
Apartment holiday rentals in Chatham
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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!

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.

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.

Serene Suite: Hudson & Berkshires, Walk to Brewery
A peaceful, highly rated private suite in the heart of historic Hillsdale, where the Hudson Valley meets the Berkshires. Walk to shops, restaurants, a brewery, cooking school, grocery, wine and liquor store. Minutes to Hilltown, the Harlem Valley Rail Trail, scenic hikes, and beautiful drives, with galleries, antiques, live music, and cultural gems nearby. A serene, perfectly located home base for spring dining, exploring, and unwinding.

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.

Marie's Place
This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters. Ac units are installed from June through September.

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.

Lovely Berkshire Apartment. Private & Peaceful
Kick back, relax and rejuvenate in this spacious, calm, stylish, zen space just minutes from town. Private entrance with keyless entry. Comfy crisp clean beds and spacious living room. Kitchen has everything you'll need to cook dinners or not! Friends getaway, couples, familes or remote work. Beautiful sunsets! Minutes to Tanglewood/Jacobs Pillow

Above SpringRise
Newly renovated, top floor apartment on Main Street in the historic district of Catskill. Overlooking both the Catskill Creek and the Catskill Mountains, this floor-through apartment is just 10 minutes to Hudson, 5 minutes to three Nature preserves and 15 minutes to Kaaterskill Falls.

THE DAKIN HOUSE
The Dakin House was built in 1830. The Greek Federal Style home has been restored to its original architecture and reflects the early days of Hudson's prosperity. The private gardens will complement your stay for a unique experience. The private apt. is on the third floor.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Washington Parkside 1 Bedroom In 1800s Brownstone!

Chic Hudson Apartment - In the heart of Hudson, NY

Light Filled 2+BR in the Heart of Hudson

Bright, Charming 3-BR with Garden in Heart of Town

Modern Copake Falls Getaway - 8 Mins to Catamount

Thomas Jenkins Guesthouse hudson

Warren St. Ensuites - Pets allowed

Enjoy every season the Berkshires have to offer.
Private apartment rentals

Charming Art Filled Apartment

Walk Everywhere! | Relax in Easy Elegance!

Empire Plaza Apartment

Country apartment

Spacious Historic 3BR/1.5BA Troy Washington Park

The Beer Diviner Brewery Apartment

Studio/Guest Suite Minutes from Warren St.

COLD SPRING
Apartment rentals with a hot tub

Mountainside Condo Ski on/off

Berkshire Mountain Top Chalet

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4

Mountain view apartment, 5mins to Ski Area!

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

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit
Quick stats about apartment rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $51 NZD 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!
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Tuckahoe 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
- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Kent Falls State Park
- Bousquet Mountain Ski Area
- Taconic State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Saratoga Spa State Park
- June Farms
- Ski Sundown
- Walkway Over the Hudson State Historic Park
- Opus 40
- Naumkeag
- Norman Rockwell Museum





