Holiday rentals in Millsboro

Family fun home with pool, close to beach

"Our charming 3-bedroom home offers a cozy retreat for families seeking a relaxing beach getaway. Enjoy the bright, sun-drenched living rooms, perfect for gathering around the fireplace on cooler evenings. fully-equipped kitchen and a spacious dining area. Step out to the private patio with a BBQ, while soaking in the tranquil backyard by the pool. Just a short drive to the sandy beach, local shops, and restaurants, making this the perfect base for exploring the coastal charm of Rehoboth Beach."

Charming Bay cottage

Many perks to this stay at the bay! FREE gym membership to local fitness center included and extra space to park your boat & trailer! Nice large deck for outside dining and spacious outdoor yard for games! Inside this beautiful retreat you will find a chef approved tiny kitchen equipped with all the essentials from Williams Sonoma. The place is new and decorated with all the comforts of home with a coastal vibe. There are three bedrooms all with Luxe hotel brand mattresses for your comfort!

Coastal Castaway

Cozy and completely remodeled, this charming two-bedroom, one-bath apartment is the perfect beach getaway! Comfortably sleeping up to six with a pull-out couch in the living room, this home offers plenty of parking for your watercraft. Enjoy the screened porch with a table & chairs to relax. After a day at the beach just 15 miles away refresh in the convenient outdoor shower. With a public boat ramp 2.8 miles away and the Indian River just steps away! Pack your bags and get ready to unwind!

A Spacious Home For Families To Create Memories

Welcome to your perfect getaway at this stunning ranch house, minutes from Rehoboth, Dewey, and Bethany Beaches. Just a 5-minute walk to Indian River Bay, enjoy serene water views and a peaceful retreat in Warwick Park. Ideal for families, the house features upgraded bathrooms, an outdoor shower, a modern kitchen island, and a brand-new refrigerator. Experience privacy and relaxation while being close to exciting water activities and beach fun. Book now for an unforgettable vacation!

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

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.

Peninsula Golf & Country Club 2Bd/2bth Windswept

Come enjoy and relax at The Peninsula - a beautiful and upscale gated country club and golf course community! The East Coast's most award-winning resort community is located on the Indian River Bay close to Rehoboth and Lewes beaches. This perfect blend of sophisticated yet comfortable resort living awaits you! Vacation at The Peninsula in this deluxe two-bedroom, two-bathroom condominium. Enjoy your morning coffee on the screened porch while watching the sun rise.

Mi Casa Su Casa

Enjoy this beautiful family home with family and friends located in the small quiet "Town of Frankford". The location of the house is very central to many places, such as beaches, state parks, restaurants, local farms, cafes, etc. Nearby towns and beaches such as Bethany Beach (18 minute drive), The Indian River Inlet (20 Minute drive), Dewey Beach, Rehoboth Beach, Fenwick Island, Ocean City (25 minute drive) and more... Nearest airport SBY - 35 minute drive.

Boaters And Fisherman Paradise at Massey's Landing

Bring your boat to a Cozy, Retro, Rustic getaway. Situated between the Indian river bay and the Rehoboth Bay. .5 miles from Massey's Landing public boat launch and fishing pier. 17 miles from Rehoboth Beach, with traffic it could take you 45 mins to get to the beach, without traffic about 25 min. The house has 2 bedrooms, and a living room which is open to the kitchen. There is also a large screened-in porch attached. Plenty of room to park your boat.

Casa del Rio, a River House in Millsboro

Come stay in our lovely home in Millsboro by Indian River, with easy access to the Delaware beaches (under 20 miles) of Bethany, Rehoboth and Lewes, as well as the Maryland beaches (under 30 miles) of Ocean City and Assateague Island, where you can see wild ponies! Want to explore the area beyond the beaches? We're just two blocks from Cupola Park, where you can launch your fishing boat, kayak or canoe. Many restaurants and stores close by.

🧜🏼‍♀️Mermaid Inn- Entire home w/ large outdoor spaces!

Spacious modern home with a coastal vibe-offering a large living room and plentiful dining areas. Upstairs you'll find a large owner’s suite with a king size bed and ensuite bathroom. Two additional bedrooms upstairs, one with a king bed, the other with two full sized beds. Also upstairs is a loft with desk and chair. Outside is a brand new patio space and large backyard. Community has a BRAND NEW playground, pier, and pavilion.

The Coastal Getaway on Wil King

Enjoy a peaceful getaway at this newly updated 3-bedroom, 2.5-bath coastal retreat! Features an open-concept living space, 3 spacious bedrooms, and a large yard—perfect for the whole family! Just a short drive to restaurants, shops, and entertainment along Route 1, including downtown Lewes and Rehoboth Beach. Ideal for a relaxing stay with plenty of room for everyone!