
Apartment vacation rentals in Chatham
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Quick stats about apartment rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at G$6,279 GYD per night before taxes and fees

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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!
Top-rated apartment rentals in Chatham
Guests agree: these apartments are highly rated for location, cleanliness, and more.
Vintage-Inspired Revitalized Historical Bau Guesthaus, A
Re-capture the allure of the past while indulging in modern luxury in this home originally built in the 1890s. The residence showcases original detailed ceilings, a mid-century design aesthetic, repointed original brick, and bright splashes of color. Entire 900sqf 1st floor unit. Includes 1 bedroom(Queen), private kitchen/dinning room, living room and a bathroom. The townhouse is restored with beautiful, vintage details but also with all the comforts of modern living like high speed Wifi, digital thermostats and entry to the home via smart lock. *additional one time fee of $25 to set up air mattress for 2 guests. All guests are welcome to use all facilities on our property; including our backyard. The property is centrally located in the heart of historical uptown Kingston. Explore the weekend farmers market just steps from the front porch, as well as local cafes, restaurants, museums, and music venues. The Bau Guesthouse is easily accessible. It is 7min walk from the Kingston Trailways bus stop and 5min drive from I-87 throughway exit 19. Parking on our street is metered Monday - Friday 9am to 5pm. Also free street parking is available just around corner from us.

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

Little Farm Stay Catskill
Rustic first floor apartment on quiet, private horse farm. Private entry, suitable for single adult or couple. Great location at the foothills of the Catskill Mountains! 6 miles to HITS Saugerties, minutes from the village of Catskill and just a short ride to historical Woodstock. Enjoy hiking, bike trails and local shopping! Full Kitchen Bedroom: Queen, small single futon Living area: Cable TV & Foosball Table Back patio: seating, grill, hot tub and pool(seasonally) Fire pit Wi-Fi

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.

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 - 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.

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.

A Lovely Historic Apartment
A historic, Italianate Victorian located on a quiet street in downtown Hudson, two blocks away from charming Warren Street. Our property has a fenced-in backyard filled with lovely greenery, lush gardens, and meditative places to lounge. Designed with comfort and beauty in mind, our chic, peaceful nest is the perfect place to land in Hudson.

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.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Marie's Place, Unit 1

Serene Suite: Hudson & Berkshires, Walk to Brewery

Hip Warren Street Apartment

Mountain View Retreat~Sunny Hill Golf / Skiing

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Modern Copake Falls Getaway - 8 Mins to Catamount

Thomas Jenkins Guesthouse hudson

Hideaway with Spectacular Berkshire Views
Private apartment rentals

Historic, Spacious Mansion Suite

Romantic Warren St Penthouse w/Catskill Mtn Views

Light Filled 2+BR in the Heart of Hudson

The Beer Diviner Brewery Apartment

Historical Downtown 1 Bedroom Apartment

Art Room at Old Stone Farmhouse

Vibrant Lower Warren Street Writing Retreat

House on the Town Green
Apartment rentals with a hot tub

Mountainside Condo Ski on/off

Berkshire Mountain Top Chalet

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

Mountain view apartment, 5mins to Ski Area!

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4

Mountain Top Hot Tub Suite Hiking & Falls 5 min
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- 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
- Bash Bish Falls State Park
- June Farms
- Thacher State Park
- Hunter Mountain Resort
- Zoom Flume
- Taconic State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Kent Falls State Park
- Walkway Over the Hudson State Historic Park
- Ski Sundown
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park





