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Vacation rentals in Chatham Center

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Top-rated vacation rentals in Chatham Center

Guests agree: these stays are highly rated for location, cleanliness, and more.

Tiny home in Chatham
Blush: A TINY Glam Pad w/private spa & cozy loft
Blush: A TINY home with GRAND feel. Located just 2.5 hours from NYC & Boston--and only a 2-min. walk to awesome village. Indulgences abound in this one-of-a-kind curated space w/a COZY champagne lounge in the upstairs loft & PLUSH queen bed tucked into its own private nook. Fully equipped kitchen. Sing your heart out in the KARAOKE bar or RELAX in the private hot tub while sipping and star gazing. This PRIVATE OASIS is just steps from Main Street with restaurants, brewery, pub, shops, theater.
$175 per night
Tiny home in Chatham
HunnyHaus: The Perfect Couple's Retreat
This one-of-a-kind thoughtfully curated space is the perfect getaway—2.5 hours from NYC or Boston (just off the Taconic). You'll fall in love with this PRIVATE oasis in a canopy of trees overlooking the creek. Star gaze from your private hot tub (open year-round), sip cocktails around the fire. Steps from restaurants, brewery, shops, theater, galleries. Cook in the well-equipped kitchen/outdoor grill OR walk to dinner. Immerse yourself in nature while enjoying the convenience of village life.
$215 per night
Home in Valatie
Gorgeous space with dog house!
Spacious, 1870's Italianate-style. Spread out in your 2 acres of dog-friendly lawns and recline by the firepit. There's a wonderful Victorian playhouse for them & an electric fence with collars! House is recently renovated, period elements retained, vaulted ceilings, wood floors and wood burning stove in one of the two sitting rooms. Kitchen fully equipped. Spacious bathrooms and bedrooms on the 1st and 2nd floor, ample space - closets, work from home, relax in different corners of the house.
$167 per night

Other great vacation rentals in Chatham Center

Home in Kinderhook
Charming Kinderhook Village Victorian Duplex
$130 per night
Barn in Kinderhook
Unique Village Antique Print/Shop Studio Apartment
$109 per night
Cottage in Kinderhook
The Cottage on Sylvester Street
$131 per night
Cottage in Chatham Center
Kinderhook Creek Private Retreat
$235 per night
Rental unit in Valatie
Apartment w/Hudson-Electric Trail Access
$124 per night
Home in Old Chatham
Charming Country Cottage w/ Private Garden Gazebo
$205 per night
Cottage in Old Chatham
Berkshires / Hudson Loft
$174 per night
Rental unit in Canaan
Mountain View Getaway
$96 per night
Private room in Chatham
The Inn at Chatham - Romantic getaway
$95 per night
Home in Ghent
Cozy Hudson Valley Cabin, Fully Stocked w/ Wifi
$199 per night
Guesthouse in Valatie
Hudson Berkshire Lake Log Cabin
$189 per night
Cabin in Freehold
Tiny Home A-Frame with Hot Tub & Creek
$246 per night