Farmstay vacation rentals in Southern Maryland

Find and book unique farmstay rentals on Airbnb

Top-rated farmstay rentals in Southern Maryland

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

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Guest favorite

An open-concept living area features a large leather sofa, ample natural light from oversized windows, and a cozy dining space. A central kitchen island with a light-colored countertop provides a functional work space, while decorative elements add a hint of charm.

Apartment in Springfield

4.89 out of 5 average rating, 168 reviews

Peaceful Family-Friendly Retreat Near DC · Pets OK

Tucked away in a peaceful, wooded setting near DC, this apartment with a private entrance features a bright, airy layout designed for comfort. Living/dining/kitchen with fireplace, 65” TV, books & games, fully stocked kitchen, and workout gear. King bedroom with famously comfy memory foam mattress, second bedroom with twin daybed + pop-up trundle, full bath with shower/tub combo, gigabit Wi-Fi, desks, porch + grill. 10 min to Metro, 20 min to DC, and 5 min to Greenspring Senior Living Community.

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Top guest favorite

A modern guesthouse features a peaked roof and large windows, set against a vibrant sunset sky. The surrounding landscape includes wild grasses and a paved pathway, suggesting a serene connection to nature.

Cottage in Saint Michaels

4.97 out of 5 average rating, 195 reviews

La Casita on Harris Creek, St. Michaels

La Casita on Harris Creek is an architecturally unique guest house situated on a private 40-acre farm in the heart of the Chesapeake Bay, 5 min by car to Saint Michaels, MD. The guesthouse, adjacent to the owner's main farm house, features an upstairs loft, open plan first floor TV/WiFi, full bath/shower, galley kitchen/ cook top stove, microwave, stainless refrigerator, microwave, stainless refrigerator. An adjacent private pool is available for guests. TALBOT COUNTY LICENSE NUMBER STRN 26-39

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Guest favorite

A serene private dock overlooks a calm cove, with vibrant kayaks stacked nearby. A simple bench provides seating, surrounded by lush greenery and mist rising from the water's surface, inviting relaxation and peaceful reflections.

Cottage in Montross

4.93 out of 5 average rating, 130 reviews

Lakefront/Dock, Cove, Boats, HotTub, Woods & Beach

Welcome to the Butterfly Effect! Recharge at this tranquil getaway. 2.5 wooded acres with a private dock and cove, a short paddle away from the lake beach with a swimming dock and sandy beach! Fishing, swimming, and floating all on the protected freshwater lake. We have boats for your use, theater space & hot tub to wind down at night after dining on our deck. Picnic at our private Shark Tooth Beach, watch Osprey & Eagles fish the Potomac, and collect 15-million-year-old fossilized shark teeth!

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Top guest favorite

The little house is nestled in a serene rural setting, surrounded by greenery and farmland. A gravel pathway leads up to the front door, flanked by simple flower pots. The landscape features open fields in the background, enhancing the peaceful ambience.

Tiny home in Cambridge

4.98 out of 5 average rating, 243 reviews

The Little House on the Farm, Water Access

Peaceful, Quaint & located on the Little Blackwater River, & 1.5 miles from the Blackwater National Wildlife Refuge & The Harriet Tubman Underground Railroad State Park & Museum. A bird watching, kayaking, and bicycling paradise awaits. Perfect for a couples retreat, girls getaway or a solo vacation to relax & unwind. Hunters and Fishermen are welcome also! Route 50 & downtown Cambridge are 10 mins away for local eateries and shopping! This is the perfect location to explore the Eastern Shore!

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Top guest favorite

The image displays a wooden sign identifying Gin Lot Farms, featuring a horse silhouette. The sign is mounted on a sturdy post beside a grassy area, with a backdrop of trees and open fields visible in the distance.

Home in Fredericksburg

4.97 out of 5 average rating, 145 reviews

Private home at Gin Lot Farms

If you are looking for an authentic family get-away experience you found it at Gin Lot Farms. This is a nicely furnished 4 bedroom, 3 bath home with Fios Wi-Fi, Roku TV, a large deck/patio, parking for 4-5 cars, gas grill and other amenities. The nicely appointed kitchen has dining service for your big family. Six beds & a sofa sleeper inside. Explore our 73 acres & meet all the horses. Enjoy the best of Virginia wine & horse country, Fredericksburg breweries, restaurants, shops & parks.

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Top guest favorite

The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.

