Farmstay holiday rentals in Southern Maryland

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.

Blue Heaven: Waterfront & kayaks

Blue Heaven on the Cove is a relaxing, waterfront getaway located on a tributary that feeds into the Chesapeake Bay in Reedville,VA. Come enjoy bay life at our waterfront home with a no-step pier & take advantage of your favorite water activities: kayaking, fishing, crabbing, paddle boarding, etc. Our 3 bdrm, 2 bath home sleeps 10. Screened porch, included water activity gear, game room w/ 12' shuffle board table, 5 RokuTVs, outdoor firepit. EV Car charger 50 amp! Water depth 3' MLW w/ boat slip

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

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!

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!

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.

Quiet cottage on wooded property

Secluded location for those who like nature and view of water through the trees. Walk down the hill to the creek to launch a boat, fish or watch the spectacular sunsets. The cottage has a sleeping loft with twin beds and a sofa bed in main living area. Furnished and equipped for short to longer stays close to Cove Point, Calvert Cliffs and across the river from PAX Naval Air station. Minimum stay is 2 nights. Just updated with cable tv and wifi. New flooring. Deep cleaned between guests.

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.

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!

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.

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!

Fox Cove - Private peninsula with dock and WiFi

Welcome to Fox Cove, a 30-acre farm on a tranquil peninsula surrounded by water on three sides. This idyllic setting is perfect for nature enthusiasts. Guests are invited to bring fishing rods to catch fish from the point or our private wharf. Enjoy breathtaking sunrises and sunsets from the screened-in porch. Fox Cove offers an ideal environment for relaxation and rejuvenation, whether you seek solitude or wish to connect with friends and family.