Cottage vacation rentals in 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 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.

Dog friendly, Close to outlets, fire pit, Sleeps 6

Tucked away in a quiet neighborhood, this adorable cottage awaits your next peaceful vacation. With 3 beds/2 baths, there’s space to enjoy a relaxing stay for up to 6 guests with cozy blankets and beds as well as beautiful surrounding gardens. We are only 4 miles to the beaches, 1 mile to outlet shopping, and close to amazing restaurants. You may not even want to leave the cottage at all. Pet friendly (1 dog please). NEW FOR 2024: beautiful bathroom updates and NEW comfy mattress in the master!

Driftwood Cottage #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 beach cottages are the perfect classic Rehoboth Beach experience. During the Summer Season (June 28 to Aug 23) we host weekly Sat to Sat only.

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!

'Cottage by the bay', sleeps 8 near Rehoboth beach

This bayside getaway is a beautiful 'A' frame style cottage and is located along the Rehoboth bay with direct access to the water. The cottage is within the gated community of Angola by the Bay. About a block away from the front door is one of the three private crabbing/fishing docks, kayak launch and marina! Enjoy walking or biking along the water and trails throughout the community. The large pool is always a favorite too! Baywood greens golf is nearby also! Enjoy the beautiful sunsets!

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)!

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.

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 short walk along Lake Comegys and Silver Lake. Popular eateries, Big Fish and Arena's 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.

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.