Bed and breakfast holiday rentals in Southern Maryland

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Top-rated bed and breakfasts in Southern Maryland

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

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A charming courtyard is enclosed by a wrought iron fence, featuring several tables with blue umbrellas. Lush greenery is present, along with flower planters that add color. The area is paved with bricks, providing a welcoming outdoor space for relaxation.
Private room in Fredericksburg
4.75 out of 5 average rating, 4 reviews

Isabella's Suite - The Richard Johnston Inn & The 1890 Caroline House

Located at the Richard Johnston Inn: Located off of the courtyard is Isabella's Suite, a private suite with a living room, small kitchen and eating area. The bedroom has two queen size beds and large bath with a jetted tub and shower combination. Complimentary private off street parking. Pets - $50 per pet per night (2 pet max). Please call for our pet policy. Amenities include: Air conditioning, central location with easy access to shopping, restaurants and historic venues, handicap accessible, central heating, complimentary wifi, microwave, refrigerator, coffeemaker, cable television and access to our courtyard. Breakfast will be an additional $20.00 per person. Please let us know. Hotel Tax is not included and will be charged upon check-in.

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, 50 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!

A formal dining area is presented with a long table set for several guests. Neatly arranged plates and glasses accompany folded napkins. Centerpieces of fresh flowers add a touch of color, while a staircase is visible in the background, enhancing the inviting ambiance.
Private room in Saint Michaels
4.67 out of 5 average rating, 15 reviews

George Brooks House #3 King Jacuzzi

Historic Inn 1/2 mile outside of the town - a fabulous colonial seaport with lots of restaurants and shops. Outstanding Maritime Museum. Our inn has won two prestigious 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 King bedroom # 3 downstairs (15' by 25') with two person whirlpool tub, gas fireplace, 40" TV + DVD. Private bathroom with shower.

A serene pool area is surrounded by lush greenery and vibrant trees, with textures of stone and plant life framing the tranquil setting. Sunlight reflects off the clear water, providing a bright and inviting space for relaxation.
Private room in West River

Full Suite Key West style amenities @ Maryland BnB

Enjoy the beautiful gardens, waterfall and private pool. Take it easy at this unique and tranquil getaway, under our covered porch with a view of the pool, our open meadow, and our 150 year old tobacco barn. Escape to a paradise private environment close to many amenities. Resort Services include our signature facials and massages. Private dinner options available with our focus being locally sourced, fresh farm to table meals. Menu planning with you for your special dinning experience.

Guest favourite
Private room in Trappe
5 out of 5 average rating, 35 reviews

The Anchorage Bed & Breakfast

B&B Use Permit No. BB 23-1 Welcome to the Maryland Eastern Shore! Your home away from home is a room in a late Federal Telescopic Tidewater Style Bed & Breakfast called The Anchorage, circa 1800 facing the Choptank River. There are also 3 other rooms available at the B&B if traveling in groups or with family members. We are located right outside the historical town of Trappe very close to Easton, Oxford, Cambridge, and St. Michaels. Rooms include a daily continental breakfast.

Private room in Hollywood
4.83 out of 5 average rating, 36 reviews

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.

Guest favourite
A spacious living area features large windows that fill the space with natural light. Comfortable leather seating is arranged around a circular coffee table adorned with fresh flowers. A stone fireplace serves as a focal point, with a colorful artwork displayed above it. A stylish bookshelf adds character to the room.
Private room in Stafford
4.88 out of 5 average rating, 160 reviews

Falling Creek - Rm #3

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.

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, 220 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
A spacious living area features large windows that allow natural light to fill the room, showcasing lush greenery outside. Comfortable seating arrangements consist of dark sofas arranged around a coffee table. A decorative wall unit displays various items, and a painting is positioned above the fireplace.
Private room in Stafford
4.84 out of 5 average rating, 68 reviews

Falling Creek - Rm #5

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.

Private room in Fort Washington
4.8 out of 5 average rating, 15 reviews

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

Cozy 2BR retreat in Fort Washington—your hidden gem near DC! With a private entrance, lush landscaping & free parking, you're just minutes from MGM National Harbor, Old Town Alexandria, and downtown DC. Enjoy a fully furnished stay with Wi-Fi, equipped kitchen, workspace & streaming TV. Ideal for weekend getaways, business travelers, or extended stays. Relax in a peaceful neighborhood while staying close to shopping, dining & recreation. Book your escape today!”

Guest favourite
Private room in Upper Marlboro
4.89 out of 5 average rating, 44 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 Stafford
4.93 out of 5 average rating, 134 reviews

Falling Creek - Rm #4

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. 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.

Popular amenities for Southern Maryland bed and breakfasts

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