
Guesthouse vacation rentals in St. Mary's County
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Top-rated guesthouse rentals in St. Mary's County
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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!*

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!

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 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.

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.

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.

Woodland Cove Getaway
Tucked away in a quiet, wooden setting, this private above-garage apartment is a clean, comfortable retreat- perfect for traveling professionals or a relaxing getaway. Thoughtfully maintained, it’s a peaceful place to unwind after a long day. Located on 10- 15 minutes from PAX River and 15-20 minutes from Solomon,s MD. Enjoy privacy, convenience, and a professionally managed stay with support available if needed.

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!

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!

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.

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 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 St. Mary's County guesthouse rentals
Family-friendly guest house rentals

The Path

Garden Cottage - Fire Pit and Grill near Beaches

Quiet country retreat close to Solomons Island

Back Creek Villa with Sunroom

Back Creek Villa Open Deck

Cozy Lakeside Studio Retreat.

Little House by the water

The Lodge
Guest house rentals with a patio

The Path

Bell House

The Carriage House at Historic Nomini Hall Farm.

The NEST. A place Where Past and Present meet.
Guest house rentals with a washer and dryer

Woodland Cove Getaway

Guest Cottage in Town

Back Creek Villa with Sunroom

Breton Bay Guesthouse ~ ~ No cleaning fee

Back Creek Villa Open Deck

The Cottage on The Farm - Bring Your Horse!

Cozy Lakeside Studio Retreat.
Destinations to explore
- Rentals with a fire pit St. Mary's County
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- Guesthouse rentals Maryland
- Guesthouse rentals United States
- Chesapeake Bay
- Breezy Point Beach & Campground
- Gerry Boyle Park
- Ingleside Vineyards
- Salisbury Zoo
- Calvert Marine Museum
- Chesapeake Beach Water Park
- Chesapeake Bay Maritime Museum
- Point Lookout State Park
- Layton's Chance Vineyard and Winery
- General's Ridge Vineyard
- Belle Isle State Park
- Leonardtown Wharf
- Suicide Bridge Restaurant





