
House vacation rentals in Chatham
Find and book unique houses on Airbnb
Top-rated house rentals in Chatham
Guests agree: these houses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chatham house rentals
House rentals with a pool

Red House on the Hudson

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

4Br Mountain Brook House on 130 acres w/ trails

Woodstock Retreat- Heated Pool/Hot Tub/FirePit

Upstate Modern Scandinavian Barn in the Catskills

Red Rock Summit: Mtn Escape w/ Pool, Pond + Views

Hilltop: Panoramic Views w/ Pool near Catamount

Sunbeam Lodge: Pool+Hot Tub, 50 Acres, ‘70s Oasis
Weekly house rentals

Renovated Country Retreat by Evergreen Home

Belle Meade

Cozy Chatham Retreat

Fall Fantasy Getaway

Beautiful farmhouse with Mountain View- HITS- AC

The Red House

Cozy Country Cape House | Close to Hudson

Main Street Cottage
Private house rentals

Hawthorne Valley Barn

NEW! Berkshires Farmhouse w/ Firepit & Wood Stove

Luxury retreat with sauna on 20 acres

Majestic lake front house

Vibing Hudson Retreat | Pet-Friendly w/ Hot Tub

Chatham Country Getaway

The Red Cottage -Creekside Hot Tub 10min to Hudson

Farmhouse Retreat, Outdoor Dining/Fire-Pit & Golf
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Jersey Shore Vacation rentals
- Mount Pocono Vacation rentals
- South Jersey Vacation 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
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Catamount Mountain Ski Resort
- Saratoga Spa State Park
- Mount Greylock Ski Club
- Norman Rockwell Museum
- Windham Mountain
- Taconic State Park
- Opus 40
- Mohawk Mountain Ski Area
- Mount Tom State Reservation
- Beartown State Forest
- Hunter Mountain Resort
- Albany Center Gallery
- Bousquet Mountain Ski Area