- Entire Place
- Listings where you have the whole place to yourself.
- Private Room
- Listings where you have your own room but share some common spaces.
- Shared Room
- Listings where you'll share your room or your room may be a common space.
Our well appointed house in the heart of Annapolis has everything you need for your stay. The house comfortably fits 6 people and is located only literally steps away from all restaurants and the USNA Main Gate. You won't find a nicer back patio. Learn More
The space might just be the most convenient space in Downtown Annapolis. You can see both the Capitol and City Dock from the front door. The listing comfortably fits 6 people. The couch serves just like a full bed with back cushions removed. We also provide an air mattress should you need additional beds. There isn't a better back patio in Downtown Annapolis. Guests will have access to the whole house. The house was renovated a few years ago and turned into a lovely open concept floor pla...
Gorgeous private room available in downtown Annapolis. 1 block from Main Street. Private bathroom and shower. Owned by USNA grad. Learn More
Victorian Home a block from Main Street Annapolis. Guests have private bedroom and bath. Access to kitchen, dining room, living room, and outdoor garden. I should be present during the guest's stay. Quiet, safe, a block away from the State Capital and downtown Annapolis. There is convenient public transportation a block away.
Gorgeous large historic home next to the Naval Academy. Clean coastal decor, sleeps 11, 4 bedrooms, 2 baths,hardwoods throughout, OFF STREET PARKING, newly renovated, cable, WIFI,granite countertops, huge mahogany bar and hightop dining,washer/dryer. Learn More
We have completely renovated this historic home so it has all of the modern clean lines and coastal decor with the old charm of a historic Annapolis home. Deep rich hardwoods throughout the first floor vastly open living area make it a perfect gathering spot for several couples, a large family of an Navy family hosting many hungry and tired midshipmen. We now have become a hugely popular spot for Downtown Annapolis Weddings...family of the bride at 169 King George and family of the groom at...
Stay in a cozy room including a private bathroom. This is an artist's home, decorated with oriental rugs, original artwork and antiques. The room has a single bed, a study/reading area with good lighting and plenty of drawers and closet space. Learn More
This is not a cookie cutter space, my house was built in 1929 and was renovated 9 years ago. The room has lots of character and is cozy. Guests have a private bathroom, with a walk-in shower. You can use the kitchen and I will make sure there is hot coffee and breakfast for you. I will greet you and show you around. If you want to chat, that is fine with me. I am an artist and my studio/workspace is in the house so I am often at home. I will be happy to make sure you know how to g...
Our Beautiful Annapolis Waterfront, Master Bedroom Suite, on the Little Magothy River is a wonderful vacation spot for the perfect Retreat! You'll love the location, the pool, the beautiful views in every direction, and all the local birds. Learn More
Master Suite with cathedral ceiling, king size bed, private master bath, private entrance, sliding doors onto large deck overlooking the pool and 500 ft of waterfront!! Located on the Little Magothy River in Annapolis and 10 minutes to downtown. In warm weather this is the perfect location for swimming, kayaking, fishing, crabbing and water sports. Sunbathe by the pool, or grill on the gas grill and enjoy your meal on the deck under the umbrella, surrounded by potted flowers every...
We have a spare room in an apartment 1.3 miles from downtown Annapolis. Every room has huge window views of the water. Walk 20 mins to City Dock restaurants and shops, or take the water taxi. Tour the Maryland State House and the US Naval Academy. Learn More
Our apt comes with water views in every room. You can hang out in the living room, play table games, or sit out on the deck. Feel free to take a stroll around the marina in our complex. We provide linens, towels, and toiletries. We also have a light breakfast bar including hot&cold cereals/oatmeal/pastries/coffee/tea/juices. The room has a magazine rack and a newspaper arrives each morning. Private bedroom with a double bed, with the option of using a queen air mattress inside the room...
Clean, private room, refrigerator, private bath, 3rd floor, limited parking Learn More
A second bedroom with a king bed is available. Inquire for pricing Access to your room only Minimal interaction. Avail by phone for problems or questions. Public transportation within one block. Public parking garage close by.
Chesapeake Bay room for rent for Commissioning Week. Directly on the Chesapeake Bay in a working Lighthouse. Six(6) miles from the Naval Academy in Beautiful St. Margarets. 300ft pier and Huge deck. Call 410.757.7388 Learn More
please note at this time we are not taking reservations for USNA Graduation or Boat Shows Learn More
This is bright and unique one bedroom apartment in the heart of historic Annapolis. TWO full baths -- Fully renovated Kitchen with new appliances -- Washer/Dryer -- Dishwasher -- Microwave -- All new windows (no drafts!) -- Split-System Heat Pumps keep the place toasty warm or chilly -- Beautiful hardwood and tile floors -- Ceiling fans -- Many modern touches One block to the State House, one and a half blocks to USNA, one block to St. John's. Five-minute walk to the City Dock and ...
