Bed and breakfast holiday rentals in Maryland

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

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!

Westmore Estate I: Oval BR in Gorgeous Modern B&B

This is a large, oval bedroom with an attached bath in a luxury home with beautiful landscaping on 6 acres. There is a heated pool, hot tub & tennis court open seasonally. $50,000 renovation of pool, patio and firebowl areas just completed. The home was designed/decorated by an architect/interior designer. It is more like a country club. Bedroom has a separate entrance. Adults only, no pets/assistance animals. Smart Roku TV. Complimentary morning coffeee 7:30-9 AM. Security cameras at entrances.

Historic Bed & Breakfast - Central (Suite 2)

New baby goats in 2025! A beautiful experience! Our 1896 original Frederick farmhouse and carriage house, restored in 2022, provides a private, 1-bedroom, 1-bathroom guest house suite with kitchenette in upscale neighborhood. A private, park-like, peaceful, 4-acre setting with free parking, amazing gardens, and owners providing in-room breakfast from onsite gardens, vineyard, and orchard (seasonally). A short distance to downtown Frederick, the Frederick Station, Frederick Fairgrounds, and I-70.

Lincoln Room w/ Private Entrance at Strawberry Inn

Strawberry Inn is an 1837 home in the middle of the activity of Main Street in historic New Market, MD. Dining and coffee shops are in walking distance along with local jewelry, tea, and other shops. This ground-floor room has a private back porch entrance, king bed, WiFi, and private bath. Enjoy the garden and gazebo with a bottle of wine from a local vineyard. Breakfast snack bowl with fruit, breakfast bars, and Keurig are in the room. The Inn has been serving the Frederick region since 1973.

Cafe on the Bay 2- breakfast included!

We are in the heart of Chesapeake City on the C&D canal within walking distance of all the shops and restaurants. You will enjoy staying above the coffee shop so it’s best suited for early risers if you’re a light sleeer! We are a block away from the 3 wedding venues in town. The 2 bedrooms above the cafe are booked separately with a full bathroom in the hallway for guests to share. This is a great location for 2 couples or a family to book both rooms as it’s a shared bathroom for the 2 rooms.

Suburban Sanctuary

My home is in a quiet, safe, suburban neighborhood, approximately 20 minutes from Washington DC and 15 minutes from downtown Silver Spring. The closest Metro station is an 8 minute drive. It is a large two level ranch style home. Your bedroom and private bathroom will be on the main level where you enter the home. The kitchen, dining and living room reserved for guests is on the lower level which is above ground with a sliding glass door leading to the back patio. Driveway parking is available.

Guesthouse Bedroom 2/Private Parking - Mt. Vernon

Welcome to your 1874 mansion in the city, with off-street parking on premises! LGBTQ welcoming. The East Room is a KING bedroom with PRIVATE BATH. Located on the 2nd floor of an owner-occupied residence. You will not have to pass through my private living area, so you will experience the level of privacy, freedom to come and go, and professionalism expected in a B&B or guesthouse. There are 3 other rooms/suites available in my house. Unique space! Please review photos and the entire listing.

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

Quilt Room

The listing is for a room in a restored pre civil war farmhouse on Crickenwood Farm. Guest rooms are in the main farmhouse and share the common areas of the kitchen, library, living room and great room. This is a small working farm with cows and horses. There is plenty of parking. There are several friendly dogs on the property. The farm is about an hour from Baltimore, MD, Washington, DC, Harpers Ferry, WV and Gettysburg, PA. Frederick, MD is 20 mins.

EarthBound: Historic District 2nd Floor Suite

My Landmark Foundation historic district townhouse (circa 1880) provides complete walkability to all near-by culinary & artistic venues (theatre & galleries), offering a convenient location in the heart of the City. The two bedroom private 2nd floor suite includes a spacious, welcoming sitting room as viewed in the photos. My home has been twice featured in Frederick Magazine as a premier Airbnb, most recently for the beautiful garden oasis.

The Hummingbird Room - Sparkling Stars Inn

Enjoy the peaceful surroundings at the Sparkling Stars Inn. We serve a free full breakfast each morning. This 1890 farmhouse has been transformed into a boutique Bed & Breakfast. Each room provides luxury beds, down pillows, and down comforters. The Farmhouse sits on 4 acres of beautiful gardens and grounds. We are pet friendly, so no need to leave your furry family members at home. There is a fenced yard for fido to run and play.