Chatham Vacation Rentals

Name: Stunning Athens Home: Grill, Fire Pit, Pool Access
Address: Athens

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Vacation Rentals in Chatham

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

Catskills Getaway w/ Hot Tub on 45 Acres!

With a stay at this vacation home in Hannacroix, you'll be within a 15-minute drive of Rainbow Golf Club and Pioneer Town Hall.

Pet friendly

Hot Tub

Berkshires sanctuary w/ outdoor living area & fire pit. Minutes from Tanglewood!

With a stay at this vacation home in Richmond, you'll be within a 10-minute drive of Tanglewood Music Center and Fairfield Brook WMA.

Pet friendly

Hot Tub

3 Bedroom Lakefront Home with Hot Tub & Fireplace

When you stay at this vacation home in Wynantskill, you'll be on the waterfront, within a 15-minute drive of Rensselaer Polytechnic Institute and MVP Arena.

Hot Tub

Fireplace

Rockspring by AvantStay | Huge Berkshires Estate

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

Pool

Pet friendly

Near Tanglewood: Historic Summer Retreat

$140

per night

May 28 - May 29

When you stay at this vacation home in New Lebanon, you'll be in the mountains, within a 10-minute walk of New Lebanon Town Hall and Shatford Memorial Park.

Pet friendly

Fireplace

Sweet Cozy Victorian in Housatonic. Close to everything.

$150

per night

May 29 - May 30

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.

Pet friendly

Free WiFi

Renovated 9-BR 1800s Inn 8-Min to Catamount

Located in Great Barrington, this vacation home is a 5-minute drive from W.E.B. Du Bois Boyhood Homesite and 8 minutes from Mahaiwe Performing Arts Center.

Pet friendly

Fireplace

Bright, Airy Home with TONS of character in Hudson, NY - 5 min from Warren St

$190

per night

May 27 - May 28

A stay at this vacation home places you in the heart of Hudson, within a 5-minute drive of Stoddard Corner and Columbia-Greene Hospital Foundation.

Pet friendly

Free WiFi

Catskill Vacation Rental: Private Deck & Fire Pit

Located in Catskill, this vacation home is within a 5-minute drive of Greene County Council on the Arts and Thomas Cole National Historic Site.

Pet friendly

Outdoor Space

Dancing Horse Lodge

With a stay at this vacation home in Pittsfield, you'll be in the mountains, within a 15-minute drive of Tanglewood Music Center and Guido's Marketplace.

Pet friendly

Outdoor Space

Stunning Athens Home: Grill, Fire Pit, Pool Access

When you stay at this vacation home in Athens, you'll be near the beach and 6 minutes by foot from Sleepy Hollow Lake.

Pool

Fireplace

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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.