Chatham Vacation Rentals

Name: Beautiful Lenox Home, 3 Mi to Shakespeare & Co!
Address: Lenox

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Vacation Rentals in Chatham

Gorgeous 3BR 3BA Sleeps 10 Ski On / Off Jiminy Peak-2000 Sq Ft Mountainside Con

$532

includes taxes & fees

$489 per night

Nov 24 - Nov 25

With a stay at this vacation home, you'll be centrally located in Hancock, within a 5-minute drive of Jiminy Peak Mountain Resort and Mountain Coaster.

Pool

Hot Tub

COZY LAKE & SKI HOME FOR FAMILY OF 5 - BRING YOUR DOG!

$368

includes taxes & fees

$357 per night

Nov 23 - Nov 24

With a stay at this vacation home in Copake Lake, you'll be within a 5-minute drive of Copake Lake and Mosquito Island.

Pet friendly

Air conditioning

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.

Kitchen

Washer

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.

Pool

Hot Tub

Escape to Lakefront Leisure—Hudson, Berkshires, Amazing Views!!!

$511

includes taxes & fees

$511 per night

Dec 1 - Dec 2

Located in Valatie, this vacation home is on the waterfront, a 1-minute drive from Kinderhook Lake and 6 minutes from Valatie Family Care.

Hot Tub

Kitchen

Secluded Family Home in Serene Stockbridge Woods

Located in South Lee, this vacation home is in a rural location, within a 5-minute drive of Berkshire Botanical Garden and Housatonic River.

Kitchen

Washer

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

Berkshire Village Carriage House - Super Private!!

$221

includes taxes & fees

$198 per night

Nov 25 - Nov 26

Located in Lanesborough, this vacation home is in the mountains, within a 15-minute drive of Crane Museum of Papermaking and Berkshire Athenaeum.

Location!!! Location!!! Berkshire Glamour (and comfort) Meets Town And Country

With a stay at this vacation home in West Stockbridge, you'll be within a 5-minute drive of Berkshire Botanical Garden and Tanglewood Music Center.

River House by AvantStay | Historic & Secluded Estate on the Hudson River w/Pool

Located in Catskill, this vacation home is on the waterfront, within a 5-minute drive of Thomas Cole National Historic Site and Hudson River.

Pool

Hot Tub

Luxury Barn Retreat . Year-Round Paradise. OVER 100 5 STAR REVIEWS!!

Located in Craryville, this vacation home is in a rural location, within a 10-minute drive of Hillsdale Town Hall and Copake Lake.

Hot Tub

Kitchen

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.

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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.