Cottage holiday rentals in Dewey Beach

Cozy Beach Getaway in the Lovely Ocean Pines North

Welcome to our Cozy Beach Getaway!! ☀️🌊👙⛱️🐚🏖️🌞🌅⛅️ This beautiful and peaceful home is located in Ocean Pines North. 3 bedrooms, 2 bathrooms. Peaceful front porch and back deck. 🏡🏝️ Whether you’re looking for a summer family vacation, girls weekend getaway, or just a break from reality, this is the perfect place! Washer/dryer 🧺, two smart TV’s 📺, driveway fits 4 cars comfortably 🚗. Enjoy the hustling city of Ocean City during the day and stay in the tranquility and peaceful Ocean Pines at night! 🏖️💞☀️

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.

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.

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.

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!

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.

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.

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.

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.

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.

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!

Private Cottage * 1 bedroom+loft * Rehoboth Beach

Welcome to Salt Box Cottage! I am thrilled to share my dream vacation home with you! You will be a short distance away from all that Rehoboth, Dewey and Lowes Beaches have to offer. You will have access to 2 bicycles and beach chairs during your stay. When you are not out and about you will have access to the entire cottage, which is well appointed with a full kitchen, towels, linens, laundry room across the way and 2 free parking spots.