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Guest house holiday rentals in St. Mary's County

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Top-rated guest house rentals in St. Mary's County

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Top guest favourite
A front porch is displayed with wooden beams and a spacious deck overlooking a lush landscape. Two black wicker chairs provide seating, facing a serene view of trees and Jutland Creek in the distance.
Guest house in Ridge
4.95 out of 5 average rating, 64 reviews

The Path

Magnificent 26-acre waterfront property just off the Potomac River. This secluded, quiet, waterfront oasis guesthouse is the perfect weekend retreat. There is 1 bedroom and 1 bathroom in the house. There is also a pullout couch. There is a large dock for hanging out / sunbathing. There is not a full kitchen, but there is an outdoor grill. You are surrounded by nature - this is a true escape! If you're looking for the perfect weekend getaway, this is it! *Wifi is spotty! Do not rely on it!*

Guest favourite
Guest house in Hague
5 out of 5 average rating, 16 reviews

Bell House

Two-bedroom guesthouse with deck overlooking the Lower Machodic Creek (Coles Point, Hague VA) the perfect setting for enjoying sunrise and sunset. Shared property, but the second floor guesthouse is all yours. The first floor is a garage we use for storage. Salt water lap pool, 100 feet of beach on Lower Machodic Creek with expansive views of the Potomac River, kayaks, private dock, and 20 acres to explore. Great for a family vacation, couples getaway, girls weekend, you name it!

Top guest favourite
A view from the property shows a grassy area leading to the water. A screened porch is visible, providing a tranquil space. The river reflects the blue sky and fluffy clouds, with trees lining the opposite bank. A wooden dock extends into the water.
Guest house in Bushwood
4.93 out of 5 average rating, 175 reviews

Little House by the water

Serenity - Privacy - Beauty - This little house by the water has it all. New Sealy queen size mattress, well equipped kitchen, Cuisinart coffee maker, full oven, glass topped stove, new refrigerator, and fully screened porch with water view. Perfect for 1 or 2 adults looking to get off the grid and recharge. In St. Mary's County,MD, just 90 minutes south of Washington DC. However, the space is small and it is really a studio apartment as I think the pictures make evident.

The kitchen features modern stainless steel appliances, including a refrigerator, oven, and dishwasher. Wooden cabinetry complements the granite countertops, enhanced by subtle blue lighting under the shelves. A round dining table is set for two, providing an inviting space for meals.
Guest house in Lusby
4.78 out of 5 average rating, 100 reviews

The Lodge

Welcome to our private second-story suite! Situated above a quiet, professional HVAC shop, this unit offers elevated views of the surrounding greenery and peaceful atmosphere. Access to the upper floor is through a shared main entrance that leads to 2 independent units. Each unit occupies its own side of the building, ensuring total privacy and your own exclusive space once inside. As this is a working HVAC shop during the day, you may see some equipment in the area outside.

Guest favourite
A serene beach scene features a sandy shore with gentle waves lapping in the distance. A weathered tree branch, partially covered in green foliage, extends across the sandy expanse, contrasting against the clear blue sky and rocky cliffs in the background.
Guest house in Port Republic
5 out of 5 average rating, 7 reviews

Chesapeake Bay Hideaway Port Republic Maryland

Newly constructed Chesapeake Bay home. First floor, 3 bedrooms all en-suite bathrooms with new everything. Wake up to Bay views from your master king bed. Fully equipped kitchen and dining area with French doors to the rear of the house. Dine inside or outside on the patio. Comfy living room with fireplace and TV. Access to the private Kenwood beach take out the canoes or paddle board or catch a famous blue crab from the private pier. Long beautiful beach.

A classic white barn is situated on a grassy area, featuring large red doors that open to a spacious interior. Windows are placed symmetrically along the upper section, while a small staircase leads to the entrance. Surrounding trees provide shade in the rural landscape.
Guest house in Hague
4.56 out of 5 average rating, 9 reviews

The Carriage House at Historic Nomini Hall Farm.

80 acres of historic farmland.Originally owned by Robert “Councilor” Carter III, grandson of Robert “King” Carter I. Dwelling sits behind original house site. Currently a working farm,owned by direct Carter descendants. Cemetery of enslaved people of Nomini Hall within 400 yards. Dogs and horses welcome.Top of the line dog kennels and 30 acres plus for riding, 3 acres fenced. 20X30 open room behind barn doors. Inquire about hosting events.

