House vacation rentals in Somerset County

Find and book unique houses on Airbnb

Top-rated house rentals in Somerset County

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

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Top guest favorite

Home in Deal Island Historic District

4.97 out of 5 average rating, 59 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.

Guest favorite

Home in Crisfield

4.99 out of 5 average rating, 86 reviews

Marshall’s Retreat Chesapeake small town getaway

Modern 3 bedroom home centrally located in the heart of Crisfield, Md. Off & on street parking. Minutes from our towns new bike trail, boat & Kayak launch, park play ground,Wellington Beach, shopping, Ferry’s to The Islands, fishing piers, restaurants, Crab & Cruise (within walking distance), beautiful views. about an hour drive to Ocean City, Assateague or Chincoteague. Or stay in & relax watch Cable tv, Wifi. Please be sure to research the area online to make sure it’s right for your needs.

Superhost

Home in Princess Anne

4.83 out of 5 average rating, 24 reviews

Ye Ole Pirate House

Legend has it that this whole unique area was once inhabited by pirates! Surrounded by nature, not to mention the starry sky at night, this house is the embodiment of the life and spirit of all that have been fortunate enough to experience the tranquility and beauty this area offers. Our home here is spacious and quiet! Surrounded by nature, trees, nearby beach to enjoy sunsets and best of all the simple songs of the birds. Bring your fishing pole, boat ,kayak , yoga or meditation mat!

Guest favorite

Home in Crisfield

4.96 out of 5 average rating, 50 reviews

Catch of the Bay

Welcome to the completely remodeled catch of the bay cottage! You will enjoy calling this beachy yet rustic location with a farmhouse theme your home during your stay. The home offers three bedrooms and one bathroom - one king bed, one queen bed, and a set of bunkbeds. There’s also a pull out couch if that more so meet your needs. The home offers a remodeled and fully stocked kitchen, laundry area/mudroom on the inside, as well as a spacious backyard, fire pit in front and rear porches.

Guest favorite

Home in Smith Island

4.96 out of 5 average rating, 53 reviews

Island Time (whole house rental)

3 story home with 2 wrap around porches. One first floor room and three second floor rooms-including a master suite. The third floor is a loft with sleeping for 5 and a full bath. Breathtaking views of sunrises and sunsets. Life on the island is laid back. Visit us to get away from the fast pace life. We offer complimentary bikes, kayaks, fishing poles, crab nets, porch swings, hammock, hot tub, etc. Golf Carts available for rent. Breakfast and STEAMED CRABS are available for a charge.

Guest favorite

Home in Deal Island Historic District

4.93 out of 5 average rating, 29 reviews

House of the Setting Sun/Deal Island Bayfront Home

Soak up the quiet beauty of Tangier Sound at this bayfront getaway with stunning sunset views among the pines. Enjoy crabbing, fishing, and swimming off the dock. Dive into nature photography, birdwatching, hunting, kayaking in the wetlands, and more. There's a small local beach less than 5 minutes away. It's far enough away to unplug, but less than an hour to Ocean City, Chincoteague, and Assateague. And there's plenty to enjoy onsite, including sunsets 9 months out of the year!

Top guest favorite

Home in Fishing Creek

5 out of 5 average rating, 14 reviews

Hoopers Island Victorian with 360 Water Views

Chesapeake Bay sunsets & Honga River sunrises. Watermen heading out at dawn for a day's work. Ospreys, herons & egrets hunting for their dinner. A short walk to get crabs harvested just that morning. Everything that makes the Eastern Shore unique—the Bay, windswept marshes, seafood, its deeply-rooted history—in a magical place where time slows down so you can catch up. The ideal spot for nature lovers & those seeking peace, quiet & time to bond with the people they love.

Top guest favorite

Home in Crisfield

4.96 out of 5 average rating, 282 reviews

Cozy Home near Waterfront in Crisfield, MD

Our home is close to great views, restaurants and shopping, the beach and family-friendly activities. You’ll love the sunsets over the water and viewing working boats in the harbor. Great for couples, solo adventurers, business travelers, and families (with kids). Beach is walking distance and the boat launch is 1/2 mile away. New library, playground, fishing, crabbing and gorgeous sunsets are all close by. Owners live only 15 minutes away for anything you may need.

Superhost

Home in Saxis

4.86 out of 5 average rating, 138 reviews

ISLAND BREEZE Near Chincoteague Island

Waterman’s fishing village Surrounded by water on three sides & Virginia Wildlife Refuge on fourth side. Walking distance to beach (located on Dennis Lane) Kayaking & Canoeing Wildlife Fishing Pier Boat Ramp Marina Public Pavilion Ice Cream Shop 1-Restaurant (Capt E’s Hurricane Grill & Tiki Bar) Museum Multiple Seafood Shanty’s (Steamed Crabs Available during season)

Superhost

Home in Westover

4.95 out of 5 average rating, 75 reviews

Beachfront Chesapeake Bay Retreat

Welcome to our peaceful sanctuary on the Manokin River. Whether you're looking for a place to unplug and focus on connecting with family and friends, have some time to yourself or need a change of scenery for telework, Manokin House is the ideal retreat. The waterfront location allows you to truly enjoy the natural beauty of the Eastern Shore.

Superhost

Home in Westover

4.94 out of 5 average rating, 32 reviews

Private beach with comfort

Relax with the whole family at this peaceful place to stay. Fantastic waterfront home.Your own very private location with your own sand beach. Perfect for family get away with water activities, swim,fish,Kayak etc.This home has a Handicap ramp and a Walk in shower with small curb for anyone who needs.

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What guests are saying

Blue Anchor Cottage at Smith Island

4.25 out of 5 average rating, 4 reviews19 months ago

We had 4 adults and one young kid staying there, and the space felt very comfortable for all of us. We each had our own space to retreat to, and the communal spaces accommodated all of us comfortably. The kitchen was very well-stocked, the views were beautiful, and the beds were very comfortable. Highly recommend.

Home in Smith Island

What guests are saying

Railroad Bank - Country Charm Near Chincoteague

4.96 out of 5 average rating, 46 reviews7 months ago

Another excellent stay. Location is convenient to Chincoteague and the beaches but not on the is l ad with the crowds. The space was very clean and comfortable, and also very unique. Kitchen is fully stocked and the on premises washer and dryer are a huge plus. Eve is one of the best and most responsive hosts I've ever had on Air BnB. Definitely will be back again!

Home in Oak Hall

What guests are saying

Beautiful Bayfront with Sanctuary Private Beach

4.77 out of 5 average rating, 39 reviews8 months ago

This home was the ideal setting for our bachelorette getaway. We thoroughly enjoyed the serene waterfront, and having access to the kayaks added a unique touch to our stay. The living room, with its expansive and open layout, was perfect for gathering and enjoying board games together. Thank you for the warm hospitality and for sharing your beautiful home with us!

Home in Saxis

What guests are saying

Historic Country Manor

4.57 out of 5 average rating, 7 reviews8 months ago

We visit Bivalve/Nanticoke yearly to visit family. This is the first year we had the pleasure of staying at Bryce's airbnb. I highly recommend! She is very communicative, flexible, and support helpful! The home has historic charm with all the updated necessities. Needs are comfy, surroundings beautiful, would absolutely stay here again!

Home in Nanticoke