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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.ﺇ 110 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

  • 4.9 Average rating

    Chatham stays are highly rated by guests—averaging 4.9 out of 5!

Top-rated apartment rentals in Chatham

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
A modern kitchen features rich blue cabinetry paired with a white countertop. A double sink and stainless steel appliances create a functional space. A window allows natural light to brighten the area, while a patterned rug adds warmth to the wooden flooring.
Apartment in Valatie
4.96 out of 5 average rating, 103 reviews

Apartment w/Hudson-Electric Trail Access

This unique place has a style all its own with mid century touches. The apartment is newly renovated in the historical Abbott House in beautiful Columbia County with direct access to the Albany-Hudson Electrical Trail. 8 miles to Chatham, 25 min. to Hudson train station, and 1.5 miles to historical Kinderhook. 1 bedroom w/full bath. Private entry w/ patio directly off living area and a deck at the main entrance. Ample parking. Dogs welcome-must cleanup after them. No smoking/vaping, no parties.

LocationFamilyAccess

Top guest favorite
Apartment in Hudson
4.97 out of 5 average rating, 231 reviews

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!

FamilyValueParks

Top guest favorite
A spacious room features a plush king-sized bed centered on a decorative area rug. Dark-colored walls provide contrast to the light wooden flooring. A functional desk and chair are positioned by the window, with a small kitchenette area visible. A bathroom door is seen in the background.
Apartment in Great Barrington
4.87 out of 5 average rating, 251 reviews

King Bed|Wi-Fi|2m Ski Resort

Remodeled Mid-Century Motel, that sits in the heart of the Berkshires. Located in Great Barrington, MA. Just steps from fantastic restaurants, eateries, shops, etc. A very short drive to Butternut Ski Resort. *1.5 miles to Downtown *1.3 miles to Mahaiwe Performing Arts Center *44 miles to Albany International Airport *4.5 miles to Great Barrington Airport *9.9 miles to Tanglewood KEY FEATURES *MCM Design *Plush King Sized Bed high end bed Linens *High Speed Internet *58" Tv with Hulu Live

LocationValueAmenities

Guest favorite
A bright living area features a comfortable sofa adorned with decorative pillows in relaxing tones. A vibrant yellow armchair adds a pop of color, while natural light fills the space through large windows with soft curtains. A round coffee table sits at the center, accompanied by a sleek TV stand.
Apartment in Hudson
4.95 out of 5 average rating, 382 reviews

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.

FamilyValueWalkability

Guest favorite
A cozy living area features a gray sectional sofa adorned with decorative pillows. Bold red walls frame a circular black light fixture above. A round wooden coffee table sits atop a striped rug, complemented by a bookshelf filled with books and an art piece depicting a bicycle.
Apartment in Hudson
4.95 out of 5 average rating, 305 reviews

Historic & Modern Charm in the Heart of Hudson

Our bright and spacious 3 bedroom apartment is a centrally-located, comfortable place to stay in Hudson, just a 12 minute walk from the Amtrak train station. Stay in and cook in the retro-modern chef's kitchen, or enjoy all of the great restaurants within walking distance. Guests will enjoy staying in a home built in 1834 that has been tastefully updated and renovated, with high ceilings, a mix of modern and retro furniture, with quirky historic charm but all the modern conveniences.

ValueFamilySleep quality

Top guest favorite
A circle of wooden Adirondack chairs surrounds a fire pit, situated on a sandy area near the riverbank. Lush greenery and trees frame the space, while a modern two-story house can be seen in the background, blending with the natural landscape.
Apartment in Coxsackie
4.99 out of 5 average rating, 168 reviews

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.

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Superhost
A spacious living area is illuminated by natural light from large windows. A comfortable sofa is positioned beside a wooden coffee table. A raised dining area is visible, furnished with two chairs and a small table. The kitchenette features open shelving and rustic accents.
Apartment in Catskill
4.9 out of 5 average rating, 324 reviews

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.

FamilyLocationDecor

Guest favorite
A light and neutral living room showcases a comfortable sectional sofa with decorative pillows. A round marble coffee table is positioned in front, adorned with a small plant. Two framed art pieces hang above the sofa, and textured rugs lie across the wooden flooring.
Apartment in Lenox
4.96 out of 5 average rating, 118 reviews

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.

FamilyLocationQuiet

Top guest favorite
The exterior of the vintage duplex is highlighted by blue siding and white trim, featuring a welcoming porch adorned with colorful decorations. A spacious lawn surrounds the property, complemented by shrubs and greenery, providing a peaceful outdoor setting.
Apartment in New Lebanon
4.96 out of 5 average rating, 140 reviews

Sunny Duplex at the old boarding house

Charming big vintage apartment in an old boarding house from 1900. It's a Greek Revival house on a country lane at the foot of the Berkshires. Master bedroom and full bath are downstairs, where there is also a lovely living room, fully stocked kitchen and mudroom with washer/dryer. Note that the attic bedroom gets closed in the wintertime. Small front sitting porch, big side lawn and flowery backyard with grill and table.

FamilyValueAmenities

Top guest favorite
A spacious bedroom is showcased with a wooden bed frame and comfortable linens, complemented by two bedside lamps. Natural light floods the space through windows adorned with simple treatments, and a cozy rug lies beneath. A small table and a decorative plant add warmth to the inviting atmosphere.
Apartment in Valatie
4.95 out of 5 average rating, 218 reviews

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.

LocationFamilyQuiet

Guest favorite
A bright dining area features a wooden table centered under a woven pendant light, surrounded by white chairs. A fresh floral centerpiece accompanies a bowl of fruit. Doorways to adjacent rooms are visible, enhancing the open layout and inviting atmosphere.
Apartment in Hudson
4.94 out of 5 average rating, 463 reviews

Light Filled 2+BR in the Heart of Hudson

This big, bright and beautiful historic home is located on a quiet street, two blocks away from the Main Street in Hudson. Within a few minutes walk you will be surrounded by all the antique shops, cafés, restaurants, and the farmers market. Yet, if you are looking for a quiet sanctuary, with tranquil lake walks just one block away, this is a place for you.

ValueLocationComfort

Top guest favorite
A friendly horse leans through an open window, with soft curtains framing its gentle face. The horse's striking black and white markings are visible, while light filters softly into the room, highlighting the welcoming ambiance.
Apartment in Coxsackie
4.97 out of 5 average rating, 205 reviews

Susie's Climax Creations

Susie's Climax Creations Farm is where you can safely experience a stay on a farm where everyone is welcome! The charming farm house is roughly 200 years old, located 2.5 hours from NYC, 25 minutes from the Hudson train station. Susie's Climax Creations is on a quiet dead end street. The apartment has a private entrance and completely self contained.

LocationFamilyWalkability

Popular amenities for Chatham apartment rentals