Book Guest Houses in Chester, MD

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Top Guest Houses in Chester

Sandaway Suites & Beach

Sandaway Suites & Beach

3 out of 5
103 West Strand Road, Oxford, MD
Free Cancellation
Reserve now, pay when you stay
The price is $299 per night
$299
per night
Jun 2 - Jun 3
This guesthouse doesn't skimp on freebies - guests receive free WiFi and free self parking. Enjoy a day at the beach kayaking, or relax with sun loungers. A terrace, a garden, and a picnic area are also on offer.
On private beach
Parking included
Riverview Retreat on Warehouse Creek

Riverview Retreat on Warehouse Creek

The price is $178 per night
$178
per night
Jun 4 - Jun 5
Stay at this guesthouse in Edgewater. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions London Town and South River Golf Links are located nearby.
Pet friendly
Free WiFi
Calico Cottage Guest House

Calico Cottage Guest House

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A garden is available at this guesthouse.
Air conditioning
Newly Renovated Guest House located in Oxford MD

Newly Renovated Guest House located in Oxford MD

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A garden is available at this guesthouse.
Free WiFi
Air conditioning
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

The price is $205 per night
$205
per night
Jun 5 - Jun 6
This guesthouse includes a garden and barbecue grills.
Free WiFi
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.

Top hotels in Chester

Country Inn & Suites by Radisson, Annapolis, MD

Country Inn & Suites by Radisson, Annapolis, MD

2600 Housley Road, Annapolis, MD
The price is $101 per night from Jun 17 to Jun 18
$101
per night
Jun 17 - Jun 18
8.8/10 Excellent! (1,003 reviews)

Chester Guest Houses essential information

Accommodation
5 Guest Houses
Lowest Price
$101
Highest Price
$299
Popular accommodation
Sandaway Suites & Beach, Riverview Retreat on Warehouse Creek, Calico Cottage Guest House, Newly Renovated Guest House located in Oxford MD, West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

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