
Apartment holiday rentals in Chatham
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Top-rated apartment rentals in Chatham
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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

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!

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.

Historic, Spacious Mansion Suite
Welcome to the Mansion Suite, a newly renovated historic gem in the heart of Center Square. Through a private entrance, down a long foyer, you'll discover the grand Oak Room, an expansive living/dining room with dramatic fireplace mantel, paneling, beamed ceiling, stained glass windows. Adjacent to the lounge, is a stylish and fully equipped kitchen with new stainless steel appliances. Both bedrooms have new queen beds, beautiful natural woodwork and overlook a private and quiet courtyard.

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.

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!

Adorable Apartment - Near Emma Willard, RPI, Troy
Welcome to Cheri's house! You'll enjoy a private 1 bedroom apartment including a full size bed in the bedroom, living room with pull-out sofa and smart TV, full kitchen, bathroom and bonus work space or dining room. Off street parking, free WiFi and breakfast included. My home is a quick 5 min walk to Emma Willard School, 1.5 miles to RPI, and 2 miles to Russell Sage College. The unit is on the 2nd floor of an owner-occupied house. Please ask me any questions!

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.

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.

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.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

Historic Strand House - Unit 2 Woolsey Suite

Cozy private apartment in Rhinebeck Village

Dog Friendly Uptown Apt Near Stockade + Backyard

Studio/Guest Suite Minutes from Warren St.

Steps to MoCA Near SKI: 2bd + SAUNA!

Hudson River Beach House

Warren St. Ensuites - Pets allowed

DeMew Townhouse in Historic Kingston
Private apartment rentals

Modern/Private Five ★ /Hotel quality stay/1 BR Apt

Black Cat Suites bright spacious garden suite

Hip Warren Street Apartment

Kinderhaus Loft in Chatham, New York

Woodland Neighborhood Retreat

Hideaway with Spectacular Berkshire Views

Escape to a Sleek, Serene Studio on the Riverbank

Pristine 2BR | Walk Downtown | Short Stays OK
Apartment rentals with a hot tub

Berkshire Mountain Top Chalet

1st Floor Mountain View Suite Ski On/Off At Jiminy

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

Relaxing Spa Retreat~Gorgeous View~Walk to Village

Luxe Ski Getaway Base of Jiminy

Jiminy Peak Ski Loft with Hot Tub

Burnt Knob Mountain Escape

Mountain Top Hot Tub Suite Hiking & Falls 5 min
Quick stats about apartment rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $44 AUD per night before taxes and fees

Verified guest reviews
Over 50 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wi-Fi 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
- Windham Mountain
- Catamount Mountain Ski Resort
- John Boyd Thacher State Park
- Howe Caverns
- Bash Bish Falls State Park
- Kent Falls State Park
- Butternut Ski Area and Tubing Center
- Hunter Mountain Resort
- Zoom Flume
- Mohawk Mountain Ski Area
- Bousquet Mountain Ski Area
- Taconic State Park
- Saratoga Spa State Park
- Norman Rockwell Museum
- Opus 40
- Berkshire Botanical Garden
- Ski Sundown
- Naumkeag
- Hancock Shaker Village




