Beach house vacation rentals in Dewey Beach

Find and book unique beach houses on Airbnb

Top-rated beach house rentals in Dewey Beach

Guests agree: these beach houses are highly rated for location, cleanliness, and more.

%{current} / %{total}1 / 1

Guest favorite

Home in Ocean City

4.87 out of 5 average rating, 23 reviews

2 BR Ocean Front Condo w/Pool, Expansive Views

Your family will be close to everything when you stay at this beautiful condo located right on the beach with expansive balcony views of both ocean and bay. With the best amenities around, this year-round rental is equipped with an enormous indoor pool, basketball and tennis courts, shuffleboard, saunas, gym, library, sun deck, & game room with arcades, claw machines, billiards, and air hockey tables. This 2-bedroom unit comfortably sleeps 6 which makes it ideal for families or couples alike.

Guest favorite

A spacious outdoor deck features cozy seating arrangements and a coffee table, with ocean views visible beyond. Relaxing chairs are positioned around, while the sparkling coastline and beach access paths are displayed in the background.

Home in Ocean City

4.87 out of 5 average rating, 15 reviews

NEW!OceanView-Pool-Sundeck-Bike-Theater-Game Room

Welcome to Your Elegant Oceanview Escape Home Experience the perfect blend of upscale comfort and family-friendly amenities in this spacious 5-bedroom retreat designed to host unforgettable getaways. Overlooking the sparkling coastline, steps from the beach, this home sleeps 16+ and offers everything you need to relax, recharge, and reconnect. Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck (Pool closes Sept 29th 2025) • Arcade/game room • Outdoor movie deck!

Superhost

An aerial view captures the serene coastline, with a spacious stretch of sandy beach lining the water's edge. The surrounding area features a mix of homes and vegetation, highlighting the peaceful neighborhood atmosphere and proximity to the beach.

Home in Milton

4.89 out of 5 average rating, 63 reviews

Pets Friendly Waterfront Large backyard with grill

Relax with the whole family or friends at this peaceful cottage. You will enjoy: proximity of the beach (waterfront - 2nd line from the beach, 345 feet to the high tide line, direct path to the beach), large backyard with campfire. Lower and upper levels decks. The large property lot also provides good level of privacy due to preserved vegetation. Porch is now screened - Jan 2025. This property underwent complete renovation in 2023/2024. You will enjoy clean looks and all modern amenities.

Top guest favorite

A spacious living room features a comfortable dark sofa, two brown chairs, and a cozy fireplace. Natural light enters through large windows adorned with light blue drapes. A ceiling fan and recessed lighting contribute to a bright and airy atmosphere, complemented by modern decor.

Home in Ocean Pines

4.99 out of 5 average rating, 107 reviews

Updated 3 Bedroom 2 Bathroom Home - Ocean Pines

Beautifully updated and recently renovated, rancher on a great street in Ocean Pines perfect for families and adults looking for a relaxing stay. We offer 3 bedrooms and 2 bathrooms on one level, with new large flat screen TV's, stainless appliances, and everything you'll need for your stay. We have a large driveway and a screened patio. Ocean Pines boasts over a dozen parks and walking trails, a public Yacht Club, 5 pools, 2 marinas, and a championship golf course - 10 min to the beach!

Guest favorite

A serene ocean view stretches across the horizon, reflecting the sunlight on the calm water. Sandy beach lines the shore, complemented by natural dunes and sparse vegetation. The image captures the inviting atmosphere from a balcony railing, promoting relaxation and a connection with the surrounding environment.

Home in Ocean City

4.74 out of 5 average rating, 43 reviews

“The Pelican’s Perch”

Spacious one bedroom condo with a great ocean view. Best ocean view in the building! Nice balcony to enjoy coffee & watch the waves & pelicans fly by. The building has an indoor pool and family game room. Large outdoor lounge area with picnic tables & view. Walking distance to north side park, great restaurants and entertainment. Beach is obviously right there to enjoy and parking is on location in private lot under cover. Dogs are permitted but only from Oct 1 thru April, off season

Guest favorite

Home in Ocean City

4.96 out of 5 average rating, 70 reviews

Boardwalk Oasis Incredible Views, Pets Grill Bikes

Book 2 nights, get 1 night FREE stays thru March 10. inquire before booking 24/7 SUPPORT LINEN & TOWELS PROVIDED This 3 bed/2 bath BOARDWALK & OCEANFRONT cottage is your perfect beach escape in Ocean City! Just steps from the sand, this property has all the essentials with some exciting extras to boost! Kayak, grill and house bikes all included! Relax in comfort after a day of seaside fun. Whether you're strolling the boardwalk or enjoying ocean views, this cottage has it all!

