Apartment vacation rentals in Chatham

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Top-rated apartment rentals in Chatham

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Top guest favorite

A well-lit bedroom features a spacious bed adorned with patterned pillows and a textured throw. A simple stool stands beside the bed. Bookshelves filled with collectibles and a decorative arrangement are visible. Multiple windows allow natural light to fill the room, enhancing its cozy atmosphere.

Apartment in Catskill

4.98 out of 5 average rating, 410 reviews

Main St. Steps to everything. Comfort & Design.

Relax in your own spacious and private light-filled retreat. Enjoy our cozy and unique space filled with art, vintage and antique finds, collectibles, ceramics, and books. Escape or stay connected with excellent hi-speed internet. Fully stocked kitchen for all your needs. Dedicated off-street parking. Steps to all Catskill has to offer in Restaurants, Breweries, Shops and Culture. Minutes to 3 beautiful preserves, the Hudson and Catskill Creek. 15 minutes to Hudson. 30 min. to Kaaterskill Falls.

Guest favorite

An airy interior showcases exposed wooden beams and a blend of modern and rustic decor. A kitchen counter with stools is positioned towards the left, complemented by a dining table with chairs in the center. A cozy bedroom is visible through the doorway on the right.

Apartment in Philmont

4.9 out of 5 average rating, 130 reviews

Beautiful space in the heart of Philmont

Enjoy the elegant ambience of this airy and bespoke space, just two doors up from the excellent restaurant Local 111, as well as the Co-op, where you can pick up delicious local produce, meats, and baked goods. A couple blocks from the Philmont Pub, another fantastic place to eat and enjoy the evenings. Minutes from Hudson, this town is literally in the center of Columbia County. A short drive to Catamount, Bash Bish, the Hudson River, the Catskills, the Berkshires, no end of places to explore!

Guest favorite

A modern living area features a dark gray sofa positioned near a sleek fireplace. A wooden console table with two drawers and a stack of magazines sits in front. A framed black-and-white photograph adorns the wall, complemented by a woven basket chair in the corner.

Apartment in Copake Falls

4.91 out of 5 average rating, 349 reviews

Modern Copake Falls Getaway - 8 Mins to Catamount

Hudson Valley/Berkshires vacation rental! Located on a 13 acre former horse farm, full size apt (private entrance) features all new everything and sits in the Taconic Mtns. Has a separate bedroom, new bathroom, kitchenette with Nespresso Coffee Maker, dining and living room with a fireplace and a private bathroom. Property has a pond, stream, 360 views. Relax on property or adventure out. 8 min from Catamount, 7 min from Bash Bish Falls, tons to do locally! 7 min walk to nearest hiking trail!

Top guest favorite

Apartment in Hudson

4.9 out of 5 average rating, 354 reviews

Cemetery Schoolhouse 2

I want to accommodate all weary travelers but 1 night reservations are economically hard to maintain, so there is a $50 surcharge for 1 night. If you're planning a month or more stay, more than 6 months out, get in touch and I'll open the calendar for you! I would be delighted to pick & drop you off at the train station. We are a 7 min stroll to the top of Warren This is a park setting, totally removed from any living soul with acres to stroll and explore & yet only 12 min walk to Warren

Top guest favorite

Apartment in Hudson

4.97 out of 5 average rating, 313 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 favorite

The living room features a light-colored sofa adorned with assorted pillows, positioned next to large windows that invite natural light. A vibrant area rug adds warmth to the wooden floor. Decorative plants and a framed piece of art contribute to the inviting atmosphere.

Apartment in Hudson

4.98 out of 5 average rating, 261 reviews

Serving Sexy Historic Hudson Realness Steps from Warren St

** This property is listed for sale. You will be given notice if our agent needs to show it during your stay. 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.

Guest favorite

A wooden structure with a deck extends into the greenery, framed by tall hop poles. The building features a large front porch, inviting outdoor seating, and an entrance accentuated by surrounding trees and a grassy area leading up to it.

Apartment in Petersburg

4.89 out of 5 average rating, 200 reviews

The Beer Diviner Brewery Apartment

The apartment is entire upstairs of back of our farm brewery & taproom. Open space includes living/dining/work space & bedroom; bathroom has small claw foot tub with shower. Queen-sized memory foam bed; twin day bed (extra twin mattress beneath). HD TV, wifi, private deck, kitchenette with mini fridge, microwave, toaster oven, hot tea kettle and k-cup coffeemaker. Complimentary pint of craft beer in taproom. Located in a private setting in a hollow in the Taconic Mountains.

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

5 out of 5 average rating, 128 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.

Top guest favorite

The living space features a blend of antique and modern furnishings. A cozy gray sofa adorned with patterned throw pillows faces a rustic wooden trunk and a light-colored armchair. Lush indoor plants add greenery, while a warm light fixture and a welcoming entry door are visible.

Apartment in Freehold

5 out of 5 average rating, 320 reviews

Mountain View Retreat~Sunny Hill Golf / Skiing

Welcome to Sunny Hill Road ! We are located in a small community of private homes in an open space overlooking the mountains. This one bedroom unit has everything you need to enjoy your stay in the Catskills. Relax on the private deck or inside with amazing views from every window. The kitchen is fully equipped and ready to cook a full meal and then enjoy it in the dining room overlooking the mountains. It is quiet and restful here, amazingly beautiful in all four seasons!

Top guest favorite

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.

Apartment in Hillsdale

4.99 out of 5 average rating, 222 reviews

Serene Suite by Gt. Barrington, Hudson, Tanglewood

Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

Guest favorite

A historic Greek Revival house is seen from the front yard, featuring a white facade complemented by green trees. A red door serves as a focal point, with several windows allowing natural light. The yard is bordered by a wooden fence and includes well-maintained grass.

Apartment in Coxsackie

4.93 out of 5 average rating, 147 reviews

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.

Superhost

A comfortable living area features a gray sofa adjacent to a wooden table and two chairs. Natural light filters through sheer curtains on the windows, highlighting the rustic wood flooring and a statement brick wall with a vintage-style light fixture above.

Apartment in Catskill

4.93 out of 5 average rating, 201 reviews

Catskill Village House - Garden Studio

A serene space inspired by the contemplative calm of the open water, our Garden Suite features a large living room, outdoor deck and shared garden, private bathroom with claw foot tub and shower, and sleeper sofa. Original artwork, a custom made kitchenette, and dining area add to this beautiful and generous space. Custom Queen Size Mattress (featured at the Four Seasons NYC), organic cotton sheets. Free WIFI (150mb/12mb) and AC.