Cottage holiday rentals in Lewes

SandyPaws Cottage at Big Stone Beach on the DE bay

This is a newer cottage on the Delaware Bay near Milford, DE, only 25 minutes to Rehoboth Beach and the Atlantic Ocean. Sleeps 4, 2 bdr, 1 bath, a double and a queen bed. Large sunny great room with tv and DISH satellite. There is over 500 sq feet of deck space overlooking the bay and the freshwater marsh managed by the Nature Conservancy. Watch sunrise over the bay and sunset over the beautiful marsh filled with many species of birds. Dogs must be walked on a leash and do-do picked up!

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.

Sunshine Cottage ~ Pet Friendly & Great Location!

The Sunshine Cottage is perfect for couples, small families, & you can even bring along your furry friend. This one bedroom, one bathroom home, is bright, cheery, cozy, & just the right amount of quirky to make it a rare find. Enjoy the screened-in porch, on a warm summer’s night. Located in West Cape May, less than a mile from the beach & center of town, this home is in a fantastic & special area. **Bookings between 6/28/25 to 8/16/25 are only Sat-Sat.** **LINENS AND TOWELS ARE NOT PROVIDED

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!

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.

Octopus Cottage: Hot Tub | Kayaks | Fire Pit

This lovingly restored cottage, located on beachfront property, is the vacation home of your dreams! Spend your days on a kayaking adventure or fishing right off the beach. Watch the stunning sunsets steps from your back door, then stargaze from your sumptuous hot tub or make memories around a crackling bonfire. From the spa-like bathroom complete with rain head to the cinematic 50” 4K TV, you can indulge in every amenity when you come home to rest after each incredible day.

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.

Whale Watching Cottage By The Creek

This is a cottage located at a Whale Watching company walking distance to restaurants, bars, and a bike ride to town and the beach. Complimentary whale watching included in your stay! Towels, chairs, and 2 beach cruiser bikes included. Mayers Tavern, Lucky Bones BackWater Grille, the famous Lobster House and the most beautiful Sunset view in cape May are right at your door step.