Highland Beach
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DoubleTree by Hilton Hotel Annapolis
210 Holiday Court Annapolis MD
The price is €96 per night from 27 Sept to 28 Sept
€96
27 Sept - 28 Sept
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, free parking and breakfast (surcharge). Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (1,139 reviews)
"The staff was very helpful. Especially Jacob!"
Reviewed on 30 Aug 2026
Historic Inns of Annapolis
58 State Circle Annapolis MD
The price is €134 per night from 29 Sept to 30 Sept
€134
29 Sept - 30 Sept
includes taxes & fees
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 ...
Graduate by Hilton Annapolis
126 West St Annapolis MD
The price is €151 per night from 13 Sept to 14 Sept
€151
13 Sept - 14 Sept
includes taxes & fees
Stay at this business-friendly hotel in Annapolis. Enjoy free Wi-Fi, breakfast (surcharge) and a 24-hour fitness centre. Our guests praise the bar and the helpful ...
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.
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 Annapolis City ...
9.8/10 Exceptional! (52 reviews)
"Great spot for extended family to get together and very convenient to downtown Annapolis. Very cute neighborhood and kids could walk to the nearby shopping center for ice cream. Rooms are lovely - everything is new and nice."
Reviewed on 11 Aug 2026
Stunning 9-Bedroom Villa on the Chesapeake Bay: Pool, Hot Tub, Boat Dock & Sauna
Rock Hall MD
Stay at this family-friendly villa in Rock Hall. Enjoy free Wi-Fi, private pools and a fitness centre. Popular attractions Rock Hall Harbor and The Mainstay ...
10/10 Exceptional! (48 reviews)
"This is a beautiful place! Spacious and very accommodating for large groups. We had 19 there and just tons of room. The grandkids loved the pool. The back yard faces the bay and provides a magnificant view for sunsets. Moreover, we were on the patio between the pool and breezeway when the feels like ..."
Reviewed on 8 Aug 2026
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 ...
7.2/10 Good! (9 reviews)
"Hands down the BEST experience I’ve had with VRBO! Kate was prompt with her communication and the boat was absolutely as she described! We are very much looking forward to going back!"
Reviewed on 21 May 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.
Things to do
Annapolis Ghosts: Spirits & Spirits Haunted Pub Crawl
€26
per adult
Annapolis: Historical Treasures of the City with Self-Guided Audio Tour
€8
per traveller
80% of travellers recommend
Ashes and Apparitions of Annapolis Ghost Tour
€31
per adult
