Holiday rentals in Dewey Beach

Luxury Dog Friendly Condo At The Residences

Vacation in this beautiful, professionally decorated, luxury 2 bedroom, 2 bath condo at The Residences at Lighthouse Cove, located in the heart of Dewey Beach, DE, only 1 block from the beach. Workout in the exercise room or swim in the indoor pool Condo guests have exclusive use of our stunning rooftop veranda with fire pits & grills and outdoor pool in the season Enjoy this peaceful "get-away retreat, while having access to all the Dewey/Rehoboth Beach restaurants, beaches, and night life

Cutest-Quiet-bk rds-Bikes-Kayaks-Doorstep parking!

Beach Daze is a surprisingly spacious & bright “tiny house” nestled into a quiet zen-like hidden treasure of a neighborhood within the town of Rehoboth Beach, Delaware. It is walking or biking distance (on quiet, quaint streets) to so many delightful natural wonders including the beaches, the canal, the bay, and a nature preserve! Beach Daze is perfect as a couple's retreat or a family vacation! We provide PLENTY of TOYS… 2 kayaks, 2 bikes, 2 beach chairs & random array of games, toys & sporty.

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.

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 :)

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.

Cozy Home at 109 Swedes St

This home built in 2013, is a cozy and bright 3 bedroom 2 1/2 bath house. It is just 1 1/2 blocks to the beach, a walk to all of Dewey's nightlife and restaurants. Also a short drive or bike ride to Rehoboth Beach. Guests will need to bring your own sheets, towels and bath matts. Provided are 5/6 beach chairs and a beach cart. June 16 to September 15, 2025 Weekly Rental Friday to Friday

Read Ave Dewey Condo - Bay Front, Private Beach

Escape to our waterfront Dewey Beach condo with stunning bay & marina views! This family-friendly retreat comfortably sleeps 6 and features a private dock, boat slip, and kayak. Enjoy spectacular sunsets from the porch, a fully equipped kitchen, and easy access to the beach just 2 blocks away. Perfect for a memorable family getaway with modern comforts and direct water access.

New 4BR/3.5 condo on beach block Dewey

Enjoy this beach block, first floor condo only a few steps to the sand and bay views in Dewey Beach. Our fully updated family friendly condo with 4 bedrooms 3.5 baths, large kitchen with open floor plan has plenty of space for everyone. A quick walk to local shops and restaurants or spend your time with coffee or a drink outside and enjoy the sunset over the bay.

Dewey Sunset

Quaint gated condo in the heart of Dewey Beach, DE right on the Rehoboth Bay. It is only a little over a block from the ocean with its own private bay beach. Perfect to launch a kayak or paddle board. This adorable gated condo has one bedroom, one bath, and sleeps 4. Private washer and dryer.

Dawn's Beach House

Spring getaway perfect for couples! Enjoy a relaxing family getaway at this tranquil retreat. Located just steps from the ocean, you'll be close to Dewey's finest restaurants and exciting activities. This serene haven offers the perfect blend of comfort and convenience for a memorable vacation.