Compare Chester Guest House Rentals

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Featured Guest Houses in Chester

Heritage House

Heritage House

2 out of 5
579 County Route 50, New Hampton, NY
Heritage House features WiFi in public areas and a computer station. Free parking is included with your stay.
Parking included
Free WiFi
Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz

Guests staying at this guesthouse enjoy a water park, a garden, and barbecue grills.
Pet friendly
Free WiFi
Infinity Mountview

Infinity Mountview

4 out of 5
6 Ekes Ct, Sussex, NJ
Guests of Infinity Mountview enjoy features like a full-service spa, free WiFi in public areas, and meeting rooms. There's free parking if you drive. Dry cleaning/laundry services make packing light an option. Other amenities at this hot springs guesthouse include a library, laundry facilities, and barbecue grills.
Spa
Parking included
Charming house surrounded lakes and the fresh air of the mountains

Charming house surrounded lakes and the fresh air of the mountains

Guests of this guesthouse enjoy access to a water park, laundry facilities, and a garden. This golf guesthouse also has barbecue grills.
Pool
Pet friendly
Mary Mills Room

Mary Mills Room

2 out of 5
This guesthouse is a smoke-free guesthouse.
Air conditioning
Susan Murray Room

Susan Murray Room

2 out of 5
This guesthouse is a smoke-free guesthouse.
Air conditioning
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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.

Hotel Options in Chester

    Holiday Inn Express Hotel & Suites Chester by IHG

    Holiday Inn Express Hotel & Suites Chester by IHG

    2 Bryle Place, Chester, NY
    $91 nightly
    The price is $108 total per night from Oct 13 to Oct 14
    $108 total
    Oct 13 - Oct 14
    Total with taxes and fees
    8.4/10 Very Good! (1,007 reviews)
    Sonesta Simply Suites Nanuet

    Sonesta Simply Suites Nanuet

    20 Overlook Blvd, Nanuet, NY
    $112 nightly
    The price is $130 total per night from Oct 19 to Oct 20
    $130 total
    Oct 19 - Oct 20
    Total with taxes and fees
    8.2/10 Very Good! (1,006 reviews)
    Overlook Lodge at Bear Mountain

    Overlook Lodge at Bear Mountain

    55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
    $119 nightly
    The price is $135 total per night from Nov 3 to Nov 4
    $135 total
    Nov 3 - Nov 4
    Total with taxes and fees
    8.2/10 Very Good! (1,004 reviews)

Chester Guest Houses essential information

Accommodation
6 Guest Houses
Lowest Price
$108
Highest Price
$135
Popular accommodation
Heritage House, Large Secluded Private Estate accommodates 18+. 12 Min. from Town of New Paltz, Infinity Mountview, Charming house surrounded lakes and the fresh air of the mountains, Mary Mills Room, Susan Murray Room