Cottage holiday rentals in Dewey Beach

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Top-rated cottage rentals in Dewey Beach

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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
4.9 out of 5 average rating, 263 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 charming beach cottage features a welcoming front entrance with a brick pathway. Lush greenery and blooming flowers line the yard, complementing the light-colored exterior. Several windows allow natural light to brighten the interior, with distinctive architectural elements reflecting its historic character.
Cottage in Bethany Beach
4.93 out of 5 average rating, 136 reviews

Historic Bethany Beach Cottage Short Walk to Beach

Quaint, historic beach cottage only 1½ blocks from the beach and only one block from downtown Bethany Beach! 4 min WALK to EVERYTHING - beach, boardwalk, restaurants, shopping, playground, mini golf and free outdoor concerts! 5 BRs (sleeps 16), 2 full & 2 half baths. Enclosed front, side & back porches & gazebo. Outdoor dining. Outdoor shower, gas grill, bikes, beach chairs, backyard. Fully-equipped kitchen w/dishwasher. WiFi, A/C, DirecTV, laundry. Off-street parking for 4 cars.

Top guest favourite
A quaint cottage surrounded by a lush garden, featuring a variety of colorful flowers and greenery. The exterior of the cottage displays a classic design with wooden siding and a steeply pitched roof. Mature trees provide a natural backdrop against a clear sky.
Cottage in Lewes
4.97 out of 5 average rating, 285 reviews

Charming, Historic Lewes Cottage

This charming cottage is a great romantic getaway. It is cozy and an easy walk into the historic town of Lewes ~ many great restaurants are nearby. Lewes is a fascinating & historic town with so much to do: biking, canoeing, birding, beach time, museums, and more. The doors of the Cottage have low head jams and the stairs are compact. There is some noise from the nearby road ~ a white noise machine is provided. The cottage is compact, the refrigerator for the Cottage is a small one.

Guest favourite
Cottage in Rehoboth Beach
4.96 out of 5 average rating, 107 reviews

Cozy Cottage Close to Downtown Built in 2021

Up and coming West Rehoboth neighborhood. One block from Revelation Brewery and Tomato Sunshine, a few blocks from Tanger Outlets. Close to popular bars and restaurants. 25 minute walk to boardwalk and beach. Easy access to downtown and Rt 1. Next to Rehoboth-Lewes Bike Trail. New cottage is spacious and features 3 bedrooms, 3 baths, laundry, and a furnished 18 x 12 screened in porch. Also fully fenced yard with grill, shower, and parking for 4 cars. * Dogs are welcome pet fee $125.

Top guest favourite
Cottage in Rehoboth Beach
4.93 out of 5 average rating, 392 reviews

B Street Cottage

Looking for serenity and sunshine? Try this little gem from the 50's tucked away in the heart of the "Forgotten Mile"- Dewey Beach/Rehoboth's best kept secret. The beach is a quiet 10 minute walk along Lake Comegys and Silver Lake. Popular eateries, Rehoboth Ale House and Big Fish are close by. Fifer's Farm Market and Cafe and The Surf Shack are just around the corner. Perfectly situated on the beach side of Highway 1 just minutes away from Rehoboth Avenue and downtown Dewey Beach.

Guest favourite
A charming beach cottage in a vibrant blue hue is framed by a black gate and a wooden fence. Lush greenery and blooming azalea bushes add color to the entrance, leading to a pathway illuminated by natural light. A gentle slope of trees enhances the tranquil setting.
Cottage in Dewey Beach
4.91 out of 5 average rating, 109 reviews

Shady Shore Cottage in North Dewey Beach

Charming Mid-Century beach cottage located in north Dewey Beach. Relax and enjoy one of the original beach cottages built in Rehoboth by the Sea in the 1960s. Only two blocks to the ocean and a short walk to restaurants in downtown Dewey or take a trolley ride to Rehoboth Beach for more restaurants and shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 3 beach chairs and enjoy the outdoor shower when you get back from the beach.

