Bed and breakfast vacation rentals in Maryland

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Top-rated bed and breakfast rentals in Maryland

Guests agree: these bed and breakfast rentals are highly rated for location, cleanliness, and more.

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Guest favorite

Room in Annapolis

4.83 out of 5 average rating, 417 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

Aug 28 – Sep 4

G$21,235 GYD per night

Guest favorite

Room in Chesapeake City

4.92 out of 5 average rating, 226 reviews

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.

Aug 30 – Sep 6

G$21,012 GYD per night

Guest favorite

Room in New Market

4.9 out of 5 average rating, 99 reviews

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.

Aug 20 – 27

G$23,323 GYD per night

Guest favorite

Room in Monrovia

4.89 out of 5 average rating, 130 reviews

Victorian 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. Vaccination for Covid19 is required. 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.

Jun 1 – 8

G$8,008 GYD per night

Guest favorite

Room in Cockeysville

4.78 out of 5 average rating, 111 reviews

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; continental breakfast from 7:30 to 9 AM. Adults only, no pets/assistance animals. Smart Roku TV. Security cameras at entrances

May 27 – Jun 3

G$37,685 GYD per night

Guest favorite

Guesthouse in Middletown

5.0 out of 5 average rating, 91 reviews

Cottage, Pool, & Breakfast on 100ac Horse Estate

Enjoy the unique opportunity to spend time on a stunning Maryland horse farm and estate with private access to the Appalachian Trail in Maryland's Blue Ridge mountains. Located in historic Middletown, the farm is just 60 miles from downtown DC and 20 minutes west of Frederick. Our lovingly renovated 1900 guest cottage sits above an active mountain spring and beside the estate's main residence. You'll encounter chickens, cattle, horses and abundant wildlife as you hike and explore the property.

May 7 – 12

G$55,859 GYD per night

Guest favorite

Room in Baltimore

4.97 out of 5 average rating, 614 reviews

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 a private bath on the second 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 you would in a B&B or guesthouse. There are three other rooms/suites available in my house. Unique space! Please review photos and the entire listing.

Nov 3 – 10

G$21,259 GYD per night

Guest favorite

Room in Frederick

4.98 out of 5 average rating, 240 reviews

EarthBound: Historic District B&B

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 2 bedroom private 2nd floor suite includes a spacious, welcoming sitting room as viewed in the photos where your breakfast tray is served. My home has been twice featured in Frederick Magazine as a premier B&B, most recently for the garden https://www.fredmag.com/urban-oases/

Jul 8 – 15

G$41,011 GYD per night

Guest favorite

Townhouse in Ocean City

4.86 out of 5 average rating, 188 reviews

Amazing Location! OceanBlock 28th Street

Super location!!! Steps to boardwalk and beach. New renovations kitchen and flooring throughout !!Newly painted throughout interior with updated decor and new king bed. Walk out the front door and you are 1/2 block to the beach and Ocean City's fantastic boardwalk. 3 level town home with beach house charm. Walk to everything you need with parking for two cars under unit. Pets allowed with approval with a $100 pet fee per pet- (flat not nightly). Comfort and a real find in OC.

Jan 6 – 13

G$138,996 GYD per night

Guest favorite

Farm stay in Frederick

4.98 out of 5 average rating, 64 reviews

Bed & Breakfast - Historic, Central (suite 1)

Built in 1896, fully restored in 2022, our guest house provides a private, 1 bdr/1 ba suite with kitchenette in an upscale neighborhood. An exceptionally quiet, private, park-like, peaceful, guest-available 4-acre setting with free parking, amazing gardens, and daily fresh in-room breakfast from onsite sources. Located a short distance to downtown Frederick, the Frederick Station, Frederick Fairgrounds, and I-70. This property is very near Frederick, but a true Garden of Eden.

Jul 4 – 11

G$30,674 GYD per night

Guest favorite

Place to stay in Baltimore

4.85 out of 5 average rating, 601 reviews

Bunny’s Air bnb in Historic Fells Pt.

Bunny’s is located in a 2013 Heritage Award winning 1840 alley house renovation that is a 15 minute walk to downtown Baltimore, 3 blocks from Little Italy and located in Historic Fells Point. Easy walking distance to over 100 bars, restaurants and 4 blocks from the water. This block of Dallas street is securely gated at one end. Interested in culinary. I will have some suggestions. FYI - Parking is often available at the Citgo for $20 a day 100 ft from house.

Aug 14 – 21

G$16,275 GYD per night

Superhost

Room in Silver Spring

4.81 out of 5 average rating, 192 reviews

Peaceful Haven

My home is located in a quiet, safe, suburban neighborhood. It is a 20 minute drive to Washington D.C. and 15 minutes from downtown Silver Spring. The closest Metro station is an 8 minute drive. There is always parking available in my driveway. There are a variety of restaurants, groceries and shops close by. I am a warm, friendly person and will do everything I can to help you feel comfortable and welcome during your stay.

Sep 3 – 10

G$11,663 GYD per night