Beach house vacation rentals in Dewey Beach

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Top-rated beach house rentals in Dewey Beach

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Guest favorite
Home in Ocean City
4.86 out of 5 average rating, 21 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.

Top guest favorite
A scenic collage features various images: a tranquil beach sunset, a lush golf green with a white sand trap, a wooden pier stretching over gentle waves, wild horses running along the shore, and a charming screened porch nestled among tall trees.
Home in Ocean Pines
4.97 out of 5 average rating, 59 reviews

Ocean Pines-OCMD Bliss at the Beach- Sat. to Sat.

Welcome to Bliss at the Beach, our charming 3br, 2ba home nestled in the desirable, beloved Ocean Pines community. Loved for its safe, quaint, family friendly neighborhoods. Find yourself less than 15 minutes away from the beautiful beaches and vibrant shopping, dining and boardwalk district of Ocean City. Enjoy the ease of the prepaid parking at the Ocean Pines Beach club on 49th street, just unload the family and walk on the beach!! Summer months Bliss is a 7-night minimum to guests 25+old

Superhost
The outdoor area features a saltwater pool surrounded by a stone border. Lounge chairs are arranged on one side, with a patio umbrella providing shade. A pool deck is visible alongside a small poolside water feature, creating a tranquil setting for relaxation.
Home in Ocean City
4.77 out of 5 average rating, 30 reviews

Point Break - 4BR Beach House Private Heated Pool

Point Break Paradise' is the epitome of a beachfront retreat, you have the entire house to yourself and your own private gated in ground pool. The house is COMPLETELY REMODELED offering a harmonious blend of luxury, entertainment, and coastal charm. Whether you're seeking relaxation by the pool, exciting arcade battles, or beachside serenity, this vacation haven has it all. Point Break is unique, no other beach property like it. Book your stay now and make memories that will last a lifetime.

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
4.9 out of 5 average rating, 60 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, 102 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
An expansive view of the ocean is captured, with blue umbrellas arranged around several tables on a deck. The pool area features light-colored lounge chairs, while the backdrop includes a building with balconies. The sky is painted with soft hues of pink and blue.
Home in Cape May
5 out of 5 average rating, 9 reviews

Beachfront 2 Bedroom In Town

2 Bedroom Beachfront Condo in Downtown Cape May. Access to pool in warm months. Walking across the street to enjoy the beach, walk next door to the Rusty Nail, walk to the Washington Street Mall, and all the center of town restaurants and activities. The unit is on the 4th floor with access to an elevator. Bring your sheets and towels and prepare to enjoy all that Cape May has to offer. Enjoy sunsets from the large common deck area or quiet coffee in the private covered sitting area.

Superhost
A bright living area features a spacious gray sectional sofa adorned with decorative pillows. A wooden coffee table sits in front, while large windows provide natural light and views of the balcony. The space is complemented by light-colored walls and soft hardwood flooring.
Home in Ocean City
4.69 out of 5 average rating, 52 reviews

Golden Shores Penthouse

Elevate your Ocean City escape in our 3-bedroom, 2-bath penthouse condo, nestled in the heart of Mid-Town. This luxurious retreat offers stunning views, modern comforts, and stylish décor. The spacious living area, complete with a gourmet kitchen, is perfect for entertaining or relaxing. Each bedroom is a serene haven, promising restful nights. Steps away from the beach and close to popular dining and entertainment spots, our condo is your ideal base for a memorable vacation.

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, 137 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!

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 convenient beach access. This unique building creates an experience reminiscent of being in a cruise ship stateroom. Perched on the 9th floor, the unit offers endless views of the Atlantic Ocean and the beach. Just steps away from the sand 🏖️, you can spend your days swimming, reading 📚, sunbathing , surfing 🏄‍♂️, paddle boarding , kiting🪁, playing volleyball 🏐, or simply listening to the waves 🌊

Popular amenities for Dewey Beach beach house rentals