
Apartment holiday rentals in Chatham
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Chatham
Guests agree: These apartments are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Amenia Main St Cozy Studio

Art Deco cocktail lounge themed 1BR- Nightcap245

Historic Strand House - Unit 2 Woolsey Suite

Susie's Climax Creations

Luxury downtown penthouse, by Franklin Plaza.

Studio/Guest Suite Minutes from Warren St.

The Ivy on the Stone

Steps to MoCA: 2bd + SAUNA!
Private apartment rentals

Niskayuna One Bedroom Chalet

1 bdrm apt in Athens on the Hudson

Kinderhaus Loft in Chatham, New York

A Place to Relax

Captain's Quarters at Mickey's Marina

Cute Modern Victorian Suite in the village

Cozy 1 bedroom apartment in the Rondout Kingston

Attached Cottage on horse farm 18 min to Saratoga
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Mountainside Condo Ski on/off

Mountain View Jiminy Peak Ski On Off sleeps 4

Artsy loft near MassMoCA with pool and hot tubs

Burnt Knob Mountain Escape

Uptown Watervliet

Mountain Top Hot Tub Suite Hiking & Falls 5 min

Berkshire’s Sweet Spot- Pool/Spa -Tanglewood
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Montreal Holiday rentals
- Boston Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- Hunter Mountain
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Belleayre Mountain Ski Center
- Berkshire East Mountain Resort
- Howe Caverns
- John Boyd Thacher State Park
- Bash Bish Falls State Park
- Zoom Flume
- Saratoga Spa State Park
- Walkway Over the Hudson State Historic Park
- Kent Falls State Park
- Catamount Mountain Ski Resort
- Norman Rockwell Museum
- Mount Greylock Ski Club
- Taconic State Park
- Windham Mountain
- Mount Tom State Reservation
- Mohawk Mountain Ski Area
- Beartown State Forest
- Hancock Shaker Village
- Northern Cross Vineyard
- Albany Center Gallery
- Opus 40