Chester Vacations
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Find the Best Chester Vacation Packages
Chester Hotel Deals
Waterfront Sunset Bayview: sleeps 6
Chester MD
10/10 Exceptional! (26 reviews)
We loved our stay at this gorgeous waterfront property in Chester! The home is clean and bright with many gathering spaces for our group of five. We really enjoyed spending time on the back porch on the comfy couches enjoying the beautiful view or sitting around the large dining table eating and ...
Reviewed on Apr 21, 2026
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester MD
10/10 Exceptional! (126 reviews)
Perfect vacation home....large and comfortable.....relaxing, peaceful, close to bike trails, a great homebase for sightseeing many small towns...loved meeting the homeowner, very friendly..
Reviewed on Sep 14, 2025
Historic Inns of Annapolis
58 State Circle Annapolis MD
Fully refundableReserve now, pay when you stay
The price is ￥18,500 per night from May 25 to May 26
￥18,500
￥26,519 total
May 25 - May 26
includes taxes & fees
9/10 Wonderful! (1,848 reviews)
A very quaint and historic inn. This was my second stay at the Inns and the staff is very friendly and helpful. Our room was beautiful however, the bathroom needs a little work. Some new caulking and a little elbow grease in the bathtub would help.
Reviewed on May 16, 2026
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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