Chatham Cottages

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Cottages in Chatham

Cozy, private and modern Cottage

Hudson NY

Located in Hudson, this cottage is a 1-minute drive from Claverack Library and 6 minutes from Stoddard Corner.

Hot Tub

Kitchen

Pine View Cottage, Berkshires Getaway Lake Buel w/ lake rights. Pet friendly!

New Marlborough MA

Located in Great Barrington, this cottage is on a lake, within a 5-minute drive of Lake Buel and Les Trois Emme Winery.

Kitchen

Washer

Cozy cottage with pool, walking distance to lake

Averill Park NY

Located in Averill Park, this cottage is on a lake, within a 15-minute drive of Sand Lake Center for the Arts and Berkshire Retreat Center.

Pool

Kitchen

Charming loft cottage in tranquil Germantown with WiFi, AC

Germantown NY

Located in Germantown, this cottage is a 4-minute drive from Hudson River and 9 minutes from The Clermont Mansion.

Kitchen

Air conditioning

The Blue Elm - A Historic Berkshire Cottage

Sheffield MA

Located in Ashley Falls, this cottage is in a rural location, within a 15-minute walk of Ashley Falls Woods and Housatonic River.

Kitchen

Free WiFi

Charming Cottage in Private Lake Community (Pet-Friendly!)

Athens NY

Located in Athens, this cottage is on a lake, a 1-minute drive from Sleepy Hollow Lake and 7 minutes from Hudson River.

Kitchen

Washer

2-bedroom cottage close to skiing with gas fireplace

New Marlborough MA

With a stay at this cottage in New Marlborough, you'll be within a 5-minute walk of New Marlborough Town Library and New Marlborough Town Hall.

Kitchen

Washer

Loblolly Cottage - Enchanting Retreat set among towering pines.

Germantown NY

Located in Germantown, this cottage is in the mountains, a 2-minute drive from Hudson River and 7 minutes from The Clermont Mansion.

Free WiFi

Air conditioning

Cozy Catskills Home w/ Pond on 2 Acres!

1360 Rudolph Weir Jr Rd Earlton NY

With a stay at this cottage in Earlton, you'll be within a 15-minute drive of Thunderhart Golf Course and Mahayana Temple.

Kitchen

Washer

4 Mi to Dtwn Catskill: Mtn-view Home

Catskill NY

With a stay at this cottage in Catskill, you'll be within a 5-minute drive of Catskill Golf Club and Thomas Cole National Historic Site.

Kitchen

Washer

Charming Cottage in the Heart of Catskill & Pet Friendly

Catskill NY

$315 nightly

$353 total

May 3 - May 4

Total with taxes and fees

A stay at this cottage places you in the heart of Catskill, within a 10-minute walk of Lumberyard Contemporary Performing Arts and Greene County Council on the Arts.

Kitchen

Washer

Heaven Can't Wait, On Beautiful Kinderhook Lake!!

Valatie NY

Located in Valatie, this cottage is on a lake, a 1-minute drive from Kinderhook Lake and 7 minutes from Valatie Free Library.

Kitchen

Pet friendly

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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.