House holiday rentals in Somerset County

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Top-rated house rentals in Somerset County

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Guest favourite
The exterior of a three-story house is displayed, featuring a white facade with blue accents on the roof. A bay window is visible on the second level, framed by lush greenery, while a small flower bed is positioned in front. The property is surrounded by a well-maintained lawn.
Home in Deal Island Historic District
5 out of 5 average rating, 14 reviews

The Tangier Escape

Looking for a relaxing getaway, or duck hunting or fishing lodging ? This coastal themed home is located in a quiet crabbing village on Deal/Wenona Island MD The house has 2 bedrooms UPSTAIRS which has a King size bed in one room and then a Queen size bed in the other. . Downstairs, there is a sofa bed that is a queen size pullout bed. There is a fully equipped kitchen with a griddle and a large pot for cooking fresh crabs in. There is also a grill to cook up any fish caught that day.

Top guest favourite
A cozy bed is adorned with soft pillows featuring marine-themed designs, complemented by a light-colored duvet. Behind the bed, a decorative wall with muted colors showcases artful textures. Natural light filters in through nearby windows, enhancing the calming atmosphere of the space.
Home in Smith Island
4.9 out of 5 average rating, 83 reviews

Smith Island Yummy Artist Retreat

I believe in actually having an experience when travelling! Be comfortable while experiencing life thru the eyes of an artist. The house has the flavor of island life. Windows that catch breezes and airy spaces that feel welcoming. I am a resident artist also living both in MD and NJ. I have created my home without limitations! I am continually expanding and developing the spaces to be alive and fun. Ferries leave Crisfield MD at 12:30pm to come to island. Sunday ferries sept-may are iffy!

Top guest favourite
A renovated home is situated against a vibrant sunset sky, with warm colors reflecting off the exterior. Large glass doors open to the view of the surrounding water. Adirondack chairs are arranged on the deck, offering a space for relaxation outdoors.
Home in Deal Island Historic District
4.97 out of 5 average rating, 69 reviews

"Promise Point" Bay front home with dock. 3BR 2BA

Take it easy at this unique and tranquil getaway. Open floor plan home completely renovated in 2022. Surrounded by water on 3 sides with dock access and neighbors a community beach and boat ramp. Great place for fishing, crabbing, boating, jet skiing, kayaking or just relaxing by the fire pit. 3BR 2BA with florida room surrounded by large decks, full kitchen with quartz countertops, washer and dryer, sleeps 12, 1 queen BR, 1 Full BR, Triple Bunk BR, queen Sleeper, futon, and twin roll away bed.

Top guest favourite
A gas fire pit is illuminated with vibrant flames, positioned on a deck. The background features a colorful sunset over a body of water, with clouds providing texture in the sky. Silhouettes of tall grass and a distant pier are present, enhancing the natural scenery.
Home in Westover
5 out of 5 average rating, 12 reviews

Waterfront Family Retreat• Private Dock • 5 BR

Welcome to Moonacre Bay! Nestled between Teague Creek and the mouth of the Manokin River, this house offers breathtaking views from every room. Enjoy peaceful sunrises over the marsh from the front porch swing. In the evenings relax on the expansive, screened in deck to watch the sun go down over the Bay. With a fully stocked kitchen, comfortable living areas, a serene office space, and fast-paced internet, Moonacre Bay has all the comfort and amenities to make this your home away from home.

Top guest favourite
The exterior of a cottage is depicted, featuring a ramped entrance and a spacious front porch. Two adirondack chairs are positioned on the lawn, surrounded by neatly trimmed grass and colorful flower beds. Tall trees provide partial shade, enhancing the welcoming atmosphere.
Home in Smith Island
5 out of 5 average rating, 26 reviews

Discover Smith Island! (But breakfast first)

Welcome to The Ungovernable Goose! My name is Luci, but my dad called me "Goose", and I've always been a bit of a rebel. The philosophy here is simple: Do whatever brings you joy! Stay up late. Sleep in. Take naps. Eat the cake. Drink the good stuff. Speak your mind. Live fiercely. Read banned books. Go barefoot. Spark a revolution. Become ungovernable... Let us help you discover all of the history, culture and natural beauty Smith Island has to offer. Recreation Packages Available!

Guest favourite
A modern kitchen features a central island with a bright countertop and a small plant centerpiece. Stainless steel appliances line the walls, complemented by light-colored cabinetry. Natural light enters through sliding glass doors, while stylish pendant lights hang above the island.
Home in Princess Anne
4.95 out of 5 average rating, 38 reviews

Peaceful Home Away from Home

Take a break and unwind at this peaceful home...or take advantage of the convenience to outdoor Eastern Shore activities. Conveniently close to crabbing, boating and fishing, this home provides peace and quiet while steps away from the joys of country living. Whether you're in town for the Skipjack Races in Deal Island, MD or graduation at HBCU, UMES, we are close enough to "town" but yet far enough from the hustle and bustle of town living. Travel Healthcare Professionals are welcome.

