Vacation rentals in Gumboro

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Top-rated vacation rentals in Gumboro

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

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Top guest favorite

The exterior of the home is showcased with a well-maintained lawn, framed by flowering shrubs. A welcoming front porch is visible, featuring two wooden benches. The entrance is highlighted by a maroon door, accompanied by classic shutters on the windows.

Home in Parsonsburg

Charming Home in a Neighborhood

Our home is well loved and is a great place to spend some quality family time. It is close to the Salisbury Airport (SBY), Salisbury University (SU), Perdue Stadium (Delmarva Shorebirds) and short drives to University of Maryland Eastern Shore (UMES), the beaches in Ocean City MD, Asseteauge Island, Md and some Delaware beaches too. Winterplace Equestrian Park is within 4 miles and Pemberton Historical Park is just across town. Price includes parking in the attached oversized 2 car garage.

4.99 out of 5 average rating, 182 reviews

Guest favorite

A living room features light blue seating arranged around a coffee table, complemented by a decorative cabinet and a large television. Natural light filters through the window, enhancing the tranquility of the space, which is accented by a ceiling fan and wall art above the entrance.

Home in Selbyville

Central Haven with Great Fenced Yard

You will be close to everything when you stay in this centrally-located home. The rear deck and grill are great for enjoying time outside. There's a fenced rear yard, making this home a perfect choice for man's best friend. We welcome dogs of any breed, size, and weight. We do offer size-specific pet amenities, so please share a photo of your dog when booking, or provide a basic description so we can set out appropriate amenities. For those traveling with cats, please inquire before booking.

4.93 out of 5 average rating, 175 reviews

Top guest favorite

The exterior of a charming cottage is surrounded by green grass and trees. The wooden shingle siding complements the white trim around the windows and doors. A pathway leads to the entrance, and an American flag is displayed on the front porch, hinting at a welcoming atmosphere.

Cottage in Ocean View

Basil Cottage at Good Earth, near Bethany Beach

Welcome to the "Basil Cottage" at Good Earth. The cottage is the perfect size for a family, with 2 bedrooms (1 queen bed, and 2 single beds) a kitchen, and a living area. You'll be staying on our 10-acre property, 4.7 miles from Bethany Beach. Convenient amenities include an on-site restaurant, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, two cottages, a "glamper", and 4 tent sites. Staying at Good Earth is more than just a beach trip.

4.92 out of 5 average rating, 298 reviews

Top guest favorite

Farm stay in Laurel

The Punny Farm

This charming alpaca farm offers families a chance to slow down, breathe fresh country air, and spend time with gentle, curious animals that kids and adults instantly fall in love with. Just a half a mile from Trap Pond State Park means adventure is always within reach. Guests can hop over for kayaking, hiking, bird‑watching, or picnicking among the towering cypress trees. Delaware’s beloved beaches are an easy drive away. Spend the morning with alpacas, the afternoon in the sun and surf.

5.0 out of 5 average rating, 21 reviews

Guest favorite

Home in Georgetown

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.

4.81 out of 5 average rating, 221 reviews

Top guest favorite

A charming cottage facade is framed by white columns and features a gabled roof. Two black rocking chairs, adorned with pillows, sit on a brick porch surrounded by colorful potted flowers. Lush greenery enhances the inviting atmosphere.

Cottage in Frankford

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

5.0 out of 5 average rating, 258 reviews

Top guest favorite

A barn-style exterior of the condo is showcased, featuring a metal roof and three large garage doors at ground level. The second floor includes a deck with an entrance door. Expansive green space surrounds the property, with trees visible in the background under a clear blue sky.

Home in Berlin

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

Come stay in our 2nd Floor Condo on our private 5-Acre Property! Enjoy the Barn-Like look from the outside, but inside, find a modern & spacious condo with a fully-equipped kitchen. Located in Berlin, Maryland, you are minutes to Historic Berlin and only 15 minutes to all the fun that Ocean City, Maryland has to offer! Have your morning coffee on the deck and soak in the scenic views or pitch a tent, light up the fire pit, let the kids run wild! We'll see you soon!

4.96 out of 5 average rating, 122 reviews

Top guest favorite

Home in Frankford

Mi Casa Su Casa

Enjoy this beautiful family home with family and friends located in the small quiet "Town of Frankford". The location of the house is very central to many places, such as beaches, state parks, restaurants, local farms, cafes, etc. Nearby towns and beaches such as Bethany Beach (18 minute drive), The Indian River Inlet (20 Minute drive), Dewey Beach, Rehoboth Beach, Fenwick Island, Ocean City (25 minute drive) and more... Nearest airport SBY - 35 minute drive.

4.96 out of 5 average rating, 24 reviews

Top guest favorite

A quaint house exterior features a gravel pathway leading to a covered porch. A wooden fence encloses a landscaped area with bushes and flowers. Two chairs are positioned on the porch, and a grill can be seen nearby, providing opportunities for outdoor relaxation.

Home in Parsonsburg

Forest Grove Retreat

Quaint two bedroom house situated on a large country lot, fire pit, car port. Centrally located between Salisbury and the Beaches... Ocean City and Assateague Island. Distance to Ocean City and Assateague is about 20-30 minutes. The scenic route to Assateague will take you through Berlin, MD. A beautiful town with lots of restaurants and shopping. The second bedroom is off of the main bedroom, has privacy. We have WiFi! Pets are not allowed

4.88 out of 5 average rating, 198 reviews

Top guest favorite

A wooden dock extends over calm water, surrounded by tall trees. A pair of Adirondack chairs provide a peaceful spot to enjoy morning sunlight filtering through leaves, creating a serene atmosphere perfect for relaxation.

Home in Newark

Secluded Waterfront - Beach 15mi, Kayaks, Firepit

Casa Blue Heron is a 2,254 ft² (209 m²) custom waterfront home with a private dock, firepit, and water views throughout - nestled on a tidal inlet connected to Chincoteague Bay - and near Assateague, Berlin, Ocean City, Snow Hill, and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature… Wish I had booked an extra day!" Add us to your wish list by clicking the ❤️ in the upper-right corner.

5.0 out of 5 average rating, 126 reviews

Top guest favorite

A large, two-story house with dark siding stands prominently on a spacious lawn. The front features a welcoming porch with white accents and large windows. A paved driveway leads up to the house, surrounded by green grass and open space under a partly cloudy sky.

Home in Salisbury

The Big Gray House

Bring the whole family to reconnect in this beautiful updated house. Six bedrooms, a nursery with crib & full size bed. Sitting room with a queen size sleeper. One bedroom is downstairs. Large eat in kitchen that backs up to a family room. Game room the kids will love. Full size laundry room. Huge deck with a ramp that faces a large yard for outdoor games and kids to run around. Fire pit, Gas grill, Lots of paved parking.

5.0 out of 5 average rating, 53 reviews

Superhost

A well-appointed bedroom features a wooden bed with soft green linens and decorative pillows. A bedside table with drawers holds a vintage clock and a decorative object. A woven light fixture hangs above, and natural light filters through the window covered by blinds.

Home in Salisbury

Stella

Welcome to Stella! She has been lovingly restored by our family and carefully designed by our son who owns JoonMoon Design with his beautiful wife. We are a family who loves to travel and discover places of rest. Stella was designed with that in mind. She is approachable, comfortable and invites you to kick off your shoes and relax. She is walking distance to Salisbury University and close to many restaurants and stores.

4.9 out of 5 average rating, 145 reviews