Guest favourite
A charming beach cottage is displayed in an A-frame design, featuring a large front porch with white railings. Windows are covered by striped awnings, allowing natural light to filter in. The landscaped yard includes low shrubbery, adding to the inviting exterior.
Cottage in Bethany Beach
4.83 out of 5 average rating, 283 reviews

A-mazing Beach Cottage on Canal & Trolley Route

Welcome to our beach house! An "A"dorable cottage located on Bethany Canal, an easy walk, bike ride, or trolley to the Boardwalk and BEACH! Perfect for families (comfortably sleeps 4 adults and plus children), and small groups of friends alike! 3 bedrooms, 1 full bathroom, plus an enclosed outdoor shower. Very clean, tons of natural light, and plenty of outdoor space -- including a relaxing and bright sunroom/porch, small deck out back with a grill, and large front porch.

Top guest favourite
Cottage in Rehoboth Beach
4.95 out of 5 average rating, 199 reviews

Dog friendly *HOT TUB* Close to outlets, Sleeps 7

JoJo's Cottage is a clean and cozy pet friendly 4 bedroom 2 bath home. Featuring a 4-5 person hot tub open year round! Sleeps 7 comfortably and has ample space for your favorite fur baby to run and play with a 6 foot fenced in yard. Linens & towels provided for your relaxing stay. Centrally located in the Breezewood community between Lewes and Rehoboth Beaches, just minutes to the Outlets and dozens of amazing restaurants nearby. We hope you enjoy your stay at JoJo's Cottage!

Top guest favourite
Cottage in Milford
4.99 out of 5 average rating, 145 reviews

"Mary's Place" Sunsets, walks on the beach , bird watching & more

Welcome to Mary's Place! Wait until you see the amazing views from the roof deck, which overlooks the Prime Hook Wildlife Refuge. The Sunsets are spectacular, and it's a bird watchers dream! Mary's Place has a large screened porch and a large outdoor shower. Enjoy walks on the beach along the Delaware Bay, which is directly across the street. Bikes are available for your enjoyment. Dogfish Brewery and several restaurants are less than 10 miles away in the town of Milton.

Top guest favourite
An outdoor patio area features a small stone walkway leading to a screened door. Two red Adirondack chairs sit on the paver stone surface, accompanied by a small side table and a potted plant, all enclosed by a white fence for privacy.
Cottage in Dewey Beach
4.87 out of 5 average rating, 155 reviews

Clayton Street Guest House - Better than a hotel!

Newly renovated cottage!! Perfect efficiency apartment - one block from the beach, one block from the famous Starboard Restaurant. Private screened in front porch for drinking your morning coffee (or your afternoon Happy Hour). All the amenities of home. KEURIG coffee maker. Off street parking for your car. Full kitchen, bathroom, sitting area, all kitchen essentials for daily living. Bring sheets, towels and personal hygiene paraphernalia. Otherwise, Turn key.

Top guest favourite
A charming cottage is surrounded by lush gardens and tall trees. The structure features a dark metal roof and inviting front porch with multiple seating areas. A path lined with stones leads through the vibrant greenery, creating a serene and natural atmosphere.
Cottage in Frankford
5 out of 5 average rating, 209 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.

Top guest favourite
A charming front porch features white wicker chairs adorned with plush cushions and a round table. Flower pots add a touch of greenery, while hanging planters bloom with vibrant flowers. Lush plants and shrubbery are visible in the background, enhancing the inviting outdoor space.
Cottage in Rehoboth Beach
4.91 out of 5 average rating, 208 reviews

The Good Stuff #1 - One block from the beach!

Second block from the beach. Newly Redecorated Come and enjoy these one of a kind vintage Rehoboth Beach Cottages in a GREAT LOCATION! Perfectly nestled in a nice, quiet, family friendly neighborhood for relaxing yet close to everything. Walk and explore all Rehoboth has to offer; the beach; boardwalk; restaurants; shops; and more. Our clean, comfy, simple, beach cottages are the perfect classic Rehoboth Beach experience. Come and Enjoy!

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