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Featured Guest Houses in Chester

"I took a solo trip and picked the perfect spot. This family owned inn is great for a family trip, a romantic getaway, or for a quiet escape by yourself. The owners are such a welcoming family and made me feel very like VIP. I will be going back and recommend Sandaway to anyone looking for that getaway in the Eastern Shore. Thank you Gibson Family for a wonderful experience!"

includes taxes & fees

10 Jul - 11 Jul

includes taxes & fees

17 Jun - 18 Jun

"This tiny house is tastefully furnished and, coupled with the quiet neighborhood, provides a relaxing, peaceful environment."

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"I was very pleased with the location, especially the proximity of the porch to the river. I spent a lot of time out there, as was the plan. The amenities are great if you are there long enough to be willing to buy a few consumables. I was only there for 4 days and felt that the provision of just a few things would have improved my short stay, such as kleenex, 409 for the porch table, decaf K-cups (luckily I brought my own), and kitchen scissors. The supply of hot water in the morning was barely...

"Loved the stay here. Such a nice cute spot and so close to everything we needed."

includes taxes & fees

25 Jun - 26 Jun

Other property types in Chester

"My sisters and I (5 total) visited in early November. Kent Island Time was a perfect fit. We were impressed by the cleanliness, spacious rooms, and well-equipped common areas. The best feature was the waterfront location. Even in November, we were able to sit outside on the patio and enjoy a glass of wine as we watched the amazing sunset. We all agreed we would absolutely stay again in the future."

"The property was beautiful. The property manager was available for any inquiries we had. My family and I enjoyed it immensely. The view of the water was wonderful whether sitting on the dock or sitting in the sunroom. We played indoor and outdoor games. Perfect place for family bonding. The weather was perfect for our stay."

"We enjoyed our 2 nights at Cozy Place Close to the docks. Easy access and personalized connection with Nathalie were appreciated! We enjoyed the French and sail boating themes in the apartment, aligned the Annapolis maritime history! The docks are a short drive and old Town Annapolis was pleasant and historical! We recommend Cozy Place to others!"

Chester Guest Houses information

Number of reviews	146
Accommodation	5 Guest Houses
Lowest Price	NZ$397
Highest Price	NZ$1,130

Recent Reviews in Chester
Expedia verified reviews

5/5 Excellent

"Everything was fine except the restaurant, it took a lot of time to get seated because no one was attending the front desk, then the waitress took an hour to bring our food out and then we had to leave because she never brought our food out."

A verified traveller stayed at The Westin Annapolis

Posted 17 hours ago