
Farmstay vacation rentals in Southern Maryland
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Top-rated farmstay rentals in Southern Maryland
Guests agree: these farmstay rentals are highly rated for location, cleanliness, and more.

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep
Easily escape to the woods on a 14 acre homestead that's only 20 miles from DC. Surrounded by the forest with amazing views, designed by artists, this secluded hideaway is a celebration of Nature and Art. Recharge amongst these ancient trees and all the singing critters that soundtrack the night. Enjoy a fire, frolic in the fields, read on a hammock, strum a guitar, and feel the pressure of modern life melt away. Explore the many bucolic trails nearby. Perfect for retreats and workshops.

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.

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!

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.

Blackwater & Snakehead Farm "She Shed" Tiny House
The "She Shed" Tiny House is the best bargain & unique stay around! This Tiny House is made from a traditional 10'x18' shed and is solar powered! It's surprisingly spacious with a full size bathroom, kitchenette, lofted twin bed, day bed & trundle bed! The home borders a sheep pasture, barn, goat pasture & chicken coop! Snakehead fishing is just a short walk away! Kayacks & creek launch on site! Just a 5 minute drive from Blackwater Refuge! Relax and enjoy country living!

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!

La Casita on Harris Creek, St. Michaels
Newly constructed architecturally unique guesthouse inspired by the historic barns of the Chesapeake. Stay in luxury on a secluded 40 acre farm on Harris Creek, be at one with nature & still only 5 min from town's fine dining, shops & charm . With 360 views, TV/Wi-fi, full bath/shower, galley kitchen w/ microwave, fridge w/ice maker, washer/drier, patio fire pit, private pool & kayaks. We comply with Talbot County's zoning that requires a 3 night minimum ST-934-HUD 2020.

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.
Popular amenities for Southern Maryland farmstay rentals
Family-friendly farm stay rentals

Frolic Fields: A Woodsy 14 Acre Homestead w/ Sheep

Peaceful Family-Friendly Retreat Near DC · Pets OK

Cozy room with a View of the peace

Blackwater & Snakehead Farm "She Shed" Tiny House

Lakefront/Dock, Woods, 3 Beaches, Kayaks, Hot tub

Historic St. Mary's City, MD

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

Belle Haven - Tiny Home - Big Experiences
Farm stay rentals with a patio

Tiny House @Farm w hike trail n SAUNA/Hot&cold tub

Blue Crab Cottage: Remote+Nature+Fishing+Views

Farm Studio w/Bath+Kitchen+Laundry. Home Gym+SAUNA

Mini Cow Cuddling - Chic Farmstay Animal Sanctuary

Elation Suite w/ Views of Pond & Petting Zoo

2BR/1BT New Farm Studio. Kitchen+Laundry+Gym+Sauna

Blue Heaven: Waterfront & kayaks

Euphoria King Suite - Farmstay w/ Alpacas & Horses
Farmstay rentals with a washer and dryer

Holly Bluff Bungalow

Private home at Gin Lot Farms

Maple Hollow Farm - A Little Piece of Heaven

Peaceful Farmhouse Retreat in Colonial Beach

Picturesque River Cottage, riverfront with Wifi!

A Vacation for All, Away From It All

Winery & Vineyard complete guest house!

Gilly’s Getaway!
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- Farmstay rentals United States
- Walter E Washington Convention Center
- Georgetown University
- National Mall
- Nationals Park
- The White House
- District Wharf
- Capital One Arena
- National Museum of Natural History
- National Museum of African American History and Culture
- Arlington National Cemetery
- Sandy Point State Park
- Washington Monument
- Georgetown Waterfront Park
- National Harbor
- Smithsonian American Art Museum
- Great Falls Park
- Six Flags America
- The Pentagon
- Lincoln Park
- Library of Congress
- Smithsonian National Air and Space Museum
- The Anthem
- Quiet Waters Park
- Meridian Hill Park




