Beach house vacation rentals in Dewey Beach

4.88 out of 5 average rating, 25 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.

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.

4.81 out of 5 average rating, 21 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!

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.

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.

4.97 out of 5 average rating, 66 reviews

Hot Tub & Pool Table Waterfront Home | 4King Beds

Yes- Linens are included! (Bed sheets & bath towels) New pool table & jacuzzi!! Experience the ultimate Ocean City getaway this year, with unbelievable water views from every room & a private two-story wrap-around balcony. Enjoy 4 comfy king beds. The home is perfect for groups seeking relaxation & home away from home. Only 4.2 miles from the Ocean City Boardwalk! What else is included? Bonfire pit Parking area Shampoo-Conditioner-Body Wash Soaps Laundry Detergent Kayak Beach chairs

4.69 out of 5 average rating, 59 reviews

Sunlit Surf Haven • Entire Home Steps to Beach

Welcome to Sunlit Surf Haven! A newly renovated entire home (2024) - ocean-block in Midtown Ocean City. Ride the coastal vibe in this bright surf-inspired retreat that sleeps 6 with two large beds and bunk beds. Enjoy on-site parking (2 spots) plus street parking, and beach gear included - chairs, umbrella, cooler, and blankets - for effortless beach days. Walk to shops, mini golf, and favorites like The Bonfire, Hooked, Bayside Skillet, OCM Crabs, and Ropewalk - just steps from the sand.

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.

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 wooden deck features two light green Adirondack chairs and a small round table, offering a view of the ocean through trees. The horizon showcases a bright blue sky with scattered clouds, enhancing the serene atmosphere.

4.99 out of 5 average rating, 104 reviews

STEPS-2-BEACH. PET-FRlENDLY. LlNENS lNCLUDED

Peaceful, secluded, tranquil, yet close to attractions. Our home has beach path access directly across the street. Enjoy views from both the front and back, including the Prime Hook Wildlife Refuge from our back deck. Conveniently located at the quiet southern end of Broadkill Beach. While the north side is denser with homes and more crowded, the southern end provides a more private beach experience with fewer visitors. The ideal beach retreat where it's just you, the sand, and the sea.

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, 110 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!

4.84 out of 5 average rating, 49 reviews

A spacious three-story coastal home is highlighted by multiple wraparound decks, providing scenic views of the water. Soft evening lighting enhances the inviting atmosphere. Lush greenery surrounds the property, while a private access path leads to the beach nearby.

Home in Bethany Beach

Bethany Beach Breakaway | Beach Access & Hot Tub!

BNB Breeze Presents: Bethany Beach Breakaway! Get ready to experience the epitome of coastal relaxation at your private retreat in paradise! Thanks to private beach access in a gorgeous neighborhood, this home is the perfect spot to unwind and recharge while enjoying the laid-back pace of Bethany Beach! This dreamy beach-side home includes: - HOT TUB! - Private Beach Access - Pickleball Courts - Wraparound Deck w/ Ocean Views! - Large Game Tables - Multiple Decks w/ Lounge Furniture

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!

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.

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.

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.