Bed and breakfast holiday rentals in Southern Maryland

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Top-rated bed and breakfast rentals in Southern Maryland

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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!

A charming two-story inn is illuminated at dusk, showcasing a serene swimming pool in the foreground. The architectural details feature a mix of windows and porches, while outdoor seating areas are positioned nearby for relaxation.

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.

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.

A spacious bedroom features a four-poster bed draped in colorful bedding, complemented by warm wooden furniture. A subtle fireplace adds a cozy element, while decorative window treatments and a floral arrangement provide a touch of charm. Soft lighting enhances the room's inviting atmosphere.

Private room in Saint Michaels

4.81 out of 5 average rating, 27 reviews

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.

Private room in Hollywood

4.5 out of 5 average rating, 6 reviews

The Victorian Candle B&B Rose Room

The Victorian Candle 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.

Private room in Oxford

Robert Morris Inn: Waterview Cottage # 1

This spacious first-floor waterfront cottage offers a modern escape just steps from the water. Separate from the main inn, it features a comfortable seating area, a luxurious king-size bed, and expansive views of the Tred Avon River right outside your window. Thoughtfully designed with contemporary furnishings, the room includes a full bath with shower over tub and a convenient in-room fridge. Enjoy privacy, comfort, and unbeatable scenery in this serene Eastern Shore retreat.

Private room in Hollywood

5 out of 5 average rating, 12 reviews

The Victorian Candle B&B-Tower 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.

Private room in Hollywood

4.82 out of 5 average rating, 34 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.

A Victorian-style building with distinct architectural features, including a turret and various gables, is set against a clear blue sky. A wraparound porch is visible, with decorative railings and outdoor seating areas, providing a welcoming entrance to the spacious inn.

Private room in Hollywood

3.75 out of 5 average rating, 4 reviews

The Victorian Candle B&B -Waldorf Room

Guest favourite

Private room in Fort Washington

5 out of 5 average rating, 11 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!”

Superhost

Private room in Colonial Beach

Lottie Foster Suite with Pool/Cabana

Located inside the Colonial Beach Plaza, this is a beautiful “honeymoon” suite with private bath. Furnished with an exquisite, turn of the century bedroom set, this spacious room is done in pale blues and yellows in a country motif. The bath includes an oversized Jacuzzi claw foot tub and shower. It overlooks the pool and herb garden. Includes breakfast and complimentary glass of wine or beer upon check in.

Superhost

Private room in Colonial Beach

B&B Presidential Suite with Pool/Cabana/Arcade

A stunning "presidential" suite on the second floor offering beautiful views of the river. Enjoy a spacious suite furnished with an antique oak sleigh bed set. The suite has an elegant private bath with both a shower and claw foot soaking tub. The large adjoining sitting room features comfortable over-stuffed furniture. Includes breakfast and complimentary glass of wine or beer upon check in.