Guest favourite
A cozy living area is furnished with soft gray seating, including two recliners and a spacious sofa. A wooden coffee table centers the room, complemented by a patterned rug. Light filters in through large windows, enhancing the inviting atmosphere, while wall art adds a touch of nature.
Home in Princess Anne
4.97 out of 5 average rating, 32 reviews

Countryside Home in Princess Anne

Escape to tranquility at our private home in the serene countryside. Our spacious and comfortable three-bedroom, two-bathroom home provides ample space for families, couples, and groups of friends to relax and enjoy the outdoors. Relax in the cozy living area, cook a meal in the fully equipped kitchen, or enjoy an evening around the campfire. With comfortable bedrooms and a peaceful location, it's the ideal getaway for a relaxing break. Book now and experience the beauty of rural living!

Top guest favourite
The living area is furnished with a dark leather sofa and armchair, situated around a wooden coffee table. A wall-mounted television is visible across from the seating. Light-colored curtains frame a large window, illuminating the space with natural light.
Home in Deal Island Historic District
5 out of 5 average rating, 35 reviews

Deal Island Lodge

Recently renovated 1960's farmhouse located in an authentic watermen's community. -pets allowed - with approval prior to check-in -very clean, quiet, cozy and relaxing -use of entire home -6 parking spaces -fully stocked kitchen -all linens and towels provided -screened porch with patio furniture -picnic table -3 beach cruisers -3 beach chairs Things to do: fishing boating crabbing beach swimming kayaking and canoeing paddle boarding bird watching biking wildlife

Top guest favourite
An outdoor firepit area features a circular stone patio surrounded by six blue chairs. The fire burns brightly at the center, set against a backdrop of lush green grass and wetland vegetation, with overcast skies above.
Home in Saxis
4.96 out of 5 average rating, 51 reviews

Marsh View Saxis

We love this home and we hope you will as well, offering a perfect blend of comfort and style with 3 bedrooms and 2 bathrooms, breathtaking views of the wetlands, where sightings of graceful blue herons await you. Step into the spacious living area, where natural light floods the beautiful and bright open kitchen. The large yard surrounding the house provides a serene setting, great for relaxation and outdoor activities including a fantastic firepit.

Guest favourite
The two-story farmhouse is surrounded by a spacious yard, highlighted by a prominent American flag flying in front. Large windows allow natural light, while the earthy green exterior blends with the surrounding trees. A charming white bench adds to the inviting outdoor space.
Home in Deal Island Historic District
4.93 out of 5 average rating, 42 reviews

Rusty Anchor

Escape to the Rusty Anchor, a beautifully restored 1900s farmhouse on Deal Island, MD! With 3 cozy bedrooms, it's perfect for families or friends. Just around the corner, enjoy a cozy beach, crabbing, and easy access to fishing (Redfish, Striped Bass, Flounder) and waterfowl hunting. Only a 5-minute bike ride to beaches and boat ramps. Book now and receive a link to our store to reserve add-ons or schedule special experiences for your stay!

Top guest favourite
A serene waterfront view is captured in this image, featuring a modest home surrounded by open green space. The tranquil river glistens under soft evening light, with a path leading to a private dock in the distance, enhancing the picturesque natural setting.
Home in Quantico
4.97 out of 5 average rating, 109 reviews

One of a kind waterfront home with private dock

Beautiful 2 bedroom/1 bathroom waterfront getaway, with full kitchen and bath, loaded with amenities from coffee, cookware, charcoal grill to crabbing, fishing and kayaks. At the end of the day, gather around the backyard or take a walk down the 125+ foot pier for scenic views as the sun sets on the Wicomico River. Less than a 10 minute drive to the Red Roost and Bull Lips Dock Bar or head to Green Hill Country Club for a round of golf.

Superhost
A bright dining area features a round table surrounded by wooden chairs. A colorful table runner adds a vibrant touch. Large sliding glass doors provide an unobstructed view of the water and open to an outdoor deck. A stylish chandelier hangs from the ceiling.
Home in Deal Island Historic District
4.77 out of 5 average rating, 26 reviews

Reel Relaxation-Waterfront

Reel Relaxation – A Waterfront Escape Nestled on Rock Creek in Chance, MD, Reel Relaxation offers stunning water views, a private dock, and a cozy fireplace. Unwind in the hot tub, gather by the fire pit, or enjoy fresh seafood on the screened porch. Kayak through Rock Creek. With three bedrooms, a pull-out couch, and modern amenities, this retreat sleeps up to 9. Whether fishing, grilling, or unwinding, it's the perfect escape.

Popular amenities for house rentals in Somerset County