Apartment in Lexington Park

4.97 out of 5 average rating, 621 reviews

Historic St. Mary's City, MD

1,000 square foot two-bedroom, one bath waterfront apartment features separate entrance and a screened-in porch overlooking the St. Mary’s River. Property has a large dock and a small private beach. Jellyfish, crabs, and oysters make swimming challenging, although many swim off the dock in the deeper water. No Diving! Dogs are welcome. We just ask that they be on a leash. The apartment is attached to part of the house where we reside, although it is sealed off and nothing is shared.

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Top guest favorite

Home in Deale

4.98 out of 5 average rating, 149 reviews

8 Acre Waterfront Oasis! Pets are Free! 140ft Pier

Waterfront Enjoyment: A 3-bedroom, 2-bathroom home! This charming one-story house in Churchton, Maryland, is perfect for families. It includes 8 acres of land and over 700 feet of waterfront on Broadwater Creek, ideal for fishing, crabbing, paddleboarding, and kayaking. Discover the charming town of Deale, Maryland, with its easy entry to the Chesapeake Bay. Relax and enjoy this property! There's a brand-new 140-foot dock with beautiful views of the bay, ideal for catching crabs and fish!

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Guest favorite

A wooden pier extends over the calm waters, flanked by lush greenery. Small boats are visible moored along the dock. The sky is bright with a few scattered clouds, creating a peaceful atmosphere at the shoreline.

Home in Lusby

4.87 out of 5 average rating, 82 reviews

Spacious Lakefront Cottage w/ Private Pier

Wake up to peaceful lake views with unlimited activities for the family. New layout provides 5 bedrooms. From your private pier, experience Maryland crabbing and fishing or take the kayaks/canoe/paddle board/ or paddle boat across the lake to a private beach with calm waters. At night, sit by the firepit under whimsical lights and enjoy the outdoor theater or a game of corn hole. House is equipped with a game room for rainy days. Just 15 minute drive to Solomon's Island and golfing.

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Superhost

Farm stay in La Plata

4.89 out of 5 average rating, 57 reviews

Huge Farmstay w/ Pool, Animals, Pond, & Game Room

Come enjoy the perfect retreat for families, couples or anyone looking for fun, rest and relaxation among a quiet, breath-taking location. This revived historic farmland is an icon in the area. Located just 30 miles outside of Washington DC, features a grand Victorian home with 6 bedrooms and lots of modern amenities. The grounds feature a petting zoo, clubhouse, barns, a private pond for fishing, a beautiful pool area, a brick courtyard with outdoor fireplace, garden, and more.

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Top guest favorite

A serene waterfront view is presented, featuring a wooden dock extending over still water. Lush green grass fills the foreground, while trees line the opposite bank, creating a natural backdrop under a partly cloudy blue sky.

Home in Woolford

4.94 out of 5 average rating, 189 reviews

Waterfront Getaway with Dock

Bicyclist's and outdoorsman's dream! Beautiful rancher on two waterfront acres just 4 miles from Blackwater Wildlife Refuge and Harriet Tubman National Park. 10 minute drive from downtown, the Hyatt, and the Ironman starting point as well. Ironman and Eagleman races actually pass right by! Bright, sunny, and newly renovated, it's a great place to hang your hat after a day of hunting, fishing, bicycling, or triatholon-ing! Or just take a weekend to relax on the water!

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Guest favorite

A spacious grassy area is framed by mature trees, providing ample outdoor space. In the background, the cottage's exterior presents a simple structure, flanked by shaded seating options. Clear blue skies create a serene atmosphere that complements the natural surroundings.

Cottage in Nanjemoy

4.86 out of 5 average rating, 37 reviews

Picturesque River Cottage, riverfront with Wifi!

Picturesque River Retreat less than an hour from Washington, DC! Dog & Kid friendly! Nanjemoy, MD...never heard of it? Shhhh...let's keep it that way. Approx an hour from Washington, DC and you feel like you've really gone somewhere! This little river cottage has 4 bedrooms (2 king beds, 2 queen beds), 2 bathrooms, outdoor shower, fenced in acre on the beautiful Nanjemoy! Amazing dock and views. Little beach area (depending tides/rain level) and dogs welcome!

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Guest favorite

Farm stay in Heathsville

4.98 out of 5 average rating, 120 reviews

Fleets Cove Farm *PETS STAY FREE*

Welcome to Fleets Cove Farm y'all! Looking for a peaceful and secluded place to stay? We have the place for you! With expansive fields surrounded by tall hardwood trees, it's hard not to love the light breeze and quiet. At night, sitting around the fire pit and looking at the stars is a must. The mini donkeys and cows are always looking for new friends. We also have seasonal animals like pigs, chickens, and ducks at different times of the year.

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