
Bed and breakfast holiday rentals in Southern Maryland
Find and book unique bed & breakfast rentals on Airbnb
Top-rated bed and breakfast rentals in Southern Maryland
Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness and more.

Cozy private room in Annapolis home
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 with little room to spare.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 in front of the house if you do have a car. A walking path and biking trail run throughout the area. There is easy public transportation(trolley) to downtown and harbor area. You also may choose to walk to the nearby Historic area downtown and the Naval Academy Stadium and yard. Within walking distance there are restaurants and shopping with something in mind for everyone. Enjoy Annapolis at your leisure being adventurous or relaxed. You are welcome to my home with a lovely deck outside your room and Odin(young,nosey, English Cream Golden Retriever) to enjoy. We always look forward to meeting new guests. Media: includes internet access/basic cable television available upon request. Pets: Negotiable Meals: Coffee/Tea, light breakfast fare

Breakfast, Free Parking & Easy Walk to Mall, Wharf
DC Wharf, Anthem, National Mall & three Metro stations are within a 10-minute walk. The first floor is all yours. Very private. Your bathroom is stocked with amenities. Always fresh towels, clean sheets on a queen-size bed. Closets, wifi, laundry, courtyard view. Full access to the living room, dining room & kitchen on the second floor. We live on the third floor. Start the day with a fresh-ground coffee and a homemade breakfast. Happy to adjust to personal preferences and dietary restrictions.

Bright & Cozy Guest Suite with Private Kitchen
A serene + lovely getaway to commune with nature, less than 20 miles south of DC. A beautiful world awaits you in this forest home of instrument makers. The home sits on 11 bucolic acres shared with a large hummingbird population, as well as other magical beings to sing you to sleep at night. You'll forget all the pressures of the city as you unwind in our jet tub enjoying the beautiful views from our windows. Enjoy long walks in our woods, watch the sunset over the nearby river, recharge!

Speakeasy Quarters with Retro Arcade & Pool Access
If a Speakeasy had accommodations, this would be it. This prohibition-era themed room will take you back in time with its early 20th-century decor, queen-size bed, private bath, and tiled shower. Enjoy complimentary craft beers at check-in before heading to your comfortable Speakeasy Quarters. The fun doesn't end there as your room is located next to the 80's Arcade Game Room featuring 10 free play arcades that include Pac-Man, Galaga, Asteroids, Centipede, Golden Tee, and Space Invaders.

George Brooks House B & B # 2 Queen
Historic Inn 1/2 mile outside of the town - a fabulous colonial seaport with lots of retail shops and restaurants plus the Chesapeake Bay Maritime Museum. Our inn has won two prestigious local and state preservation awards. Featuring hand carved mahogany furniture with Queen or King beds, private bathrooms with tiled showers, full 3 course breakfast, swimming pool, hot tub and bikes. This is our Queen bedroom # 2 downstairs (12' by 15') with fireplace just off of our parlor and garden room.

The White Oak Cabin
This 1850's one bedroom rustic cabin offers the option of 2 twin beds or 1 king (beds moved together with insert- upon request) and is ideal for history enthusiasts. A wood-burning fireplace adorns the downstairs, while the sleeping quarters are in the loft above. Decorated in period furnishings as well as an open air (no door) bathroom, visitors will get a more intimate look at our Country’s history. Pets are allowed and are charged a fee of $25 (first night) and $15 (per ea. add'l night).

Comfortable bdrm in 110+ yr old home w/large desk
Our home is in a great DC neighborhood min. from Tenleytown/AU Red Line metro stop. You can easily walk to Starbucks, Whole Foods Market, CVS, and many other shops and eateries along with American University's main campus within 10 min. AU Law School is a 5 min walk and downtown DC is a 15 min metro ride. You’ll love our home w/its fabulous kitchen, comfortable bedrooms, warm atmosphere, and amazing front porch and deck. Included is a wonderful breakfast for you to start your day.

The Victorian Candle B&B Johnson Room
This beautiful Bed & Breakfast is nestled on 12 wooded acres in Hollywood, MD. The Victorian Candle is a great relaxing getaway that truly offers an abundance of life’s quiet pleasures in one of the area’s most historic locations.A full breakfast is included during your stay. All rooms have hardwood flooring, each with a bit of history. In addition, each room has a private bathroom as well as individual air conditioning to make your stay just a little more comfortable.

Falling Creek - Rm #2
Welcome to Falling Creek, conveniently located less than 3 miles from I95. Less than an hour drive from D.C. and only 10 - 15 min from Quantico and Downtown Fredericksburg where you can walk around to shop, eat or have a drink. Unlike some other places, we don't require you to perform any chores or cleaning before checking out. Your comfort and satisfaction are our top priorities. Feel free to take your time, savor your last moments, and leave any tidying up to us.