Top guest favourite
An entryway leads through tall grasses and dunes to a sandy beach covered with colorful umbrellas. The clear blue sky and calm water create a serene setting, while beachgoers enjoy the day in the distance.
Guest house in Saint Leonard
4.97 out of 5 average rating, 122 reviews

Studio on the Bay.

This studio apartment is in walking or driving distance to three private beaches in our community. There is 1 bedroom with a queen size bed, spacious bathroom and closet. The living room has a pull out full size bed and a kitchenette. Coffee, teas, beach chairs, are provided. Wanna fish??? Ask Joey about Fish Taxi! Fifteen minutes from Solomons Island (home of the Tiki Bar). An hour or so from DC, Annapolis and Waldorf.

Top guest favourite
A spacious bedroom features a light-colored bed with a floral-patterned coverlet. A small nightstand and a lamp provide soft lighting. Large glass doors open to a serene outdoor view, with a light green wall and plush carpet completing the inviting space.
Guest house in Leonardtown
5 out of 5 average rating, 52 reviews

Breton Bay Guesthouse ~ ~ No cleaning fee

Located in the preferred Breton Bay Golf & Country Club neighborhood, this immaculate guesthouse is a 900 square foot detached dwelling with fully equipped kitchen, living room, separate large bedroom, bathroom with shower, washer and dryer, and balcony. Will consider setting up the space to accommodate your child and/or infant/toddler. Plenty of parking -- enough room for your personal watercraft or small boat!

Top guest favourite
Guest house in Mechanicsville
4.97 out of 5 average rating, 33 reviews

The Cottage on The Farm - Bring Your Horse!

The Cottage at Bit O Berry Farm, LLC is a quaint little cottage on our private horse farm. Wake up to the view of horses out your bedroom window. Relax from the hustle and bustle of life with nature all around. Horses, dogs, cats, pigs and chickens reside here. Historical St Mary's County has great things to offer, from fishing and boating to winery's, fresh markets and much more!

A driveway lined with light-colored pavers leads to a two-story building, surrounded by greenery. The entrance is marked by a door framed by a tree, with black fencing creating a sense of privacy and defining the outdoor space.
Guest house in Avenue
5 out of 5 average rating, 3 reviews

The Artist Studio

Forget your worries in this spacious and serene space. The Artist Studio is a private two-story dream retreat, offering an open floor plan with kitchenette and bathroom. The second floor is flushed with light for working, creating, or meditating. You will share the outdoor space which includes green space, a deck and private pier. Guests can also share access to the laundry room.

Top guest favourite
A tranquil waterfront setting features a multi-level home surrounded by trees, with a spacious deck visible. Adirondack chairs on the dock face the calm waters, reflecting the structure and greenery. Soft outdoor lighting adds a cozy ambiance, enhancing the serene landscape.
Guest house in Lusby
4.97 out of 5 average rating, 219 reviews

Cozy Lakeside Studio Retreat.

Cozy basement studio that provides a perfect get away. From beach combing, kayaking, fishing, swimming in the Bay, relaxing on the dock, building a fire in the backyard pit, and corn hole, there’s lots to do. Or simply just relax and enjoy the serene surroundings. Photography package available, message host for details 2 GUESTS ONLY; please check with host regarding children

Guest favourite
A one-story guest cottage is displayed, surrounded by trees with colorful autumn leaves. A winding path leads to a small patio area with seating, complemented by a glimpse of the driveway nearby. Sunlight filters through the branches, creating a serene outdoor atmosphere.
Guest house in Great Mills
4.76 out of 5 average rating, 59 reviews

Guest Cottage in Town

Very private guest cottage adjacent to historic 1897 farmhouse. Tucked away from busy roads but close to Pax River NAS and a short drive to St Mary's College, Leonardtown and Solomons Island. Visit Colonial sites, Wineries and Farmers Markets. St. Mary's County has miles of shoreline that can be enjoyed. Wi-Fi available. No Tv. *Listed price is on a single occupancy rate*

Popular amenities for guest house rentals in St. Mary's County