Vacation rentals in Federalsburg

4 bdrm, 3 bath, 2,700 sqft whole house on 1 acre

Bring the whole family to my spacious house. 3 bathrooms for everyone to get ready. 2 king beds and 2 queen beds across 4 bedrooms. Huge living room, kitchen, and dinning room. Enjoy a sun room and fenced in back yard. Fresh eggs from backyard chickens. Merry Maids regularly cleans the bathrooms and kitchen. The basement, garage, and shed are for storage, and are not part of the rental. While quiet just outside of the city, there maybe some highway noise or farm animal noise. Large driveway

Turnbridge Manor - Waterfront Historic House

A waterfront property located in the heart of downtown Denton, on Maryland's Eastern Shore, the stately historic home built in the 1860’s offers modern amenities and luxurious accommodations. Guests can take in the charm of Denton from our sunny front porch or sit in the many outdoor oases to relax and enjoy the beautiful terraced grounds overlooking the tranquil Choptank River. Located less than 60 minutes to the beach, 35 minutes to historic St. Michaels and minutes to the Harriet Tubman Byway

Welcome to the Cornfield!

Conveniently located right off highway 404 outside of Denton this spacious 3 bedroom modular home is ready to welcome you. Electric car charger, Nectar mattresses, filtered water, a dedicated fiber connection and 2 large televisions are some of the amenities to enjoy. Centrally located in Caroline County, this home is 20 minutes to Seaford or Harrington, 30 minutes to Easton and around an hour to Rehoboth Beach. Pet friendly home on a couple acres with convenient access to Martinak and Tuckahoe.

River House on the Choptank

Welcome to the River House! Stay in our renovated home on the Choptank River of MD's Eastern Shore, with your own low-tide beach and magnificent sunsets. We offer a peaceful location and thoughtful detail, creating a memorable getaway for a relaxing weekend or remote work location. Enjoy a day on the river with our paddle board or 2 kayaks, and end the day around the firepit. In cool weather, cozy up next to the fireplace. Also, visit nearby towns--St. Michaels, Easton, Oxford, and Chestertown.

Beach Highway Hobby Farm

We are a hobby farm with pygmy goats and free-range hens located along Beach Highway near Greenwood, Delaware, in the heart of the Mennonite Community (not to be confused with the Amish). We are centrally located in southern Delaware with many attractions within easy driving distance: Rehoboth Beach (35 minutes) Delaware State Fairgrounds (10 minutes) Dover Downs/Firefly (30 minutes) Ocean City, MD (50 minutes) Cape May/Lewes Ferry Terminal (30 minutes) DE Turf Sports Complex (20 minutes)

Warwick Farms waterfront Retreat

Bright, rustic, waterfront farmhouse retreat resting on over 9 acres. The water views can be enjoyed almost anywhere from this 5-bedroom, 3-bathroom home. Drift off to sleep in the Master suite overlooking the water. Enjoy rocking on the porch, relaxing by the large private pool, or mastering your skills at the endless opportunities on the water. A private pier for your crabbing, fishing, and boating pleasures awaits you. Catch dinner! There is a public boat ramp less than a mile away!

Sunset Breezes - quiet waterfront retreat

Enjoy well equipped waterfront home styled after historic lighthouses. Relax in the hammock by the water under the pines; Enjoy smores by the fire pit. Wood included. Free use of 4 kayaks, 2 paddleboards, and a 3 person canoe. Yard games include corn hole, croquet, & bocce. Dine on the deck while enjoying beautiful sunsets. Bring your cameras for local wildlife. NEW Fun & Fitness Barn: sauna, golf simulator, free weights, game space and more. Ask about access code and hours.

The 1934 Farmhouse (close to the beaches)

The 1934 Farmhouse not only has local history but plenty of space for everyone. Originally a century family farm with only few owners since being developed. It hosts 4 bedrooms, 2 1/2 baths, 2 dining rooms, large kitchen, a huge living room all sitting on 2 1/2 acres for the kids and pets to run have everything you need. Close to everything (Sports at the beach) just minutes away. The beaches Lewes, Rehoboth and Ocean City all within 30-40 minute drives. Thank you for booking.

Cozy 2 bedroom home on wooded private lane

Take it easy at this unique and tranquil getaway. Located on a quiet country lane this 2-bedroom home offers comfort and privacy on a wooded lot. Plenty of parking. Enjoy all that the Eastern Shore has to offer from this central location convenient to Easton, Dover, Chestertown, Rehoboth, Denton and Ocean City. Beautiful views from front and back porches, full kitchen, two full baths. Great getaway for 1 or 2 couples. Pets allowed with prior permission and additional deposit.

Helen's Homestead

Welcome to Helen’s Homestead, a beautifully rebuilt farmhouse in Bridgeville, Delaware. With 5 bedrooms, 3 bathrooms, and space for up to 12 guests, it’s the perfect setting for family getaways, group retreats, or intimate celebrations. Enjoy relaxing on the patio, or spend time outdoors on our new putting green, perfect for a little friendly competition. Whether you’re planning a quiet escape or hosting a small gathering, Helen’s Homestead offers warmth, space, and charm.

Water's Edge Cottage | Luxury Retreat

We are thrilled to host guests at the newly renovated Water's Edge Cottage -- a serene oasis offering what may be the best views on the Potomac. The rural charm of St. Mary’s County is among Maryland’s best kept secrets -- 90 minutes but a world away from Washington DC (with no Bay Bridge traffic!). We are near historic Leonardtown, boasting one of Maryland’s few remaining town squares (we affectionately call it “Mayberry”).

Cozy home in Seaford

Relax with your family in this quiet & peaceful home located in the heart of Seaford Located near state parks to hike, hunt, fish A short 50-minute drive to the Delaware beaches Conveniently located 5 minutes from Heritage Shores golf course and wedding venue Less than 5 miles from Vanderwende Acres and Willowbrook Weddings 5-10 minutes from Walmart, Dunkin Donuts, Starbucks, and many fast food option