Book Guest Houses in Chatham, NY
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Top Guest Houses in Chatham
The Central Downtown Inn & Suites
20 W Housatonic St., Pittsfield, MA
$104 nightly
The price is $116 total per night
$116 total
Oct 31 - Nov 1
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, express check-in, and express check-out are also on offer.
Pet friendly
Parking included
The Dewey
7 Hubbard Street, Lenox, MA
$185 nightly
The price is $207 total per night
$207 total
Oct 29 - Oct 30
Total with taxes and fees
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a garden, and a lobby fireplace are also on offer.
Parking included
Free WiFi
Berkshire Village Carriage House - Super Private!!
$205 nightly
The price is $229 total per night
$229 total
Oct 28 - Oct 29
Total with taxes and fees
This vacation home includes a garden and barbecue grills.
Kitchen
Free WiFi
Hudson valley and The Berkshires Cottage
$310 nightly
The price is $315 total per night
$315 total
Oct 6 - Oct 7
Total with taxes and fees
This guesthouse includes a garden and laundry facilities.
LEEDS A GREAT ESCAPE
This guesthouse includes a garden and barbecue grills.
Air conditioning
Parking available
Renovated Private Guest House by Evergreen Home
This guesthouse features a garden, laundry facilities, and barbecue grills.
Pet friendly
Free WiFi
1805 House Bed and Breakfast
775 Snydertown Road, Craryville, NY
This guesthouse features free self parking and a terrace. Enjoy the free continental breakfast each morning. A garden and a picnic area are also provided.
Breakfast included
Parking included
Jacob's Tanglewood Ranch
560 Stockbridge Rd, Lee, MA
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. A terrace, a lobby fireplace, and a communal living room are also on offer.
Pet friendly
Parking included
Chestnut Lodge
75 Chestnut Street, Lee, MA
A hot tub is featured at this guesthouse, along with free self parking. WiFi in public areas is free. A terrace and a picnic area are also provided.
Hot Tub
Parking included
Cliffwood Cottage by Evergreen Home
This guesthouse features laundry facilities.
Free WiFi
Air conditioning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Top hotels in Chatham
Postcard Cabins Eastern Catskills
282 Cairo Junction Rd, Catskill, NY
9.2/10 Wonderful! (84 reviews)
Chatham Guest Houses essential information
Accommodation | 11 Guest Houses |
|---|---|
Lowest Price | $96 |
Highest Price | $315 |
Popular accommodation | The Central Downtown Inn & Suites, The Dewey, Berkshire Village Carriage House - Super Private!!, Hudson valley and The Berkshires Cottage, LEEDS A GREAT ESCAPE, Renovated Private Guest House by Evergreen Home, 1805 House Bed and Breakfast , Jacob's Tanglewood Ranch, Chestnut Lodge, Cliffwood Cottage by Evergreen Home, Vanderbilt Lakeside |
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