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Top Stevensville hotels

240' Private Beachfront @Kent Island Love Point - Great for Large Groups
My friends and I absolutely loved our stay here. Hal was very responsive and made the check in and out as smooth as possible. He was available for any questions we had and made sure we had the best trip possible. 15 of us and 1 dog stayed here very comfortably, we would definitely return :)
Reviewed on Jan 5, 2026

Woodland Retreat on Kent Island: 5 beds, 5 miles from Bay Bridge, on 5 acres.
This was our second time spending Thanksgiving week at Woodland Retreat. We appreciate the overall cleanliness of the house. All the beds are very comfortable. The kitchen is well stocked. The primary suite has plenty of room for baby’s portable crib. The downstairs bonus room is ideal for family ...
Reviewed on Nov 30, 2025

Circa 1700 Chesapeake Colonial home on the National Register.
Our family was in Stevensville for my nephew's wedding. When I saw this property on VRBO, I had to rent it. We had a special time here! Kyaking, canoeing, relaxing and swimming in the pool. This property is extraordinary with a novel vibe. Lots of outdoor space to hang out & explore (picnic tables, ...
Reviewed on Sep 25, 2025

Island Life! Kent Island Waterfront with Pool-Bring your boat!
The place is so nice .. have a lot things can do ! The owner is so helpful and they give you a peace and privacy .. will book this place again on summer for sure
Reviewed on Jan 7, 2026

Relax on Kent Island in 3 Bedroom Home w/Waterview
We had a wonderful stay! The host was incredibly kind, responsive, and helpful throughout, making everything smooth and stress-free. The house itself was a great place to stay. It is clean, comfortable, and exactly as described. We really appreciated the thoughtful touches and would happily stay ...
Reviewed on Dec 14, 2025

The Inn at Chesapeake Bay Beach Club
We had a wonderful stay at the Chesapeake Bay Beach Club and couldn’t have asked for a better place to celebrate our 3rd anniversary. From the moment we arrived, the staff was fantastic—friendly, welcoming, and genuinely attentive throughout our stay. Our room was very nice, clean, and well maintained, ...
Reviewed on Dec 17, 2025

Kent Island Resort
Wonderful staff. Clean comfortable room.
Reviewed on Dec 24, 2025

Floating 2 bed 2 bath condo stunning views of the bay
Husband & I stayed during the Annapolis boat show to get a feel for what living on a yacht would be like for our year Great Loop adventure and to see what boat features would be important to us when buying. This stay suited us perfectly and Kate’s communication with us with very quick. A minor mechanical ...
Reviewed on Oct 8, 2025

40' Bristol sailboat with spectacular views
Hotels in Stevensville with star-rating
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4 Star Hotels
Stevensville Hotel & Travel Guide
Are you booking a trip to Annapolis and looking to get basic or more upscale accommodations in Stevensville? There are a few places to choose which can be booked via Travelocity's reservations page. Within a 6-mile (10-kilometer) distance from the Stevensville CBD, travelers will find 2 highly regarded hotel options.
If you and your family want to stay less than 3 miles (5 kilometers) from the center of Stevensville, the Historic Kent Manor Inn is a promising Travelocity-listed hotel.
The Inn at Perry Cabin by Belmond is situated 11 miles (18 kilometers) from the downtown area of Stevensville. If you would prefer another option, the Annapolis Waterfront Hotel, Autograph Collection is located 9 miles (14 kilometers) away. Another option is to check in to the Five Gables Inn and Spa or the Sandaway Waterfront Lodging.
The greater Central Maryland district is certainly worth visiting as well. Get ready to discover the sights of Central Maryland's coastal plains. In addition, you should venture through the region's street art. Fun-loving visitors can involve themselves in shore fishing, sailing and boating in the area.
The nearest places to stay in Annapolis include Bowie and Arnold. Bowie is 20 miles (36 kilometers) to the west of Stevensville, while Arnold is 12 miles (19 kilometers) to the west. Travelocity-registered room options in Bowie include the TownePlace Suites Bowie Town Center and Comfort Inn Conference Center. The Comfort Inn Annapolis and Village Inn are some of the Travelocity-registered hotel establishments in Arnold.
Make sure you spend a few hours enjoying thrills and spills in the company of local sports enthusiasts at an exciting match. Nationals Park is 35 miles (58 kilometers) to the west of Stevensville. For those who are thinking of locating a hotel close to the stadium, reserve a room in the The Jefferson, Washington, DC or Marriott Marquis Washington, DC.
When you are traveling via Baltimore Washington International Thurgood Marshall Airport and plan to book a Travelocity-listed room in the area, try Residence Inn by Marriott Baltimore BWI Airport or BWI Airport Marriott.
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DoubleTree by Hilton Hotel Annapolis
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