Some info is shown in its original language. Translate

Apartment holiday rentals in Chatham

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Chatham

  • Nightly prices starting at

    Chatham holiday rentals start at £22 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.

1 of 1 pages1 / 1
Guest favourite
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.
Flat in Valatie
4.96 out of 5 average rating, 101 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.

Top guest favourite
Flat in Hudson
4.97 out of 5 average rating, 229 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!

Guest favourite
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.
Flat in Hudson
4.95 out of 5 average rating, 379 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.

Guest favourite
A modern bedroom is presented, featuring a plush king-sized bed with crisp white linens. A sliding glass door allows access to an outdoor space, while a small table and decorative items add to the aesthetic. A dark accent wall provides depth, complemented by natural light.
Flat in Great Barrington
4.92 out of 5 average rating, 218 reviews

King Bed |Wi-Fi| 2m to 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 KEY FEATURES: *MCM Design * Plush King Sized Bed w/ high end Centium Satin Linens *High Speed Internet *58" TV w/ Hulu + Live

Top guest favourite
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.
Flat in Hudson
4.95 out of 5 average rating, 304 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.

Top guest favourite
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.
Flat in Coxsackie
4.99 out of 5 average rating, 165 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.

Guest favourite
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.
Flat in Lenox
4.97 out of 5 average rating, 116 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.

Top guest favourite
A spacious bedroom features a wooden four-poster bed adorned with green and white pillows. A dining table with two chairs sits in one corner. Soft lighting is provided by a lamp and two hanging chandeliers, creating a calm ambiance.
Flat in Town of Hillsdale
4.98 out of 5 average rating, 260 reviews

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.

Top guest favourite
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.
Flat in Valatie
4.95 out of 5 average rating, 216 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.

Top guest favourite
A spacious front porch is framed by white columns and features two seating areas. Lush greenery encompasses the porch, with a flowering rhododendron bush in the foreground. The blue sky is dotted with clouds, enhancing the inviting atmosphere of the outdoor space.
Flat in New Lebanon
4.97 out of 5 average rating, 122 reviews

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.

Guest favourite
A spacious living area features a comfortable grey sofa and a marble-topped dining table with two chairs. A smart TV sits on a wooden stand against a light wall. Sunlight filters through sheer curtains, illuminating the room. A bedroom is visible in the background.
Flat in Hudson
4.93 out of 5 average rating, 273 reviews

Studio/Guest Suite Minutes from Warren St.

This newly renovated studio/guest suite, 2 blocks from Warren Street, is centrally located and sun-filled. The studio/guest suite comes equipped with a full-bed, a smart TV, an eat-in area, a spacious bathroom and while there is no kitchen, there is a mini-fridge, microwave, coffee maker, electric tea kettle, glasses, silverware & dishes. Coffee and tea are provided.

Guest favourite
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.
Flat in Hudson
4.95 out of 5 average rating, 457 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.

Popular amenities for Chatham apartment rentals