tub

Kitchen

Luxury Fox Hollow Estate Home on Laurel Lake - Dream Location, Hot Tub, Kayaks++

Lenox MA

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

Pool

Hot Tub

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

East Otis MA

With a stay at this vacation home in Otis, you'll be on the waterfront, just steps from Otis Reservoir and a 5-minute drive from County Beach.

Kitchen

Washer

Beautiful Estate: Week of 8/30 still open to enjoy pool, pond, trails & more!

Old Chatham NY

Located in Old Chatham, this vacation home is on a lake, within a 10-minute drive of Shaker Museum and Library and Valatie Free Library.

Pool

Kitchen

Berkshires Family Inn – For Getaways & Big Groups! Walkable to Butternut!

Great Barrington MA

Located in Great Barrington, this vacation home is within a 5-minute drive of Ski Butternut and Lake Buel.

Kitchen

Washer

Wildlife Lakeside Cottage beautiful views, amazing wildlife, great location

Lanesborough MA

Located in Lanesborough, this vacation home is on a lake, within a 10-minute drive of St Mary's of the Assumption Church and Crane Museum of Papermaking.

Hot Tub

Kitchen

Cozy lake house with hot tub. Enjoy everything the Berkshires have to offer!

Lanesborough MA

With a stay at this vacation home in Lanesborough, you'll be within a 10-minute drive of Crane Museum of Papermaking and Barrington Stage Company.

Hot Tub

Kitchen

Amazing Backyard Escape, 10 Minutes from Stockbridge | Cordelia by AvantStay

Lee MA

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

Kitchen

Washer

Don't see what you're looking for?

See all available properties in West 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.