
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$6,274 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.

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.

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

Private Elegant 1BR Apt One Block to Warren St.
Completely private entrance with key code entry only one block from best part of Warren Street. Walk to shops and restaurants. New renovation, high ceilings, well appointed. Spa-like bath with double shower. Comfortable living room, bedroom and living room with cable. The apartment is located on the ground floor of our home. Dads John and Daniel and our daughter, Patsy welcome you and want to make sure you have a great stay. And don't worry, the toddler is asleep by 8 pm.

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.

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!

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 - 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.

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.

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

Studio Oasis nr Warren St w porch & yard

Thomas Jenkins Guesthouse hudson

Warren St. Ensuites - Pets allowed

Vibrant Lower Warren Street Writing Retreat
Vintage-Inspired Revitalized Historical Bau Guesthaus, A

Escape to a Sleek, Serene Studio on the Riverbank

Main St. Steps to everything. Comfort & Design.

Sunny, Spacious & Central: Bowler
Private apartment rentals

Empire Plaza Apartment

1 bdrm apt in Athens on the Hudson

The Beer Diviner Brewery Apartment

The Ivy on the Stone

Bright, Charming 3-BR with Garden in Heart of Town

Modern Copake Falls Getaway - 8 Mins to Catamount

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Scenic Hudson River Getaway!
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

Mountainside Condo Ski on/off

Mountain view apartment, 5mins to Ski Area!

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

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Luxury Downt. Troy Apartments near Franklin Plaza.

Mountain Top Hot Tub Suite Hiking & Falls 5 min
Destinations to explore
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- Mont-Tremblant Vacation rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Berkshire East Mountain Resort
- Jiminy Peak Mountain Resort
- Windham Mountain
- Howe Caverns
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Bash Bish Falls State Park
- June Farms
- Zoom Flume
- Thacher State Park
- Taconic State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Kent Falls State Park
- Mohawk Mountain Ski Area
- Walkway Over the Hudson State Historic Park
- Ski Sundown
- Hudson Chatham Winery
- Millbrook Vineyards & Winery
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park





