
Apartment holiday rentals in Chatham
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Top-rated apartment rentals in Chatham
Guests agree: these apartments are highly rated for location, cleanliness and more.

The Ivy on the Stone
The oldest house you can stay at in the historic heart of Kingston! Walkable! This landmark 1680 stone house has been featured in Upstate Diary and Houzz. Enter this 350 sq ft luxe apartment through a secret garden and a shared porch. The private spa-like bathroom features a clawfoot tub, and rain shower. Featuring an organic queen bed, an electric fireplace, workspace, William Morris wallpaper, and a Nespresso maker. If you want to stay in the larger house visit: https://abnb.me/EexspArCAIb

Romantic Apartment in Historic Stone Ridge
Relax in this cozy apartment in our beautiful colonial house in the middle of historical Stone Ridge, NY. It offers perfect mixture of rustic and modern styles and is decorated with original art. Full kitchen is equipped with everything you need to prepare a great meal. It is perfect for all seasons and located within walking distance to restaurants, coffee shops, yoga studios, groceries. New Paltz, Woodstock, Minnewaska, Mohonk Preserves, Shawangunk Ridge are all within the short 20 min drive.

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!

King Bed|Wi-Fi|2m 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 *9.9 miles to Tanglewood KEY FEATURES *MCM Design *Plush King Sized Bed high end bed Linens *High Speed Internet *58" Tv with Hulu Live

A Haven of Rest Beautiful Historic Tranquil Suite
Step back in time into a fully appointed 2nd floor suite in a stately 1830 Federal Home. Rest Haven Estate is a country manor with a wonderful history that only adds to its charm. Private entrance. Full kitchen, bath, large living room with 2 twin sofa sleepers, cozy private bedroom with queen bed. High speed internet. Cable TV, Microwave, Stove, Refrigerator, Desk, Coffee Maker Located across from Albany- Hudson Electric Trail for walking, biking, cross country skiing, and snow shoeing.

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.

Stunning studio in the heart of Troy: Raven's Den
Raven's Den is a large studio apartment with a queen sized bed, full kitchen, and an extra-deep bathtub. It is an open plan room that can be configured as needed, featuring two "aerial silk" hammocks that double as swings. It's in the heart of Downtown Troy, close to RPI, EMPAC, The Troy Music Hall, The Farmers Market, and the Takk House. Whether you need a cozy romantic getaway or simply a clean, fresh, place to lay your head, Raven's Den could be for you.

Cosy Catskill Casita in the Middle of Village
The Casita is a studio apartment comfortable for solo travellers, couples or just two folks who don't mind sharing a bed! We’ve endeavored to make it a comfortable stay for a weekend or even longer, with all basic amenities, a queen size bed, standing shower bathroom, and kitchenette. Although it is an apartment on the ground floor of my house, you will have your privacy with a separate entrance off of the driveway which is for guest use during the stay.

Catskill Village House - The Loft
Perfect for a couple or solo traveler, The Loft is an easy and open space that evokes the playfulness and creativity of a treehouse. A cathedral ceiling, light-filled dormer, original art, and custom accents inspire the imagination. Located on the 3rd floor, the room includes a kitchenette and dining area with private bathroom and shower located at the base of the stairs. Custom queen mattress (featured at the Four Seasons NYC) organic cotton sheets.

Gorgeous Getaway, close to everything!
The apartment is spacious, bright, peaceful and very private. There is a coded lock, and your own front entry and spacious front porch. Located on a quiet street, just slightly off the beaten path yet within a short walk to all of the best restaurants and shopping Hudson has to offer. A full kitchen will also allow for some chill out time or a family meal if that is more your speed. A beautiful and convenient refuge.

Serving Sexy Historic Hudson Realness Steps from Warren St
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.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Historic Strand House - Unit 2 Woolsey Suite

Light Filled 2+BR in the Heart of Hudson

Hip Warren Street Apartment

Steps to MoCA Near SKI: 2bd + SAUNA!

DeMew Townhouse in Historic Kingston

Escape to a Sleek, Serene Studio on the Riverbank

Main St. Steps to everything. Comfort & Design.

Cozy 1 bedroom apartment in the Rondout Kingston
Private apartment rentals

Chic Hudson Apartment - In the heart of Hudson, NY

Susie's Climax Creations

Historical Downtown 1 Bedroom Apartment

Kinderhaus Loft in Chatham, New York

Colonel Hasbrouck’s 1735 Stone House, Garden Level

Woodland Neighborhood Retreat

Hideaway with Spectacular Berkshire Views

Chic Country Apt in Woodstock, NY
Apartment rentals with a hot tub

Esopus Creekfront Getaway | Sauna & Kayak I HotTub

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

1st FL Mtn View Woodland Suite on Jiminy Sleeps 4

Cozy Ski Retreat

Jiminy Peak Ski Loft with Hot Tub

Luxe Ski Getaway Base of Jiminy

Burnt Knob Mountain Escape

Charming Pet Friendly Getaway w Hot Tub & Fire Pit
Quick stats about flat rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $38 SGD 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!
Destinations to explore
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- Catamount Mountain Ski Resort
- Howe Caverns
- Windham Mountain
- Thacher State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Bash Bish Falls State Park
- Kent Falls State Park
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Saratoga Spa State Park
- Taconic State Park
- Norman Rockwell Museum
- Ski Sundown
- Opus 40
- Berkshire Botanical Garden
- Naumkeag
- Hancock Shaker Village




