Vacation rentals in Chatham Center

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Top-rated vacation rentals in Chatham Center

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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

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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

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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