
Beach house holiday rentals in Dewey Beach
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Top-rated beach house rentals in Dewey Beach
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Oceanfront Oasis Sunrise/Sunset balcony Beach/pool
Welcome to Oceanfront Oasis, Ocean City, Md. Jeep Fest weekend open. Oceans Calling Festival. Rare Oceanfront & Bay Views from your 2 private balconies. Beachfront. Wake up to the sunrise, listen to the ocean waves, & sip your coffee on the oversized ocean balcony(15 feet x7 feet). Unwind at night on the bayside balcony watching the sunset. Walk out to the private heated pool, to the sand & the beach. Tennis court. Perfect for couples or families, this cozy and well-situated condo is just right!

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 & reconnect Highlights • Breathtaking ocean views from multiple decks • Pool and sundeck Pool Opens 05-23 to Sept 28th 2026 • Arcade/game room • Outdoor movie deck

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. Lower porch is screened. Large property lot also provides good level of privacy. Property underwent complete renovation in 2023/24. ***Mar 2026 update- construction of property on neighboring lot in front was completed end of 2025!***

Bright & Breezy Bayside Home | Sleeps 10
Experience the classic Dewey Beach vibe in this bright, two-story home just steps from the sand! Located on the bayside of town, tucked in on a charming side street, you’ll catch some bay views from the sitting room. Central & walkable, it’s easy to explore all Dewey has to offer. Expect a fun, lively atmosphere on summer weekends while having a comfortable retreat to come home to. And the best part? We’re pet-friendly, so your four-legged family members are welcome to join the beach getaway!

Beach Haven waterfront house on Broadkill Beach DE
Relax with the whole family at this peaceful beachfront home located on the scenic Broadkill Beach in Delaware. The house has 4 spacious bedrooms and 2 and 1/2 baths with a full kitchen and a dining room with direct oceanviews. Lounge in the sunroom with panoramic views of the ocean and walk right over the dunes to the beach anytime. Primehook Refuge is a 5 minute drive, and a 15-20 min drive leads to Lewes beach, Cape Henlopen Park and Rehoboth boardwalk for restaurants and nightlife fun.

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.

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

Closest condo to the beach in OC! 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.

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.

Beachfront Home with Unobstructed Water Views
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!

Dewey No. 4 at the Shore Beach Block
New 2026- Get ready to relax and unwind in this inviting, 2 bedroom, best-loved beach condo, just steps away from the sand. Rented by an Airbnb Superhost, enjoy comfortable, worry free living in this charming spot with special touches and delightful curb appeal. Start each day on the lovely front porch, before an easy walk to the ocean or bay. End your evening in one of Dewey's favorite hot spots, all within walking distance from this condo.

Boardwalk Oasis Incredible Views, Pets Bikes
This is a Ocbeachfrontrentals .com premier property 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! 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!
Popular amenities for Dewey Beach beach house rentals
Beach house rentals with a pool

2 BR Ocean Front Condo w/Pool, Expansive Views

Sea Colony 4 bedroom walk to beach

Condo by the Bay @ the Makai

43 Island Edge in Sunset Island OC, New for 2026!

Robin Hood Retreat

Oceanfront Penthouse - Ocean & Bay Views with Pool

Ocean Front Boardwalk Condo With Pool! EC204

Luxury Waterfront Condo-Sunset Views-Pool-Marina
Private beach house rentals

Sofa to Surf! Midtown Gem, Stylish Updated Comfort

2 bedrooms condo, 1 block from beach and boardwalk

Spectacular Bayside Sunsets - One block to Beach

Walk to Beach - Quiet Waterfront Home w/ Kayaks

Dorothy Jane's - 3 bdrm. 2 full bath Central A/C

New Construction with Beautiful Canal Views

Family Friendly Modern Condo | Pool | Sleeps 8

Waterfront Sunsets | Across from Broadkill Beach
Pet-friendly beach house rentals

Sandbar Coastal Retreat near Ocean City

Town of South Bethany Beach home with sunroom

Waterview Home, walk to Beach (ADA accessible)

Serenity by the Sea | Townhome + Kid Friendly Loft

Quintessential Vintage Beach House

Prime Hook Sunrise on the beach

Beachfront I Expansive Deck I Dog Friendly I NEW

Relaxing Montego Bay/Fishing/2 Pools/Corner house
Destinations to explore
- New York City Holiday rentals
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- House rentals Dewey Beach
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- Pet-friendly rentals Dewey Beach
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- Beach house rentals United States
- Cape May Beach NJ
- Assateague Island National Seashore
- Ocean City Beach
- Wildwood Crest Beach New Jersey
- Ocean City Boardwalk
- Broadkill Beach
- Rehoboth Beach
- Ocean City Boardwalk
- Assateague State Park
- Cape Henlopen State Park
- Bethany Beach Boardwalk
- Willow Creek Winery & Farm
- Northside Park
- Dover Motor Speedway
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Stone Harbor Beach
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Wildwood Boardwalk
- Roland E Powell Convention Center
- Wildwoods Convention Center
- Mariner's Arcade
- Funland





