Chatham vacation rentals
Find the best place to stay - Chatham
Sleeps 27/Game Room/Hot Tub/Pool/Batting Cage/Beach
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Top rated rentals - Chatham
Photo gallery for Private Estate, Heated YEARROUND Outdoor Pool
Beautiful property for an amazing weekend stay
- Peace of mindOur Book with Confidence guarantee gives you 24/7 support
- All the privacy of homeEnjoy full kitchens, laundry, pools, yards and more
- More for lessMore space, more privacy, more amenities — more value
Friendly Chatham will entice you
Enjoy the theater scene and other features of Chatham. Travelers appreciate the restaurants in this welcoming city. Many of our vacation rentals offer full kitchens, spacious living quarters, and sometimes even a hot tub for a relaxing getaway.
Sightseeing in and around Chatham
Do you want to find things to do while you're in the area? Venture out of your vacation home and check out everything that makes Chatham a one-of-a-kind vacation spot. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:
- Catamount Ski Area (14.9 mi / 24 km)
- Bousquet Ski Area (16.5 mi / 26.5 km)
- Wyndhurst Golf & Club (16.8 mi / 27 km)
- Ski Butternut (18.8 mi / 30.3 km)
- Lake Taghkanic State Park (19.6 mi / 31.5 km)
- Hudson Chatham Winery (4.4 mi / 7 km)
Exploring the natural landscape of Chatham
Whether you're looking for fun outdoor activities or just want to appreciate the scenery, Chatham is a great place to get out in nature. These are a few of the area's noteworthy features, all within 30 miles (48.2 km) of the city center:
- Kinderhook Lake (7.1 mi / 11.5 km)
- Sleepy Hollow Lake (11.8 mi / 19.1 km)
- Berkshire Botanical Garden (13.9 mi / 22.4 km)
- Naumkeag Museum (15.1 mi / 24.4 km)
- Pittsfield State Forest (16 mi / 25.8 km)
- The Mount (16 mi / 25.8 km)
Transportation options to and around Chatham
The nearest airport is in Hudson, NY (HCC-Columbia County), located 7.7 mi (12.4 km) from the city center. If you can't find a flight that's convenient for your trip, you could also fly into Pittsfield, MA (PSF-Pittsfield Municipal), which is 16 mi (25.8 km) away.