Guest favorite

The expansive view showcases the sandy beach stretching along the Atlantic Ocean, gently reflecting the clouds above. Features include a shared pool bordered by lounge chairs and landscaped areas. The setting sun casts warm hues over the water, enhancing the serene coastal atmosphere.

Home in Ocean City

4.79 out of 5 average rating, 14 reviews

Oceanfront | Beachfront | Elevator | eFireplace

Escape to a premier oceanfront studio with direct beach access! This unique building creates an experience reminiscent of being in a cruise ship stateroom. Perched on the 9th floor this unit offers endless views of the Atlantic ocean and sandy shores as far as you can see. Step outside and enjoy a multitude of beach activities: 🏊‍♂️ swimming 📚reading 🏄‍♂️surfing or paddle boarding 🏖️sunbathing 🪁 kite flying 🏐volleyball 🌊or simply relaxing to the sound of the waves

Guest favorite

A welcoming living area is featured, complete with a comfortable sofa adorned with blue throw pillows. Light wood beams enhance the ceiling, while a decorative surfboard adds a coastal touch. A dining table with wooden chairs complements the open kitchen space in the background.

Home in Ocean City

4.94 out of 5 average rating, 36 reviews

The Blue Crush - 3BR Beachfront Family Retreat

Experience the magic of coastal living at 'The Blue Crush'. It's COMPLETELY REMODELED including 3 bedrooms and a deck to watch the sunrise over the ocean and sunset over the bay. If your family is looking for more space. Our sister beach house, Orange Crush is located next door, has 5 bedrooms and can accommodate up to 12 guests. Combining your stay at the Orange and Blue Crush, you accommodate up to 20 guests, in 8 bedrooms. Please reach out to us for special group pricing.

Guest favorite

Two large windows frame the expansive ocean view, providing natural light to the living space. The scene features sandy beach dunes leading towards the water, where the calm blue ocean meets the clear sky.

Home in Ocean City

4.9 out of 5 average rating, 138 reviews

Ocean-front getaway, amazing views, dog friendly!

Perfect getaway to the ocean in this updated, stylish home. Elevated ocean-front, with stunning views from every room and two private balconies. Amazing location - walk to great restaurants and still enjoy a private-feeling beach with lifeguard stand just steps away. No need to 'pack' for the beach -the house is just steps away. Enjoy coffee at the granite island overlooking the beach! There is a set of stairs up to the condo, and another set of stairs up to the main bedroom.

Top guest favorite

A three-story beach house is set on stilts, surrounded by greenery. The exterior features horizontal wood siding painted in dark tones. Multiple balconies with white railings offer outdoor space. A gravel path leads to the entrance, providing easy access to the home.

Home in Milton

5 out of 5 average rating, 88 reviews

Beachcomber's Paradise is steps from the water

Welcome! Broadkill Beach is family friendly and offers lots of activities from fishing, golfing, biking, water sports and bonfires on the beach. Relax & enjoy the shabby chic decor in our home with all the modern conveniences. Our home is steps from the water with unlimited views of the dunes and Delaware Bay. Prime Hook Wildlife Refuge surrounding Broadkill has a family oriented hiking trail with an observation deck. Great views with lots of wildlife to see.

Guest favorite

The exterior of a rustic beachfront home is depicted, featuring weathered wood siding and multiple large windows. The structure is two stories, with a sloped roofline and steps leading to the entrance. A sandy path and grassy area are visible, creating a natural coastal setting.

Home in Milton

4.95 out of 5 average rating, 91 reviews

Beachfront Home with Beautiful Views of the Bay

Beachfront/Bayfront home with 4 bedrooms and 3 full bathrooms located in the quiet and relaxing community of Broadkill Beach. The property is just steps from the beach and features stunning, unobstructed water views from almost every room. The home has a coastal design with natural light, soft-tones and a clean aesthetic so that it feels like summer all year-round. We hope that you'll book your vacation with us and enjoy all that Broadkill Beach has to offer!

Superhost

A spacious living area features a navy blue sectional sofa adorned with decorative pillows. A wooden coffee table lies at the center, surrounded by light hardwood flooring. On the walls, framed sea-themed art complements the coastal decor. A dining area is visible in the background.

Home in Ocean City

4.76 out of 5 average rating, 17 reviews

Golden Sands Ocean Escape

Welcome to Golden Sands Ocean Escape, your perfect oceanfront retreat! This 2BD/2BA condo boasts breathtaking panoramic views, a sunrise-facing balcony, and a cozy master suite. Enjoy unbeatable amenities—indoor/outdoor pools, sports courts, game rooms, and private beach access. Located in the heart of Ocean City, just steps to shops, restaurants, and all the family fun you could dream of. The ultimate beach getaway starts here!