
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.

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!
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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
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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.
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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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Marie's Place
This newly renovated bright sunny apartment is minutes from Bosquet ski area & also close to downtown. It has a large kitchen and pantry. Beautiful oak dining room table. Comfy living room set, with a 43 inch Roku TV. Electric fireplace. Queen size beds in both bedrooms. Large walk-in closet in. Large bathroom with tub and shower. 28 minutes from Jiminy peak. Close to downtown restaurants and theaters. Ac units are installed from June through September.
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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.
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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.
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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.
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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.
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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.
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Garden Hideaway in a 1735 Stone Landmark
This garden-level apartment is part of the Colonel Abraham Hasbrouck House, a registered landmark built in 1735 in Kingston's walkable Stockade District. It has original Dutch doors, exposed beams, and a wall-to-wall stone hearth with a beehive oven, along with a newly renovated kitchen and bath, an in-unit washer/dryer, and keyless entry.
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Thomas Jenkins Guesthouse hudson
This apartment is very bright thanks to 3 large windows facing the street and 4 windows on the side facing the garden which is a rarity on Warren Street. The apartment offers a complete kitchen and a large bedroom with king size bed. CITY OF HUDSON OCCUPANCY TAXE IS INCLUDED IN YOUR NIGHTLY RATE
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Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Light Filled 2+BR in the Heart of Hudson
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Susie's Climax Creations
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Main St. Steps to everything. Comfort & Design.
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King Bed |Wi-Fi| 2m to Ski Resort
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Mountain View Retreat~Sunny Hill Golf / Skiing
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Explore Historic Uptown Kingston from the Bau Guesthaus, C
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Foothills of the Catskills
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Serving Sexy Historic Hudson Realness Steps from Warren St
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Private apartment rentals

Spacious, new renovated 1BR in a Victorian mansion
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Lovely Downtown Lenox apt, walk to everything!
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Private En Suite in Beautiful Victorian
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Vibrant Lower Warren Street Writing Retreat
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Washington Parkside 1 Bedroom In 1800s Brownstone!
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The Beer Diviner Brewery Apartment
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House on the Town Green
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Black Cat Suites bright spacious garden suite
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Apartment rentals with a hot tub

Burnt Knob Mountain Escape
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Little Farm Stay Catskill
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Berkshire Mountain Top Chalet
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Troy-Timeless Rensselaer Victorian
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Mountain Top Hot Tub Suite Hiking & Falls 5 min
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Ski-InSki-Out Loft Lift&MT.Views
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Charming Creekfront | Kayak • Hot Tub • Fire Pit
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Luxury Downt. Troy Apartments near Franklin Plaza.
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Taconic State Park
- Thacher State Park
- Bash Bish Falls State Park
- Kent Falls State Park
- Hunter Mountain Resort
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Millbrook Vineyards & Winery
- Ski Sundown
- Rensselaer Polytechnic Institute
- Hudson Chatham Winery
- MVP Arena
- Saratoga Spa State Park





