Holiday rentals in Dewey Beach

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

In town Rehoboth, with Rise Up and the boardwalk just a quick walk away, you'll love this home with a POOL AND HOT TUB (April-Oct). There's a ton of natural light, plus comfy queen and king beds, nice new linens, and more. Please note there is a security camera on the pool and in the pool equipment area for your safety. Dogs are allowed for a $75 fee per stay for first pet, $25 per additional (additional pet fee after the first will be billed after your reservation is complete). Maximum 3 dogs.

Dewey Beach Ocean Block 3 BR 2 BA Free Parking

Unique Dewey Beach, DE Local Colliers Building saved from being taken down and turned into an extraordinary Ocean Block Beach Cottage. Indulge in the Ocean, Restaurants, Water Activities, and the Night Life of Dewey Beach, Delaware. Always a memorable visit when you stay in this town and our comfortable ocean block beach home. You will be steps to the Beach in this cozy, clean 3 BD Sleeper Queen Sofa and 2 BA, Private parking, Extra Secure Storage. Come escape to a little piece of paradise.

Sweet getaway - beach block, steps from the beach!

Steps to beautiful, uncrowded beach in Rehoboth-by-the-Sea! Experience tiny house living in our quiet, sweet, light-filled beach getaway with king-sized bed. We provide sheets, towels! Easy check-in+out - no chore list! Dog-friendly! Free parking. Full kitchen, fast WiFi, Roku tv, outdoor dining space, outdoor shower, grill, fire pit - quiet beach block in Dewey, a short walk to the Rehoboth boardwalk. New windows, new HVAC! Great, beachy location for a wonderful, relaxing getaway!

Stunning views from Beautiful 2 BR Condo

From the minute you walk into this attractive, nicely decorated, spacious, 2BR, 2BA condo located in the fabulous Residences of Light House Cove, you'll feel ready to relax! This unit's large open floor plan, allows plenty of space to spread out, including a well-equipped kitchen, and cozy sleeping areas. Wait until you see the captivating sunrise from the private balcony, enjoy the use of indoor/outdoor pools. You'll be steps away from the beach, restaurants, nightspots, and Dewey Beach fun!

Newly Updated OCEAN BLOCK 2 bed condo

Get ready for a fantastic stay at this adorable beach condo- steps from the beach in fabulous Dewey Beach. This 2 bedroom, 1 bath condo is on a quiet street in Dewey, but close enough to walk to all the action you need for a great getaway. Enjoy your morning coffee on the large screened porch, walk to the beach for the day, enjoy the sunset at the Rusty Rudder across the street or walk around the corner for dinner at Nalu. Everything you need for a great vacation is right at your fingertips!

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 :)

Hot tub, Tiki Bar, Fire-pit, Sleeps 12, Location!

Feel right at home in this charming updated house that sits nestled in the waterfront neighborhood of Bay Vista. On a quiet street, this cozy, comfortable house has been refreshed with new linens, local art and elegant furniture. Close to downtown Rehoboth and Dewey Beach’s many restaurants, shops and the famous Rehoboth boardwalk. The perfect place for gathering with friends and family. There is plenty of room to spread out, relax and enjoy all of the attractions the area has to offer.

Dewey Beach Condo 2BR+sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

Center of Dewey Bottle & Cork Street-Sleeps 12

One Block to Beach- 3 king beds 3-bedroom, 3-bath, sleeps 12 with bunk bed, pull out sofa and 2 trundles .Walk to everything-Sunset/Bay Views- Centrally located in the heart of Dewey. Jolly Trolly stop one block away. Laundry room on 2nd floor open-concept layout providing the ideal setting for entertaining. The kitchen is fully equipped with modern appliances and plenty of counter space. This beach house is the perfect place to create lastng memories with family and friends.

Treetops beach getaway walkable to beach/boardwalk

East of Route 1, equidistant to both Rehoboth & Dewey beaches, about 1/2 mile easy bike/walk. Brand new for 2021, this fully equipped guest suite offers a private entrance, bedroom with a king bed on an adjustable frame, full bath, laundry, and a kitchenette. There is NO STOVE in this unit but we have provided a microwave and toaster oven for easy beach meal prep. There is also a gas grill for barbecuing. Please note that this unit is strictly limited to 2 mature adults.

On the Bay, Private Beach-Boat Slip

Enjoy your own piece of paradise! Walk out the door 10 steps to the water! Modern condo located on the bay with great views, a patio, a grill, a private beach, boat slip, and 2 blocks to the ocean. Perfect for couples and small families! This is a well-appointed 500 sqft open concept condo with 1 bedroom, office & 1 bath. We take great pride in our condo and keep everything updated. Refresh and update Fall 2025 with new living room and bedroom furniture.

Coastal | Private Balcony | 1 BR | Sleeps 4

Welcome to your relaxing coastal retreat just minutes from Dewey Beach. This stylish 1-bedroom getaway comfortably sleeps up to four guests and offers the perfect base for a beach escape. Whether you're planning sunny beach days, evening strolls along the shore, or exploring the nearby restaurants and attractions, this inviting space provides everything you need for a comfortable and memorable stay.