
Apartment holiday rentals in Chatham
Find and book unique apartments on Airbnb
Quick stats about apartment rentals in Chatham

Nightly prices starting at
Chatham holiday rentals start at $42 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!
Top-rated apartment rentals in Chatham
Guests agree: These apartments are highly rated for location, cleanliness and more.

Apartment w/Hudson-Electric Trail Access
This unique place has a style all its own with mid century touches. The apartment is newly renovated in the historical Abbott House in beautiful Columbia County with direct access to the Albany-Hudson Electrical Trail. 8 miles to Chatham, 25 min. to Hudson train station, and 1.5 miles to historical Kinderhook. 1 bedroom w/full bath. Private entry w/ patio directly off living area and a deck at the main entrance. Ample parking. Dogs welcome-must cleanup after them. No smoking/vaping, no parties.
ValueLocationCheck-in
4.96 out of 5 average rating, 103 reviews
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!
ValueLocationParking
4.97 out of 5 average rating, 231 reviews
King Bed | Patio | 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 *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
ValueFamilyHiking
4.92 out of 5 average rating, 184 reviews
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.
FamilyValueKitchen
4.95 out of 5 average rating, 382 reviews
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! Note: there is no TV.
LocationValueCleanliness
4.89 out of 5 average rating, 373 reviews
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.
ValueFamilyLayout
4.99 out of 5 average rating, 168 reviews
Serene Suite: Hudson & Berkshires, Walk to Brewery
No cleaning fee and no chores! 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.
FamilyValueKitchen
4.98 out of 5 average rating, 263 reviews
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.
ValueFamilyGetting around
4.9 out of 5 average rating, 324 reviews
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.
FamilyLocationBathroom
4.96 out of 5 average rating, 118 reviews
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.
ValueFamilyWalkability
4.95 out of 5 average rating, 219 reviews
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.
ValueLocationBiking
4.97 out of 5 average rating, 124 reviews
Light Filled 2+BR in the Heart of Hudson
This big, bright and beautiful historic home is located on a quiet street, two blocks away from the Main Street in Hudson. Within a few minutes walk you will be surrounded by all the antique shops, cafés, restaurants, and the farmers market. Yet, if you are looking for a quiet sanctuary, with tranquil lake walks just one block away, this is a place for you.
ValueFamilyTV
4.94 out of 5 average rating, 463 reviewsPopular amenities for Chatham apartment rentals
Weekly apartment rentals

Thomas Jenkins Guesthouse hudson
LocationValueParking
4.97 out of 5 average rating, 312 reviews
Historic & Modern Charm in the Heart of Hudson
ValueLocationView
4.95 out of 5 average rating, 305 reviews
Chic Hudson Apartment - In the heart of Hudson, NY
LocationValueCheck-in
4.94 out of 5 average rating, 338 reviews
Tranquility Getaway- Minutes from Hudson
FamilyValueQuiet
4.75 out of 5 average rating, 100 reviews
Private En Suite in Beautiful Victorian
FamilyLocationWi-Fi
4.95 out of 5 average rating, 429 reviews
Serving Sexy Historic Hudson Realness Steps from Warren St
FamilyLocationSkiing
4.98 out of 5 average rating, 286 reviews
Marie's Place
LocationFamilyQuiet
4.92 out of 5 average rating, 330 reviews
The Beer Diviner Brewery Apartment
ValueLocationCleanliness
4.9 out of 5 average rating, 235 reviewsPrivate apartment rentals

Studio/Guest Suite Minutes from Warren St.
LocationValueDecor
4.93 out of 5 average rating, 273 reviews
1 bdrm apt in Athens on the Hudson
ValueLocationComfort
4.93 out of 5 average rating, 246 reviews
Lovely Downtown Lenox apt, walk to everything!
FamilyLocationSkiing
4.95 out of 5 average rating, 154 reviews
Spacious, new renovated 1BR in a Victorian mansion
LocationFamilyBreakfast
4.96 out of 5 average rating, 116 reviews
Cozy 2-Bedroom Vacation Apartment
ValueLocationGetting around
4.99 out of 5 average rating, 112 reviews
Walk Everywhere! | Relax in Easy Elegance!
LocationValueAccuracy
5.0 out of 5 average rating, 149 reviews
Mountain View Retreat~Sunny Hill Golf / Skiing
FamilyValueHospitality
5.0 out of 5 average rating, 373 reviews
See MoCA from your mansion+Sauna!
ValueLocationCondition
4.97 out of 5 average rating, 732 reviewsApartment rentals with a hot tub

Berkshire Mountain Top Chalet
ValueLocationNearby
4.93 out of 5 average rating, 193 reviews
Little Farm Stay Catskill
LocationValueCheckout
5.0 out of 5 average rating, 126 reviews
Burnt Knob Mountain Escape
ValueFamilyHospitality
4.99 out of 5 average rating, 181 reviews
Troy-Timeless Rensselaer Victorian
FamilyValueSolo travel
4.91 out of 5 average rating, 208 reviews
Mountain Top Hot Tub Suite Hiking & Falls 5 min
ValueFamilyAccuracy
4.88 out of 5 average rating, 365 reviews
Luxury Downt. Troy Apartments near Franklin Plaza.
LocationFamilyHot tub
4.88 out of 5 average rating, 8 reviews
Mountain Getaway Studio apt
LocationValueKitchen
4.95 out of 5 average rating, 37 reviews
Ski-InSki-Out Loft Lift&MT.Views
ValueLocationPool
4.95 out of 5 average rating, 55 reviewsDestinations to explore
- New York Holiday rentals
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- Baltimore Holiday rentals
- Mont-Tremblant Holiday rentals
- Hunter Mountain
- Belleayre Mountain Ski Center
- Saratoga Race Course
- Jiminy Peak Mountain Resort
- Berkshire East Mountain Resort
- June Farms
- Windham Mountain
- Catamount Mountain Ski Resort
- Butternut Ski Area and Tubing Center
- Howe Caverns
- Taconic State Park
- Hunter Mountain Resort
- Thacher State Park
- Kent Falls State Park
- Bash Bish Falls State Park
- Bousquet Mountain Ski Area
- Mohawk Mountain Ski Area
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Ski Sundown
- Rensselaer Polytechnic Institute
- Saratoga Spa State Park
- Naumkeag
- MVP Arena





