
Apartment vacation rentals in Chatham
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Top-rated apartment rentals in Chatham
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Main St. Steps to everything. Comfort & Design.
Relax in your own spacious and private light-filled retreat. Enjoy our cozy and unique space filled with art, vintage and antique finds, collectibles, ceramics, and books. Escape or stay connected with excellent hi-speed internet. Fully stocked kitchen for all your needs. Dedicated off-street parking. Steps to all Catskill has to offer in Restaurants, Breweries, Shops and Culture. Minutes to 3 beautiful preserves, the Hudson and Catskill Creek. 15 minutes to Hudson. 30 min. to Kaaterskill Falls.

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!

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.

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

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.

Stay by Catamount, Brewery, Butternut, Berkshires
Hillsdale’s Hygge Hideaway...Enjoy a peaceful, serene suite with all the comforts of home. Private entrance, with ample parking for multiple cars so you can meet up...perfectly located where the Hudson Valley meets the Berkshires. Just 8 miles east from the Taconic State Parkway, located in the center of the Historic Hamlet of Hillsdale, NY. Walk to unique shops, a cooking school, restaurants and a brewery, a full service grocery store, wine and liquor store and more.

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!

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.

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.

Studio/Guest Suite Minutes from Warren St.
This newly renovated studio/guest suite, 2 blocks from Warren Street, is centrally located and sun-filled. The studio/guest suite comes equipped with a full-bed, a smart TV, an eat-in area, a spacious bathroom and while there is no kitchen, there is a mini-fridge, microwave, coffee maker, electric tea kettle, glasses, silverware & dishes. Coffee and tea are provided.
Popular amenities for Chatham apartment rentals
Weekly apartment rentals

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

Studio Oasis nr Warren St w porch & yard

Lower Warren Street Picture-Perfect 2-Bedroom Apt

Station House 1E Private Room & Bath

Susie's Climax Creations

Hip Warren Street Apartment

Cemetery Schoolhouse 2

Historical Downtown 1 Bedroom Apartment
Private apartment rentals

Comfy studio in heart of Albany

The Eastsider (Emma Willard, RPI, Troy)

Light Filled 2+BR in the Heart of Hudson

Cozy Rustic Apt. in 18th c. Berkshire Farmhouse

Luxury downtown penthouse, near Franklin Plaza.

Kinderhaus Loft in Chatham, New York

Warren St. Ensuites - Pets allowed
Vintage-Inspired Revitalized Historical Bau Guesthaus, A
Apartment rentals with a hot tub

Mountain view apartment, 5mins to Ski Area!

Ski-InSki-Out Loft Lift&MT.Views

Cozy Ski Retreat

Luxe Ski Getaway Base of Jiminy

Jiminy Peak Ski Loft with Hot Tub

Burnt Knob Mountain Escape

Uptown Watervliet

Luxury Jiminy Ski On Off Village Ctr Condo Sleeps4
Quick stats about apartment rentals in Chatham

Nightly prices starting at
Chatham vacation rentals start at G$6,281 GYD per night before taxes and fees

Verified guest reviews
Over 30 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
- Windham Mountain
- John Boyd Thacher State Park
- Howe Caverns
- Catamount Mountain Ski Resort
- Bash Bish Falls State Park
- Mount Greylock Ski Club
- Kent Falls State Park
- Zoom Flume
- Saratoga Spa State Park
- Norman Rockwell Museum
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Taconic State Park
- Mohawk Mountain Ski Area
- Butternut Ski Area and Tubing Center
- Beartown State Forest
- Mount Tom State Reservation
- Opus 40
- Albany Center Gallery




