Berkshire County Vacation Rentals

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

Vacation Rentals in Berkshire County

Berkshire Village Carriage House - Super Private!!

$228

includes taxes & fees

$204 per night

Jan 8 - Jan 9

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

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

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.

Beautiful Berkshire Farm House on 160+ Acres

Located in Great Barrington, this vacation home is on the waterfront, within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center.

Private Estate, Heated Yearround Outdoor Pool

With a stay at this vacation home in Great Barrington, you'll be within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Mahaiwe Performing Arts Center.

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.

Berkshire Ashmere Lake lodging. Quiet room, Fantastic sunsets.

With a stay at this vacation home in Hinsdale, you'll be within a 15-minute drive of Bas Ridge Golf Course and Crane Museum of Papermaking.

Majestic Mountain Side Sheffield/Great Barrington/SKI

With a stay at this vacation home in Sheffield, you'll be in the mountains, just a 1-minute walk from Housatonic River and 14 minutes by foot from Lime Kiln Farm Wildlife Sanctuary.

Quintessential 6-BR Berkshires Lodge

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

Peaceful, Post and Beam Loft, Sleeps 9

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

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.

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.

Don't see what you're looking for?

See all available properties in Berkshire County

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.