Bed and breakfast holiday rentals in Southern Maryland

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Top-rated bed and breakfasts in Southern Maryland

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Guest favourite
Private room in Annapolis
4.84 out of 5 average rating, 474 reviews

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

Top Guest favourite
A sunlit sunroom features a green sofa and a red armchair, both positioned to enjoy the views of the surrounding greenery. Large windows provide ample natural light and a sense of openness, while a potted plant adds a touch of nature indoors.
Private room in Washington
4.99 out of 5 average rating, 353 reviews

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.

Top Guest favourite
The spacious home is framed by tall trees, creating a serene atmosphere. A covered porch extends from the front of the house, adorned with colorful umbrellas. Lush green foliage surrounds the property, inviting a sense of tranquility and connection with nature.
Private room in Accokeek
5 out of 5 average rating, 49 reviews

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!

Superhost
A vintage secretary desk is positioned near the bed, showcasing an open workspace with shelves holding books. A wooden chair complements the desk, while a bedside table with a lamp provides soft illumination. Natural light filters through the window, accentuating the room's calm ambiance.
Private room in Washington
5 out of 5 average rating, 7 reviews

Room near Dupont Circle Metro/Subway

DC Guest House, AKA American Guest House, is a B&B located in the upscale Kalorama neighborhood in Washington, DC. Walk to Dupont Circle, Adams Morgan, Woodley Park, Georgetown, and several restaurants & bars. 1 mile NW of the White House. Near the Smithsonian, Monuments, & Capitol Our Historic property is NOT handicap accessible. Lots of Stairways & No Elevator Due to the small size of our historic rooms and poor soundproofing, we cannot accommodate pets & children BREAKFAST IS NOT INCLUDED

Superhost
Private room in Colonial Beach
5 out of 5 average rating, 7 reviews

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.

Top Guest favourite
The rustic cabin showcases warm wooden siding and a prominent stone chimney. A welcoming entrance is flanked by simple wooden steps leading to a patio area, surrounded by leafless trees and a blanket of snow, highlighting the natural setting.
Cabin in Spotsylvania Courthouse
4.95 out of 5 average rating, 186 reviews

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).

Top Guest favourite
Private room in Washington
4.98 out of 5 average rating, 60 reviews

Welcoming Private Room & bath in Townhouse

Private room and bath perfect for single guest or couple visiting the Georgetown, Palisades area of Washington, DC. Great neighborhood for outdoor activities, easy access to bike trails and the Georgetown Waterfront. Top rated restaurants and shopping in the neighborhood. Easy walk to Georgetown University and Medstar Hospital. Shared access to kitchen, living room, and patio spaces. Guaranteed parking space.Fixings for DIY breakfast: eggs, bread, milk, pancake mix, butter, fresh fruit.

Top Guest favourite
A spacious front porch is furnished with a variety of comfortable seating options, including a large sofa and several wicker chairs adorned with green cushions. A glass-topped table sits in the center, complemented by standing lamps that enhance the serene environment, surrounded by greenery.
Private room in Washington
4.99 out of 5 average rating, 236 reviews

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.

Top Guest favourite
A spacious living area features large windows allowing natural light to fill the room, highlighting the elegant stone fireplace. Modern furniture, including two black sofas and a wooden coffee table with flowers, creates a welcoming gathering space. A tall bookshelf displays decorative items and greenery.
Private room in Stafford
4.95 out of 5 average rating, 217 reviews

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.

Superhost
Private room in Upper Marlboro
4.85 out of 5 average rating, 34 reviews

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

Superhost
Private room in Smith Island
4.73 out of 5 average rating, 15 reviews

Smith Island Inn: Mary Ruth's Retreat

Mary Ruth's Retreat is the downstairs bedroom featuring a queen size bed, and private en suite bath furnished in heirloom antiques in a full scale bed and breakfast complete with concierge service.. The custom made curtains and bed linens offer luxury accommodations. Full breakfast (continental breakfast for guests departing at 7:30 AM) served. Can add bed for third guest for additional fee.

Guest favourite
A spacious room features a king size bed with a light-colored upholstered frame. Two vintage-style lamps sit atop matching wooden nightstands on either side. The room's design is enhanced by large Gothic windows and sloped ceilings, complemented by soft natural light and warm wooden flooring.
Private room in Washington
5 out of 5 average rating, 5 reviews

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.

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