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Holiday houses in Dagsboro

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Top-rated holiday rentals in Dagsboro

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

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Top Guest favourite
A sunlit sunroom features large windows offering views of the surrounding greenery. A telescope is positioned for observation, while a small table and seating area invite relaxation. The space is comfortably decorated with a light-colored couch and a neutral rug on the tiled floor.
Home in Dagsboro
4.98 out of 5 average rating, 56 reviews

Beachy days and starry nights-Now with 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.

Top Guest favourite
A modern kitchen area features white cabinetry complemented by granite countertops. Stainless steel appliances, including a refrigerator and oven, are visible. The open space includes a cozy seating area with a beige couch, creating a warm and inviting environment. Natural light streams in, enhancing the room's brightness.
Home in Frankford
4.96 out of 5 average rating, 123 reviews

The Red Barn Suite

Stay at our brand new barn suite located on our family farm and enjoy a peaceful and quiet country setting. Come back after the beach (just 8 miles away) and cook on the grill and relax on the private deck overlooking the bamboo and pond. Plenty of room inside with a large living room/ full kitchen, bedroom, and bathroom with a custom tile shower. Our modern and cozy barn suite is just minutes away from Bayside Resort, Restaurants, Assowoman Wildlife Refuge, and Delaware and Maryland Beaches.

Top 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
4.94 out of 5 average rating, 158 reviews

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.

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
4.91 out of 5 average rating, 267 reviews

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.

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
4.91 out of 5 average rating, 125 reviews

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.

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
5 out of 5 average rating, 21 reviews

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.

Top Guest favourite
White Adirondack chairs are positioned along a lakeside path, offering a view of calm waters surrounded by vibrant autumn foliage. The ground is covered with fallen leaves, and a large tree casts gentle shade nearby.
Condo in Rehoboth Beach
4.9 out of 5 average rating, 101 reviews

1 Bedroom 1 Bath Condo on Silver Lake

Newbold Square is tucked away in Rehoboth Beach on Silver Lake. It is a quiet, sleepy, 40 unit complex with a lakeside pool that offers sun and shade among towering trees. This condo has one bedroom and one bathroom. There is also a queen size sleeper sofa. There is a well stocked kitchen with plenty of storage space. We supply linens, bath towels, four beach towels, four beach chairs, a beach wagon, and a gas grill. No pets are permitted. Our space is allergen free.

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
4.95 out of 5 average rating, 153 reviews

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.

Top Guest favourite
The outdoor space features a rectangular saltwater pool, surrounded by a smooth stone patio. Reclining loungers and teak umbrellas provide shaded seating. Lush greenery, including trees and shrubs, creates a serene backdrop, enhancing the overall tranquility of the setting.
Home in Lewes
5 out of 5 average rating, 52 reviews

Luxurious Fine Linens/Salt Water Pool/Spa Hot Tub

Lewes Carriage House is a 5 Star, one-of-a-kind, architecturally designed luxury escape nestled on a 4-acre estate w/ resort style pool, grounds & private spa/hot tub. Perfect for private, romantic honeymoon & baby-moon escapes, anniversaries, as well as forest bathing & wellness retreats. - 5-10 minute drive to historic downtown Lewes, boutique shopping and Cape Henlopen State Park beaches. - Lush perennial gardens, an old-growth forest, native wetlands & 1-acre pond.

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
5 out of 5 average rating, 233 reviews

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.

Guest favourite
The front exterior of the cottage features a light yellow façade with a large window showcasing decorative items. A black picnic table is set against a stamped concrete pad, surrounded by low landscaping. Off-street parking is available just beyond the stone wall.
Home in Dagsboro
5 out of 5 average rating, 30 reviews

Sunset Cottage,

Relax with the whole family at this peaceful remodeled cottage located by Vines Creek Marina on Indian River Bay. The community beach is great for paddle boarding and Kayaking on the bay. Launch your boat for a day of fishing, crabbing or hanging out on the sand bar. A short drive to Bethany Beach. Dewey Beach, DE or Ocean City, MD Minutes to Holts Landing State Park. Many things to do and see in the area. Plan day trip to Assateague National Park.

Top Guest favourite
A bright orange door with multiple glass panels is set within a beige horizontally-paneled exterior. A sheer curtain is visible behind the glass. Decorative planters and a colorful outdoor rug featuring floral patterns are positioned at the base of the door.
Apartment in Frankford
5 out of 5 average rating, 117 reviews

Farm View Suite

You are invited to come relax and enjoy our Cozy Farm View Sweet 🧡 Suite . We are located in a Country setting surrounded by Farms. But conveniently near beaches such as:: 10 min to Bethany Beach , 25 min. To Rehobeth Beach & Outlets , and 15 min to Fenwick Island and North Ocean City Md. All having Plenty choices of restaurants and entertainment up and down the coast of Rt1. You will have access to the apartment with a key lockbox .

Popular amenities for Dagsboro holiday rentals

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Dagsboro