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Search Guest Houses in Chester

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Compare 6 Guest Houses in Chester with updated reviews, rates, and availability.

Island Life! Kent Island Waterfront with Pool-Bring your boat!

10.0 out of 10, Exceptional, (184)
"It was a great location and place to stay for the weekend of our son's wedding. "
Island Life! Kent Island Waterfront with Pool-Bring your boat!

Newly Renovated Guest House located in Oxford MD

9.8 out of 10, Exceptional, (19)
"We had a lovely time staying in this well situated VRBO. Everything was very clear and easy with check in/out and our stay in general. We love Oxford and know it well, and this location was well suited to visiting family. We would stay here again!"
Newly Renovated Guest House located in Oxford MD

Sandaway Suites & Beach

3.0 star property
9.2 out of 10, Wonderful, (133)
"It was a very relaxing stay!!"
The price is AED 1,063
AED 1,170 total
includes taxes & fees
15 May - 16 May
Sandaway Suites & Beach

Riverview Retreat on Warehouse Creek

10.0 out of 10, Exceptional, (22)
"Very clean, quiet, they provided everything. It was beautiful and peaceful. I would love to stay there again. "
The price is AED 511
AED 1,325 total
includes taxes & fees
5 May - 6 May
Riverview Retreat on Warehouse Creek

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

10.0 out of 10, Exceptional, (15)
"Very convenient! We really enjoyed our stay and the hosts were very accommodating! "
West Annapolis Hidden Gem <.75Mile To Navy Stadium <1Mile to Downtown Annapolis

Calico Cottage Guest House

10.0 out of 10, Exceptional, (8)
"This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment."
Calico Cottage Guest House
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.
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Other property types in Chester

Waterfront Sunset Bayview: sleeps 6

10.0 out of 10, Exceptional, (14)
"Loved the location, the property, and amenities. Would definitely stay again!"
Waterfront Sunset Bayview: sleeps 6

Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

10.0 out of 10, Exceptional, (214)
"Great property and location to everything is ideal. Would definitely book this place again. "
Directly Across from USNA Gate One & Steps from the Waterfront and Main Street!

The Blue Crab Beach House - Free beach passes

10.0 out of 10, Exceptional, (54)
"We really enjoyed our stay at The Blue Crab Beach House. The home was very clean and well accessorized. The host was very responsive and I would definitely come stay again !"
The Blue Crab Beach House - Free beach passes
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.