Annapolis, Maryland
20 properties available
The Corner Courtyard
Conveniently located in the Historic District of downtown Annapolis, this two-story retreat is perfect for families and friends looking for a convenient location with parking to immerse yourselves in the history of Annapolis. This prime location situates you two blocks from Maryland State House, three blocks from City Dock, an
Valentine Creek Retreat
Nestled right on Severn River's shoreline, this waterfront retreat has been completely remodeled, redecorated, and boasts gorgeous views from both floors! Right at your stay, utilize the kayak and paddle board for peaceful dips into the water, or rent a boat and tie it up to the private pier - ready for your effortless use.
This gorgeous five bedroom home boasts a screened porch, great interiors, and a guests house.
Inside, there are many areas to escape to or gather in. A warm formal living room has a fireplace and comfy seating. The French doors open onto a large screenedin porch overlooking the pool. The huge lower level recreation room has a sectional and anothe
Harrison Hall
Looking for the perfect retreat for a memorable stay-cation with your beloved groups? Then, look no further than this two-story, family-friendly home located just a mile from the heart of the forever charming Annapolis! The extensive enclosed backyard provides a private space where you and your guests can hang out and create everlast
Chase Creek Retreat
This newly updated mid-century modern home offers a peaceful retreat from the brisk pace of everyday life. The home sits above Chase Creek on a spectacular piece of land surrounded by acres of open space, but just minutes from downtown Annapolis and major routes.
Enjoy multiple levels of decks and patios that lead down to a wa
Adventure Annapolis
Escape to this charming house in Edgewater, MD, where a beach and play area are just a short walk away. With a water view within 100 yards of the community beach, this spacious and open living design offers a tranquil retreat. Recently furnished with all new furniture and beds, including a king bed on the main floor with an en
Boasting acres of lawn, a dock, and plenty of outdoor spaces for you and your loved ones to explore and use, this spacious threestory home is definitely calling your name! Sitting on the shores of the beautiful Severn River, this waterfront home away from home welcomes you with unparalleled water views.
Outdoor living is key at KR Beach Club. With
This historic home is close to downtown and the stadium, and offers the best location to view the Blue Angels air show! Its conveniently located in the West Annapolis waterfront community and boasts acres of lawn, a dock, a beach, and a beach house. Its surroundings will make for an unforgettable stay on the Severn River.
There are many areas to e
Anchors Aweigh
Located within a block of the William Paca House and Gardens and two blocks from Annapolis Harbor, St. Johns College, and the Naval Academy, this historic home is the perfect home base for an exciting and memorable trip to Annapolis! This retreat was built in 1900 and renovated in 2018 with all new furniture (2019).
The enclosed a
Whether it's relaxation or activity you seek, you'll find it all in the gorgeous waterfront setting of The Pearl of Oyster Harbor. This is a stunning place for boating and swimming from the private dock, playing yard games at the water's edge, and gathering around the firepit for s'mores and stories once the sun goes down. This peaceful, two-story
Harness Creek waterfront provides a peaceful getaway just five miles to downtown. Custom renovations transformed this waterside cottage into an Annapolis oasis. Enjoy unobstructed views of waterfront views from this beautiful home.
The kitchen is all brand new, with a large granite island. It opens to the dining and living area with water views.
The Ship's Bridge
Featuring the most sought-after Chesapeake Bay view, this luxurious newly built waterfront Annapolis retreat is ready for you and your family and friends! The porch and balcony are where you will spend most of your time on the rocking chairs or comfy outdoor couch taking in the Chesapeake Bay. The back patio and gardens offer alf
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