Old Chatham Cottages
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Cottages in Old Chatham
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
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
Private hot tub + 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
Near Hospitals: Home w/ Yard in Albany!
Albany NY
With a stay at this cottage in Albany (Delaware Avenue), you'll be within a 15-minute drive of MVP Arena and University at Albany.
Kitchen
Parking included
Rose Cottage
Leeds NY
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
Riverfront Hudson Valley Gem w/ Beach Access!
Athens NY
Located in Athens, this cottage is a 1-minute drive from Hudson River and 9 minutes from Coxsackie Village Hall.
Kitchen
Pet friendly
Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires
Canaan NY
Located in Canaan, this cottage is on the waterfront, a 3-minute drive from Queechy Lake and 7 minutes from Furnace Brook Winery at Hilltop Orchards.
Kitchen
Pet friendly
Charming historic cottage on scenic road to Mt. Greylock
Lanesboro MA
With a stay at this cottage in Lanesborough, you'll be in the mountains, within a 10-minute drive of Jiminy Peak Mountain Resort and Mount Greylock State Reservation.
Kitchen
Free WiFi
Lakefront Berkshires Retreat w/ Deck, Dock & Boat!
325 Long Pond Road Great Barrington MA
Located in Great Barrington, this cottage is within a 10-minute drive of Art et Industrie and Housatonic River.
Kitchen
Washer
Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace
Nassau NY
Located in Nassau, this cottage is on the waterfront, within a 15-minute drive of Berkshire Retreat Center and Kinderhook Lake.
Kitchen
Free WiFi
Pet-Friendly Hudson Escape w/ Hot Tub
Stottville NY
$326 nightly
The price is $331 total per night
$331 total
Dec 10 - Dec 11
Total with taxes and fees
Located in Hudson, this cottage is within a 10-minute drive of Hudson River Islands State Park and FASNY Museum of Firefighting.
Hot Tub
Kitchen
Berkshires farm, 30+ guests, 50 acres
New Lebanon NY
$2,096 nightly
The price is $2,125 total per night
$2,125 total
Jan 5 - Jan 6, 2026
Total with taxes and fees
With a stay at Berkshires farm, 30+ guests, 50 acres in New Lebanon, you'll be within a 5-minute drive of New Lebanon Library and Shatford Memorial Park.
Hot Tub
Kitchen
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.
Old Chatham Cottages essential information
Accommodation | 105 Cottages |
|---|---|
Lowest Price | $331 |
Highest Price | $2,125 |
Popular accommodation | Charming Cottage in Private Lake Community (Pet-Friendly!), Heaven Can't Wait, On Beautiful Kinderhook Lake!!, Private hot tub + Modern Cottage, Near Hospitals: Home w/ Yard in Albany!, Rose Cottage, Riverfront Hudson Valley Gem w/ Beach Access!, Charming 1-bedroom cabin w/ pond on 5 private acres near Tanglewood & Berkshires, Charming historic cottage on scenic road to Mt. Greylock, Lakefront Berkshires Retreat w/ Deck, Dock & Boat!, Cozy Upstate Lakefront 2BR Retreat with Kayaks & Fireplace, Pet-Friendly Hudson Escape w/ Hot Tub, Berkshires farm, 30+ guests, 50 acres |