Old Chatham vacation rentals

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Holiday rentals with weekly discounts - Old Chatham

Showing deals for:Dec 25 - Jan 1

3 season Sunroom
Property grounds
House 1- Mountain views from this open concept kitchen, dining, sitting room
Welcome!
Exceptional
(7 reviews)

Grand Estate w/ Mountain Views by Evergreen Home

Ghent

12% off
$837
$5,856 for 7 nights
All fees included
Grand Estate w/ Mountain Views by Evergreen Home
Room
Interior
Exterior
Living area
Exceptional
(43 reviews)

A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.

Stephentown

9% off
$210
$1,470 for 7 nights
All fees included
A MAGIC SPOT: Booking all year. A perfect, private, quiet mountaintop location.
Double height, open kitchen and dining perfect for large vacation meals
Patio accessible from dining/kitchen
Pool
Walnut dining table seats ten
Exceptional
(47 reviews)

Designer Home with Panoramic Views near Hudson

Ghent

7% off
$607
$4,248 for 7 nights
All fees included
Designer Home with Panoramic Views near Hudson
Screened In Porch
Wood Dining Table on Screen in Porch
Pool
Upstairs Living Area
Exceptional
(6 reviews)

Fall Foliage Retreat – 4BR/3BA Hillside Home Near Berkshires, Sleeps 8

Ghent

5% off
$838
$5,869 for 7 nights
All fees included
Fall Foliage Retreat – 4BR/3BA Hillside Home Near Berkshires, Sleeps 8
Entry and living room
Dining
Living Room, wow!
view into large bathroom
Exceptional
(17 reviews)

New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.

Richmond

19% off
$313
$2,189 for 7 nights
All fees included
New listing! Dublinshire Farm #3: Stunning grand apt in lovely country barn.
Exterior
Interior
Exterior
Interior
Exceptional
(6 reviews)

Chatham Cozy Country Retreat

Chatham

9% off
$181
$1,266 for 7 nights
All fees included
Chatham Cozy Country Retreat

Find the best place to stay - Old Chatham

Create your special memories in our Bellavista Barn!
Premier Host
9.6
Exceptional
99 reviews
Incredible Estate: Pool, Pond, Gym, Arcade, Trails & More: Labor Day Now Open!
Lower deck
Premier Host
10
Exceptional
111 reviews
Camp Kinderhook Lake House
Property grounds
Premier Host
9.8
Exceptional
97 reviews
Heaven Can't Wait, On Beautiful Kinderhook Lake!!
Welcome to Hudson in the Berks!
Premier Host
8.6
Excellent
14 reviews
Secluded w/ Deck Views, Hot Tub, & Ping Pong | Hudson in the Berks by AvantStay
Living area
10
Exceptional
1 review
Monk's Bunk, Old Chatham
Exterior (Spring)
Premier Host
10
Exceptional
6 reviews
120-Acre Private Estate: Heated Pool, Fire Pit, Apple Orchard, Catskills Views

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    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

  • A place for everyone

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