Visit Chester
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester, MD
Stay at this family-friendly holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Matapeake State Park and Paul Reed ...
9.8/10 Exceptional! (91 reviews)
"This house was charming and comfortable. The view was spectacular. Neighbors and friendly. The whole place has a serene feel to it. In addition, the owners were very helpful and responsive. We will be back again!"
Reviewed on 27 Jul 2025
Historic Inns of Annapolis
58 State Circle, Annapolis, MD
Stay at this historic hotel in Annapolis. Enjoy free Wi-Fi, room service and a 24-hour fitness centre. Our guests praise the helpful staff and the clean rooms ...
8.8/10 Excellent! (1,817 reviews)
"Liked the historic feel and the archeological dig site located just off the lobby (and still inside the hotel)! Tahina gave excellent customer support"
Reviewed on 8 Aug 2025
Graduate by Hilton Annapolis
126 West St, Annapolis, MD
The price is £132 per night from 17 Aug to 18 Aug
£132
17 Aug - 18 Aug
includes taxes & fees
Stay at this 4-star business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and ...
9.4/10 Exceptional! (1,000 reviews)
"This hotel is great. Good location accommodations are beautiful. The only thing they lack is a coffee maker in the room."
Reviewed on 7 Aug 2025
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.
Waterfront Home On 3 Acres. Fish,crab, & kayak from the pier + great sunsets!
Chester, MD
Stay at this family-friendly holiday home in Chester. Enjoy free Wi-Fi, a garden and laundry facilities. Popular attractions Matapeake State Park and Paul Reed ...
9.8/10 Exceptional! (91 reviews)
"This house was charming and comfortable. The view was spectacular. Neighbors and friendly. The whole place has a serene feel to it. In addition, the owners were very helpful and responsive. We will be back again!"
Reviewed on 27 Jul 2025
Turning Point on The Little Magothy- Large Private Estate, sleeps 18 Comfortably
Annapolis, MD
Stay at this holiday home in Annapolis. Enjoy a fitness centre, a garden and laundry facilities. Popular attractions Sandy Point State Park and Bay Hills Golf ...
10/10 Exceptional! (31 reviews)
"We had a great time overall! Pickleball courts and pool were the absolute highlights of the trip, with everyone getting in on the fun. The house was gorgeous with the sunroom being a bit hit every morning! Thanks!"
Reviewed on 20 Jul 2025
Floating 2 bed 2 bath condo stunning views of the bay
Stevensville, MD
Stay at this houseboat in Stevensville. Enjoy a beach locale and an in-room coffee maker. Popular attractions Matapeake State Park and Romancoke Wharf County ...
8/10 Very Good! (4 reviews)
"Beautiful view! Could hear the tiki bar music from the top. Easy to get to woth lots of things to do nearby."
Reviewed on 7 Jun 2025
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.
Popular places to visit
Chesapeake Exploration Center
Learn about the events happening in Chesapeake Exploration Center during your trip to Kent Narrows. Stroll along the area's marina or simply enjoy its seafood restaurants.