Come enjoy a furnished cozy cottage in sought after Historic Annapolis, Maryland. ..the sailing capital of the east coast. Accommodations are simple with open decking and private entrance to bedroom area. A trundle day bed makes into two twins or double bed. A single bath will be shared along with kitchen privileges. The house is situated in a quiet neighborhood with no need for a car. Although parking is easy if you do have a car. A walking path and biking trail run throughout the ar...
Boat has two sleeping cabins and main salon. Central air and heat, microwave and refrig, and cable TV. Docked at Port Annapolis Marina which has pool, cafe, marine supply store, and water taxi service to center of Annapolis. Learn More
36 foot sailboat docked in Annapolis. Boat has heat and air conditioning, high-def cable TV, microwave, refrigerator, head (toilet), adjacent bath house and cafe. Like a waterfront condo docked at a full-service marina. Great view of boat traffic on Back Creek. Water taxi into downtown Annapolis, several nearby restaurants (including on-premises cafe for breakfast and lunch). I am accessible by cell phone, text or email, and can be at the boat within an hour if necessary. I try to ...
Steps from downtown Annapolis and right outside the Naval Academy, our charming apartment is sure to make you feel right at home. We are excited to share with you our gourmet kitchen and comfortable living and dining room. Learn More
We absolutely love our bright, spacious apartment conveniently located in Annapolis and are so excited to share it with you! We live just outside the Naval Academy and downtown Annapolis is walking distance from us - 1.3 miles. The Navy-Marine Corps Memorial Stadium is less than a mile walk. Our apartment is on the third floor of an old Naval Academy dormitory and still features some of the old charm. The apartment is comfortable with central air and heat, lots of seating, and plenty of hom...
Welcome to our new home -- I mean really new! Completed September 2013 this home has great space including this large private bedroom/ great location to plan your Annapolis visit. Easy walk to restaurants, downtown. Free WiFi. Stay with us! Learn More
This extra-large bedroom with walk in closet and private bathroom is on the second floor of the home. Light and bright with plenty of space to relax. Guests are welcome to use our kitchen and great room for relaxing. We have a courtyard in the back which is a lovely place to eat lunch on a warm spring or fall day. The front porch has comfy wicker furniture . Since I work from home and will be around the house, guests may see me. However, I am generally tied to my desk and will not hav...
This lovely historic brick town home, circa 1840, is steps from Main Street, City Dock and the State House. Two master bedrooms with two queen beds and a queen size sleep sofa. Sleeps 4/6. Luxury steam room / bath plus one other full bath. Learn More
Was originally built as expansion to Annapolis City Hotel, one exposed interior wall dates from 1783. A couple hundred feet to State Capitol, City Dock, Naval Academy, and beyond. 300 paces from where The Treaty of Paris was signed. Washer / dryer, central AC and heat. Wifi and HDMI computer connected TV. Please inquire about pets and children. This is an incredibly well maintained, loved, and updated historic home. If you are looking for historic charm, which could not be more central...
Annapolis Condo with pool, gym located next to park with tennis courts, ball field and hiking trails. Downtown Annapolis and the Naval Academy are 10 minutes away. Washington DC and Baltimore are less than an hour away Learn More
In Eastport, close to Downtown Annapolis .. only 2 miles, about 5 -10 minutes by car Park right next to Condo, tennis courts , walking trails and kayak rentals available on Spa Creek just 1/4 mile walk away Access to public transportation
"The Briarpatch" was built in 1966 to host church retreats. There's a lot of room and beds but no bedrooms. Fold down bunks for sleeping bags. Kayaks, canoe, dingy, crabbing, volleyball, views, and more... tiny weddings welcome with permission. Learn More
Vacation house called "The Briarpatch"on large waterfront parcel (2+ acres) located in upscale Mill Creek neighborhood just north of the Naval Academy. Very private and a beautiful setting. Property is ideal for large families or social gatherings such as parties, reunions, weddings, etc. Property has significant waterfront frontage including: boat dock with 6 feet deep water, driveway ramp into Mill Creek for launching power boats from trailer, boat house, and sandy beach covered with...
One of the best spots on the house is the front porch, large enough to seat 5. Here's where you'll watch life (and their dogs) go by on this idyllic street, and likely meet all the neighbors! A convenient side alley allows bike lovers to walk their bikes to the backyard (or to the basement) for safe keeping. The lower floor offers a living room (Bose entertainment system and Tv), a large Federal style dining room, modern kitchen and breakfast nook, and a large sunroom with views of the sta...
This stunning historic home built in 1875 is one of the most photographed homes in Downtown Annapolis. 3 bedrooms, 2 1/2 baths, exposed brick, hardwoods throughout, 2 gas fireplaces, private outdoor patio, gas grill, gourmet kitchen and so much more! Learn More
The charm of 89 East is that is is a beautiful historic home built in 1875, but has all of the modern conveniences of home. The newly renovated gourmet kitchen with granite countertops provides everything that you need to entertain. The large dining room table seats 8 and the mahogany bar is the perfect spot to gather. There is exposed brick throughout the first floor and beautiful hardwoods everywhere. We have recently rebricked the outdoor patio where there are flowers blooming from spri...