Chatham Cottages

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Cottages in Chatham

Rose Cottage

Located in Leeds, this cottage is in a rural location, a 5-minute drive from Catskill Golf Club and 5 minutes from Thomas Cole National Historic Site.

Kitchen

Washer

Loblolly Cottage - Enchanting Retreat set among towering pines.

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

Free WiFi

Air conditioning

Quiet rustic cottage with shared lake access

With a stay at this cottage in Great Barrington, you'll be on a lake, just steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.

Washer

Dryer

Charming Cottage in the Heart of Catskill & Pet Friendly

A stay at this cottage places you in the heart of Catskill, within a 15-minute walk of Greene County Council on the Arts and Dutchman’s Landing.

Kitchen

Washer

Cozy Berkshire cottage with fireplace.

Located in Pittsfield, this cottage is in the mountains, within a 5-minute drive of Guido's Marketplace and Berkshire Museum.

Kitchen

Washer

Rustic Berkshires Cottage at Lake Buel w/ Kayaks!

With a stay at this cottage in Great Barrington, you'll be steps from Lake Buel and a 4-minute drive from Les Trois Emme Winery.

Kitchen

Washer

Welcome to the Red Bridge Cottage!

Located in Valatie, this cottage is in a rural location, within a 10-minute drive of Shaker Museum and Library and Valatie Free Library.

Pool

Kitchen

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

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

Sunset Cottage: 3 bedrooms, sleeps 6, views, pet friendly, firepit, media room!

A stay at this cottage places you in the heart of Hudson, steps from Max and Lillian Katzman Theater and 15 minutes by foot from Hudson Opera House.

Kitchen

Washer

The Blue Elm - A Historic Berkshire Cottage

$416

includes taxes & fees

$372 per night

Dec 2 - Dec 3

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

Cozy cottage with pool, walking distance to lake

When you stay at this cottage in Averill Park, you'll be on a lake and 14 minutes by car from Pineridge Cross Country Ski Center.

Pool

Kitchen

Fun Getaway Lakehouse in the Hudson Valley

Located in Copake Lake, this cottage is on a lake, a 1-minute drive from Copake Lake and 7 minutes from Mosquito Island.

Kitchen

Washer

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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.