3 BEDR, Inground Pool, Close To D.C
Escape to Tranquility on 9+ scenic acres just minutes from DC, National Harbor, and the Upper Marlboro Equestrian Center. Our beautifully appointed four bedrooms and two baths guest house offers, comfort, privacy, and an unforgettable setting This estate is perfect for those who enjoy peaceful morning, or relaxing in the evening surrounded by nature. The full-property rental includes: • 3 luxurious bedrooms • Full bathroom • Fully equipped kitchens • Living room

15 TO DC 5 Andrews 40 TO B-MORE
Indulge in a Unique Getaway! Stress-free arrival: free BWI/Reagan pickup (24-hr notice needed).To sunrise breakfasts to exploring trendy eateries, my place comes with a curated manual for every location, including the best gyms and hidden gems. Access the Grill deck for leisure, enjoy all amenities, and experience the perfect stay throughout the year. Your comfort is my priority, making it an ideal destination for guests anytime! +FREE Parking

Swann House B&B - Room 6
This third-floor airy room, decorated in rich gold tone, speaks romance! Lounge in the golden velvet king size bed and breathe in the ambiance conveyed by the grand Gothic windows, cathedral ceilings, skylight and original decorative fireplace. The turreted bathroom has a gilded domed ceiling, large claw foot tub with elegant rain shower beneath an art deco chandelier.
Popular amenities for bed & breakfast rentals in Southern Maryland
Family-friendly bed & breakfast rentals

Swann House B&B -Room 10 (Suite)

Swann House B&B - Room 9

Swann House B&B - Room 3

Private Room (No. 1) at The Little River Inn

Beautiful and Cozy Bedroom Suite w/ king bed

Lovely bed and breakfast 10 min to Wash. DC and VA

Swann House B&B - Room 8

The Anchorage Bed and Breakfast Skipjack
Bed and breakfast rentals with breakfast

Rustic & Elegant Private Bed & Bath

Temple in the Woods- 1 Queen BR- Tranquil

Woodley Park Guest House: Lovely Room + Breakfast

Hotel Room in Dupont Circle Washington DC

Chippendale Suite

Private Studio Suite in Historic District Manassas

Elegance Room - Back INN Time

Sweet Get Away in Del Ray with Breakfast
Bed and breakfast rentals with a patio

B&B - Lawson

Enjoy the good life, work & play

Swann House B&B - Room 4

Cozy 2BR w/Private Entrance |Near DC, MGM, Harbor

Swann House B&B - Room 1
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Mount Pocono Holiday rentals
- The Hamptons Holiday rentals
- Outer Banks Holiday rentals
- Rentals with an EV charger Southern Maryland
- Rentals with a firepit Southern Maryland
- Motorhome rentals Southern Maryland
- Smoking-friendly rentals Southern Maryland
- House rentals Southern Maryland
- Hotel rooms Southern Maryland
- Beachfront rentals Southern Maryland
- Rentals with lake access Southern Maryland
- Rentals with pools Southern Maryland
- Rentals with outdoor seating Southern Maryland
- Rentals with a patio Southern Maryland
- Rentals with breakfast Southern Maryland
- Pet-friendly rentals Southern Maryland
- Guest house rentals Southern Maryland
- Rentals with a washing machine and dryer Southern Maryland
- Rentals with a fireplace Southern Maryland
- Cabin rentals Southern Maryland
- Flat rentals Southern Maryland
- Cottage rentals Southern Maryland
- Townhouse rentals Southern Maryland
- Family-friendly rentals Southern Maryland
- Rentals with a kayak Southern Maryland
- Rentals with beach access Southern Maryland
- Rentals with a cinema Southern Maryland
- Fitness-friendly rentals Southern Maryland
- Rentals with a hot tub Southern Maryland
- Private suite rentals Southern Maryland
- Farm stay rentals Southern Maryland
- Waterfront rentals Southern Maryland
- Apartment rentals Southern Maryland
- Rentals with an accessible-height toilet Southern Maryland
- Bed and breakfasts Maryland
- Bed and breakfasts United States
- Nationals Park
- Georgetown University
- National Mall
- The White House
- District Wharf
- Smithsonian National Museum of Natural History
- National Museum of African American History and Culture
- Sandy Point State Park
- Arlington National Cemetery
- National Harbor
- Georgetown Waterfront Park
- Washington Monument
- Great Falls Park
- Six Flags America
- The Pentagon
- Smithsonian American Art Museum
- Lincoln Park
- Library of Congress
- Piney Point Beach
- North Beach Boardwalk/Beach
- Quiet Waters Park
- Ragged Point Beach
- Breezy Point Beach & Campground
- American African Museum




