Holiday rentals in Dagsboro

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Dagsboro

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

1 of 1 pages1 / 1

Top guest favourite

Home in Dagsboro

Quiet Coastal Getaway + EV Charger

Relax with the whole family at this peaceful place to stay. Now with an EV charger! *1700+ square feet of lounging. *15 minutes drive to the beach and Bethany boardwalk. *Separately situated master suite for a little break from the kiddos. *Quiet neighborhood perfect for quiet sunset walks and bike rides. *Backyard firepit to relive the day's adventures while roasting marshmellows. *Fully stocked kitchen for home cooked meals. *Watch the thunderstorms from the sunroom while playing board games.

4.98 out of 5 average rating, 65 reviews

Top guest favourite

A welcoming space is featured, showcasing a luxurious jacuzzi with a wooden tray holding candles and decor. Nearby, a cozy living area with a modern couch is highlighted against an artistic forest mural. An adorable Highland cow stands nearby, adding a touch of rustic charm.

Ranch in Selbyville

Sleep in a One-of-a-Kind Barn near Ocean City Mary

Welcome to the Swedish Cowboy, your ultimate escape! This unique BARNDOMINIUM home is designed to offer a memorable retreat for up to four (4) guests, with the flexibility to accommodate two (2) additional guests for a small fee. Enjoy the charming backyard where you can meet a variety of fuzzy and feathered friends or head inside and play on the arcade or relax in the jacuzzi. Perfectly situated near popular beaches and bustling boardwalks, you'll have plenty of options for fun and relaxation.

4.98 out of 5 average rating, 320 reviews

Guest favourite

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 favourite

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

Guest favourite

A welcoming living area features a spacious grey sectional sofa and a wooden coffee table. Surfboards are displayed on the wall, and natural light filters through light curtains. A beige area rug adds warmth to the hardwood floor, complemented by decorative elements such as a plant and artwork.

Home in Dagsboro

Bella Beach Hill

Come make some memories at Bella Beach Hill. Thoughtfully designed and well stocked with amenities. Perfect for families, fishing trips, golf getaways, or just plain old beach fun. Plenty of room for parking and outdoor space. Includes private master with on suite bathroom and separate entrance. Linens provided, washer, dryer. Fully stocked kitchen with cooking utensils. Private separate entrance for master bedroom with on suite. Working flower farm with honor system cart. Relax and enjoy!

5.0 out of 5 average rating, 16 reviews

Guest favourite

The exterior of the home showcases a spacious, well-manicured lawn accentuated by vibrant greenery. The structure features a mix of stone and wood siding, offering a welcoming aesthetic. A cozy porch area is visible, providing ample space for outdoor seating.

Bungalow in Ocean View

Bethany Beach Retreat - 10 Minutes to Ocean

Bring family & friends to spacious 4,500 sq. ft. beach retreat; mere 2-miles from the Bethany Beach beachfront! Features 5 bedroom, 4.5 bath, gourmet kitchen, patios & grill, rec room w/tournament-style pool table. Perfect, fun & relaxing coastal getaway! *Main Level: 3 en-suite bedrooms, including the owner’s, and Jack & Jill suites; 1/2 bath, great-room: kitchen/dining/living rm, sunroom, covered terraces *Upstairs: 2 en-suite bedrooms, and rec-room w/pool table *Onsite Parking: 5-6 cars

4.93 out of 5 average rating, 30 reviews

Top guest favourite

A screened porch features a cozy seating arrangement with white wicker chairs adorned with colorful cushions and a small table. A lantern adds a decorative touch, while an artistic crab painting is visible on the wall. The space overlooks a green area through the screen.

Home in Frankford

Tranquil Times-Pet Friendly 5 mi to Bethany Beach

Why go "Glamping" when you can vacation in this newly renovated cottage? Spend "Tranquil Times" relaxing on the screened porch by a firepit, or riding bikes down the quiet lane. Peaceful. Wi-fi and smart TVs. The outdoor shower is perfect for your return trip from the beach. The Hosts have been hosting another vacation property for over 15 years with great reviews. Conveniently located near the beaches, bays, activities, & dining. We now have window blinds in all bedrooms and Living Room.

4.91 out of 5 average rating, 138 reviews

Top guest favourite

The entrance to the Clayton House is framed by lush ivy. The white facade of the home is complemented by a wide porch with two matching wooden doors, tall white columns, and a light fixture. A stone walkway leads to the porch, bordered by well-maintained greenery.

Home in Dagsboro

The Garden at Clayton House

This newly renovated home in the heart of Dagsboro is a peaceful garden getaway. Visitors are perfectly situated to enjoy the world-class Delaware Botanic Gardens and are minutes to Millville, Ocean View and the DE & MD beaches. From Clayton house you can walk to charming antique & gift shops, a diner style restaurant, a cafe with coffee and ice cream, a toy store, a quilt shop, a barber shop and beauty parlor, a movie theater and a beautiful park. Come experience the charm of Dagsboro.

5.0 out of 5 average rating, 28 reviews

Top guest favourite

The interior of the bus features a cozy layout with wood paneling and large windows providing natural light. A comfortable seating area, equipped with pillows, is situated next to a compact kitchen with a stove and cabinets. A small dining table with two placemats is visible.

Bus in Frankford

Delightful Skoolie Near Bethany Beach

Try tiny living! Come to the Delaware beach for a unique glamping experience. The Coastal Cruiser is a 1985 Thomas School Bus turned tiny home. Spend your days exploring the Delaware Coast and come home to a rustic Skoolie with a full kitchen & outdoor area. You have access to fire pit, grill, and outdoor seating area. We’ve renovated- there is a bunk bed, and a full bathroom with toilet, shower, and sink. The bathroom is in a separate building about 20 ft from the bus.

4.95 out of 5 average rating, 193 reviews

Top guest favourite

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 favourite

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 favourite

Flat in Millsboro

Coastal Castaway

Cozy and completely remodeled, this charming two-bedroom, one-bath apartment is the perfect getaway! Comfortably sleeping four people, this home offers plenty of parking for your watercraft. Enjoy the screened porch with a table & chairs to relax. After a day at the beach just 15 miles away refresh in the convenient outdoor shower. There is a public boat ramp 2.8 miles away and the Indian River just steps away! Pack your bags and get ready to unwind!

4.96 out of 5 average rating, 27 reviews