
Apartment vacation rentals in Chatham
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chatham rentals

5 Average rating
Chatham stays are highly rated by guests—averaging 5 out of 5!
Top-rated apartment rentals in Chatham
Guests agree: these apartments are highly rated for location, cleanliness, and more.

Studio Oasis nr Warren St w porch & yard
Oasis in midst of downtown Hudson, 2 blocks fr Warren St, short walk fr Amtrak, 1/2 block fr Empire State Trail. Spacious, sunny studio apartment w fenced in yard, park-like setting & private porch to relax, have a meal or watch the world go by. Inside this elegant 1850 home, you’ll find bedroom, living room and work areas, full kitchen w dining table, and a large bathroom w clawfoot tub and a walk in shower. Original architectural details have also been preserved with care. Come, and enjoy!

Warren St. Ensuites - Pets allowed
Just 2 doors west of the coveted 4 star Maker Hotel, this is 1 of the most desired locations in Hudson. Featuring 4 gas fireplaces, original flooring, exposed brick walls, 3 bedrooms of which 2 ensuites include king & pull out love-seat, & whirlpool. Third large bedroom contains queen bed. A perfect couples getaway. "Comfortable, tasteful, private and right in the heart of Hudson". The Living Room, ensuites, library & dining area have ceiling fans - that keep you cool with/without a/c.

Historic,Famous,Iconic, Unforgettable Berks Escape
PICTURE IT...You can put yourself in the "famed" Norman Rockwell Main Street at Christmas Painting! That's Right,Cozy, Intimate,Magical and all to yourself.Fully equipped with all the comforts of home. Small Town Charm,Big time Historic setting in the heart of Downtown Stockbridge! Spend your afternoon sipping Tea or Wine looking out the iconic picture window Norman Rockwell installed himself. The one where the Christmas Tree Glows in a room that was Norman Rockwell's Studio from 1953-1957

Stylish Hudson Getaway
Enjoy our one bedroom home in the heart of beautiful Hudson, New York. Steps away from the best shops and restaurants Warren Street has to offer, our apartment is on a beautiful residential street with historic views. Introduce yourself to our town with the peace of mind that when you return to this Airbnb, you can relish in the delight of organic cotton sheets, lush robes and slippers, an assortment of organic teas and coffee, and some of the best products from our sweet little city.

Hudson River Beach House
Explore all the activities the Hudson Valley has to offer and then relax in a room full of windows overlooking the Hudson River. Make a meal in the full kitchen or hang out by the beach, build a fire, play lawn games, read a book or float in the river. For you early risers, the sunrises are spectacular. This 1860 river house is 1/2 mile from the charming Village of Coxsackie NY and a central location to many great destinations such as Hudson, Woodstock, Athens, and Catskill.

See MoCA from your mansion+Sauna!
Large bi-level 4 bedroom apartment tucked away on a hilltop oasis above Mass MoCA (3 mins by foot). 10 mins drive to Williams College & Clark. Whimsically restored (fast Wi-Fi & great water pressure). Fully private with no shared spaces + outdoor Sauna! Your stay’s proceeds allow us to host refugee/immigrant musicians pro bono year-round at @chasehillartistretreat Note: more dates are often available beyond what the calendar shows. Please don’t hesitate to inquire!

Lovely 1 bedroom suite in historical house
Located just outside historic downtown Coxsackie, this newly renovated suite in a 220 year old Greek Revival house is within easy walking distance to tiny downtown Coxsackie and its restaurants and shops. 25 minutes to Hudson, 45 min-1 hour to the Catskill Mountains. It’s an old house, with all attendant creaks and charms. In the warmer months, we strive to create a wildlife-friendly pollinator garden, full of sprawling native plants and pollinator favorites.

Catskill Village House - Mountain View Studio
Our largest option, the Mountain View Suite incorporates high ceilings, and mountaintop views from a raised dining area to provide a large and light oasis. Located on the second floor, the suite features custom antique accents and original artwork that evoke a sense of adventure. The room includes a large bath with clawfoot tub and shower, kitchenette, and sleeper sofa. Custom queen mattress (featured at the Four Seasons NYC), organic cotton sheets.

Historical Downtown 1 Bedroom Apartment
Located in the heart of historical downtown Lenox. A beautifully renovated space fully equipped for all your needs. The eat-in kitchen has a table for two, stainless appliances, and an array of cooking essentials. The living room features a comfortable sectional and a flat screen TV for relaxing. Wi-Fi is available throughout the space. Central heat and air to provide a comfortable environment in any season. All linens and towels are provided.

Holland House: Modern Rustic Guest Apartment
Thoughtfully designed two-bedroom apartment located above a former millinery shop built in 1880. Beautiful natural light. Mix of vintage and modern amenities, including two guest bedrooms, full kitchen and bath, high speed wifi, in-unit laundry and work desks. Private tree-shaded back porch overlooking Kinderhook Creek and Pachaquack Preserve. 20 minutes to Hudson. 30 minutes to Albany, the Berkshires and the Catskills.

Airy apartment at the old boarding house
Distinctive 2-bedroom with lots of windows and light and a kind of shabby elegance. It's half of a Greek Revival house from 1900 on a country lane at the foot of the Berkshires. Enormous master bedroom with dressing room, 2nd bedroom with twin beds, lovely living room, separate dining room, full kitchen. Big covered front porch for eating outside, with grill, table and an acre of orchard outside too.

Serving Sexy Historic Hudson Realness Steps from Warren St
Feast your eyes on the drop-dead gorgeous dining room and then get ready to have a feast because the kitchen is fully equipped for everything from cocktails to the main course. Or simply take in the dramatic pops of color and sexy decor sprinkled throughout the space. Unwind after a long day of antiquing or exploring on a cozy outdoor sectional in the backyard garden.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Lower Warren Street Picture-Perfect 2-Bedroom Apt

Black Cat Suites bright spacious garden suite

Washington Parkside 1 Bedroom In 1800s Brownstone!

Hip Warren Street Apartment

The Ivy on the Stone

Thomas Jenkins Guesthouse hudson

Larson Green

Cosy Catskill Casita in the Middle of Village
Private apartment rentals

Downtown Apartment A

West Main

Walk Everywhere! | Relax in Easy Elegance!

Private Berkshire Barn Apartment

Private Hudson pied-à-terre; blocks from Amtrak

Modern Luxury & Victorian Charm: The Bird in Hand

Historic Strand House - Unit 3 Forst Suite

Peter’s Space
Apartment rentals with a hot tub

Mountainside Condo Ski on/off

Berkshire Mountain Top Chalet

Ski-In Ski-Out Loft Lift & MT. Views

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4

Mountain view apartment, 5mins to Ski Area!

Burnt Knob Mountain Escape

All-Season Condo at Jiminy Peak (Berkshires)

Mountain Top Hot Tub Suite Hiking & Falls 5 min
Destinations to explore
- Plainview Vacation rentals
- New York Vacation rentals
- Tuckahoe Vacation rentals
- Long Island Vacation rentals
- Boston Vacation rentals
- Washington Vacation rentals
- East River Vacation rentals
- Hudson Valley Vacation rentals
- Jersey Shore Vacation rentals
- Philadelphia Vacation rentals
- South Jersey Vacation rentals
- Pocono Mountains Vacation rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Catamount Mountain Ski Resort
- Windham Mountain
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Zoom Flume
- Mohawk Mountain Ski Area
- Taconic State Park
- Saratoga Spa State Park
- June Farms
- Ski Sundown
- Norman Rockwell Museum
- Naumkeag
- Opus 40
- Berkshire Botanical Garden




