
Apartment vacation rentals in Chatham
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Top-rated apartment rentals in Chatham
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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, Spacious Mansion Suite
Welcome to the Mansion Suite, a newly renovated historic gem in the heart of Center Square. Through a private entrance, down a long foyer, you'll discover the grand Oak Room, an expansive living/dining room with dramatic fireplace mantel, paneling, beamed ceiling, stained glass windows. Adjacent to the lounge, is a stylish and fully equipped kitchen with new stainless steel appliances. Both bedrooms have new queen beds, beautiful natural woodwork and overlook a private and quiet courtyard.

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.

Private Elegant 1BR Apt One Block to Warren St.
Completely private entrance with key code entry only one block from best part of Warren Street. Walk to shops and restaurants. New renovation, high ceilings, well appointed. Spa-like bath with double shower. Comfortable living room, bedroom and living room with cable. The apartment is located on the ground floor of our home. Dads John and Daniel and our daughter, Patsy welcome you and want to make sure you have a great stay. And don't worry, the toddler is asleep by 8 pm.

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.

Lower Warren Street Picture-Perfect 2-Bedroom Apt
Stylish, compact and lovingly renovated two-bedroom apartment on lower Warren Street. Just down the block from The Maker Hotel, around the corner from the fabulous Feast & Floret, and an easy walk from the Hudson Amtrak station, with the Basilica just beyond. Step out the door and into the world of this inventive, fashionable city! Small, non-shedding, non-barking and well behaved dogs accepted on a case-by-case basis, with a one-time additional surcharge of $75.

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.

Private En Suite in Beautiful Victorian
The room is light and airy with morning sun and the shade of the large front porch in the afternoon. This is a place to enjoy a meal or just lounge and relax with a view of the gardens and surrounding woods. This space features a private entrance, a kitchenette and full bathroom and very comfortable queen bed. In mid July 2024 we added air conditioning.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Black Cat Suites bright spacious garden suite

Serving Sexy Historic Hudson Realness Steps from Warren St

Washington Parkside 1 Bedroom In 1800s Brownstone!

Light Filled 2+BR in the Heart of Hudson

Hip Warren Street Apartment

Modern Luxury & Victorian Charm: The Bird in Hand

The Ivy on the Stone

Historic Strand House - Unit 3 Forst Suite
Private apartment rentals

Walk Everywhere! | Relax in Easy Elegance!

Private Berkshire Barn Apartment

Ground Floor Apartment on Hudson River

Private Hudson pied-à-terre; blocks from Amtrak

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

Captain's Quarters at Mickey's Marina

DeMew Townhouse in Historic Kingston

Cosy Catskill Casita in the Middle of Village
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

Burnt Knob Mountain Escape

All-Season Condo at Jiminy Peak (Berkshires)

Mountain Top Hot Tub Suite Hiking & Falls 5 min

Berkshire’s Sweet Spot-Spa/Close to Ski Resorts
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!
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