Cottage holiday rentals in Dewey Beach

4.97 out of 5 average rating, 222 reviews

Thompson House, a stylish beach cottage.

Thompson house is located less than 1 mile to the beaches or 2 miles to town. Close to everything that Rehoboth has to offer-beaches, shopping, dining, trails and state parks. Park your car and bike or walk everywhere. Bike to the beaches in less than 5 minutes or have a romantic dinner at Thompson house on one of the two screened in porches. This cottage has been completely restored featuring plank walls, a Swedish mid-century modern design and has everything needed to make your stay enjoyable.

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Cottage in Dewey Beach

4.9 out of 5 average rating, 101 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 some great shopping. No parking pass needed - there's room for 4 cars in the driveway. Feel free to borrow the 4 beach chairs and enjoy the outdoor shower. A new kitchen and powder room was just put in this winter.

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Cottage in Dewey Beach

4.89 out of 5 average rating, 204 reviews

Quaint Beach Block Cottage, 100 steps to the beach

A's by the Beach, a popular all-season vacation rental, is the most charming beach cottage in the north end of Dewey Beach, nested in the quiet Carolina St. Located on the ocean block, the home is only 100 steps from the most beautiful beach of the East Coast. Situated between Rehoboth & Dewey downtowns, a short walk to either town, its restaurants, bars & shops. The home is spaciously laid out to accommodate up to 6 adults & 4 children or a maximum of 8 adults & 4 cars off street parking

4.96 out of 5 average rating, 184 reviews

Hot Tub, Fire Pit, Private Back Yard, Relaxing

Stylish, beautifully appointed, spacious home with original paintings by local artist, Laura Erickson. 4 Bedroom/2 Bathroom with brand new hot tub & very private large back yard located in Rehoboth Beach 3 miles from the downtown strip. 1 mile to grocery & liquor stores, pharmacies etc. Dewey Beach, Lewes Beach and Rehoboth Beach all within 5 miles. Driveway that can accommodate up to 5 vehicles. We go above and beyond to ensure the best experience. See our reviews on our other properties.

4.99 out of 5 average rating, 166 reviews

Cottage in Frankford

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

4.94 out of 5 average rating, 141 reviews

Coastal Cottage-4BR/3BA Home, dog-friendly

Our cozy Coastal Cottage is located in a family-friendly community, nestled perfectly in between Lewes and Rehoboth! This home is a 4 BR, 3 bath with a rainfall shower! The cottage has a built-in quad bunkhouse for the kiddos and a fully fenced in backyard for the pups. The home comes with Wifi, live tv and Netflix as well as linens, towels, a fully stocked kitchen, outdoor patio and everything you may need for a fun day at one of the 3 beaches close by (Rehoboth, Lewes and Dewey Beach)!

4.97 out of 5 average rating, 266 reviews

Cottage in Lewes

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.

4.93 out of 5 average rating, 366 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.

4.91 out of 5 average rating, 120 reviews

Cottage in Ocean View

Rosemary Cottage at Good Earth, near Bethany Beach

Welcome to "Rosemary Cottage". It is the perfect size for a small 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 2 on-site restaurants, market, theater, and ample parking. Our AIRBNB "Village" includes 2 tiny houses, a lofted apartment, and another cottage just like this "Basil Cottage". Staying at Good Earth is more than just a beach trip!

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Cottage in Bethany Beach

4.83 out of 5 average rating, 256 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.

4.87 out of 5 average rating, 146 reviews

Cottage in Dewey Beach

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.