Chatham Vacation Rentals

Name: Sweet Cozy Victorian in Housatonic. Close to everything.
Address: Housatonic

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Vacation Rentals in Chatham

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.

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.

Cheerful 3-bedroom cottage with woodstove

$196

per night

Apr 24 - Apr 25

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.

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.

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

$190

per night

May 1 - May 2

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.

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.

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.

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.

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

$400

per night

Apr 24 - Apr 25

With a stay at this vacation home in Great Barrington, you'll be near the beach, just a 3-minute walk from Housatonic River and 10 minutes by foot from Lake Mansfield Park.

Great Barrington Get Away

$250

per night

Apr 24 - Apr 25

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.

Sweet Cozy Victorian in Housatonic. Close to everything.

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.

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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.