Annapolis, Maryland




Properties Available 34 properties available
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
Severn River Osprey Cottage (290135)
Annapolis, MD
House
Bedrooms 4 bedrooms
Bathrooms 3 baths
Guests 10 guests
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
The Corner Courtyard (580262)
Annapolis, MD
Townhome
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests
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
KR Beach Club (291680)
Annapolis, MD
House
Bedrooms 7 bedrooms
Bathrooms 5 baths
Guests 14 guests
Base Camp on the Lake Experience incredible and memorable indoor and outdoor spaces at this spacious waterfront home! Admire unparalleled Lake Ogleton views from your large backyard, which also is equipped with a fantastic dock (6.5+ depth), private hot tub, deck, and a screened porch ready for family game night and crab feasts! Private and comfor
Base Camp on the Lake (290403)
Annapolis, MD
House Pet Friendly
Bedrooms 6 bedrooms
Bathrooms 5 baths
Guests 16 guests
This stunning home was custombuilt for entertaining. It boasts a fantastic outdoor space and quality furnishings indoors. Inside, a comfy family room awaits for movie nights. The billiards room has entertainment for all ages. Escape to the comfortable sitting room with a good book. The large basement game room boasts game tables, a smart TV, thea
Luce Creek Playground (290829)
Annapolis, MD
House
Bedrooms 7 bedrooms
Bathrooms 6 baths
Guests 14 guests
Pine Whiff Beach House This delightful beach house offers vintage charm and a convenient location within a block of Edgewater Park and is just a short walk from community beach areas and water access. Despite the authentic appeal, the home has been lovingly updated and maintained for complete modern comfort, making this a great choice for a family
Pine Whiff Beach House (582449)
Edgewater, MD
House
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 8 guests
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
The Ship's Bridge (290394)
Annapolis, MD
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Blue Angel's Nest Located right in the heart of Annapolis, this newly renovated detached home features state-of-the-art finishes throughout and all the comfort of home! With a spacious yard and patio for outdoor activities, a big front porch for people watching, and stunning details, modern upgrades, yet history retained, this marvelous home is th
Blue Angel's Nest (291098)
Annapolis, MD
House
Bedrooms 4 bedrooms
Bathrooms 4 baths
Guests 10 guests
Seas The Bay Located in the highly-desirable Murray Hill neighborhood in Annapolis, find this well-appointed house. Boasting great walkability to the area's restaurants, art galleries, shops, parks, and water taxi - fun in the sun is inevitable! On days you don't want to go far from your stay, sit and enjoy the pleasant Maryland weather from the
Seas The Bay (579378)
Annapolis, MD
House Pet Friendly
Bedrooms 4 bedrooms
Bathrooms 2 baths
Guests 10 guests
Nestled on a treestudded site, this wonderful home is perfect for your family and friends to relax and celebrate. Enjoy your stay by the pool, with a covered pavilion to grill, dine, and play. Or, enjoy family time in the screened sun porch and basement game room. At this home, guests can also expect a great indoor and outdoor space, plenty of park
Magnolia House (290255)
Arnold, MD
House Pet Friendly
Bedrooms 5 bedrooms
Bathrooms 4 baths
Guests 15 guests
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
The Liberty Club (290828)
Annapolis, MD
House
Bedrooms 5 bedrooms
Bathrooms 5 baths
Guests 12 guests
Severn View of Serenity This vacation getaway is the perfect place for the trip of a lifetime, sitting right by the gorgeous Severn River! You and all your guests can rest easy knowing you'll be within driving distance of Maryland's finest cities, such as Annapolis, Washington DC, and Baltimore. You'll be able to spend plenty of vacation time in t
Severn View of Serenity (575168)
Crownsville, MD
House Pet Friendly
Bedrooms 3 bedrooms
Bathrooms 3 baths
Guests 6 guests

Tell us what you're looking for and someone will contact you with available options.