Beach house holiday rentals in Fenwick Island

A sundeck features two chaise lounge chairs with blue and white stripes, positioned for ocean views. A large, colorful planter with greenery adds a pop of color, while a magazine rests casually on a nearby table. A clear blue sky and sandy beach complete the serene landscape.

4.96 out of 5 average rating, 70 reviews

Relaxing Breezy Seaside 3bd/2ba/2decks King Bed

Wake up to stunning ocean views and the soothing sound of waves at this charming beachfront home. Relax on the breezy indoor and outdoor living decks. Enjoy recently updated stainless steel appliances, quartz countertops, and a fully tiled walk-in shower. The primary bedroom has direct access to the oceanfront deck, with ocean views in every bedroom. Nearby: Jolly Roger Amusement Park Boat Tours & Fishing Jetski & Parasailing Need more space? Rent the sister house next door! Message for details.

A spacious living area features large windows offering panoramic views. Light-colored furnishings, including a sofa and armchair, are arranged around a coffee table. A dining area with a kitchenette is visible, creating a bright and airy atmosphere. Neutral tones dominate the decor.

4.82 out of 5 average rating, 17 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.

5 out of 5 average rating, 9 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 image displays a beachfront view from the penthouse balcony, showcasing the expansive ocean and sandy shoreline. Clear blue skies and gentle waves create a serene atmosphere. The balcony is furnished with chairs, offering a space to enjoy the coastal scenery.

4.9 out of 5 average rating, 31 reviews

Direct Oceanfront Penthouse

Come vacation at this direct oceanfront penthouse on 85th Street! This 3 bedroom, 3 bath two-story penthouse offers plenty of space for the entire group to stretch out and enjoy. Expansive bay and ocean views, the oversized balcony is the place you will want to be! The building offers a heated pool and is only a few small steps to the beach. For your convenience, this unit has a washer and dryer inside the property. In addition, games, beach chairs, and beach toys are available for your use!

4.89 out of 5 average rating, 54 reviews

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

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.

4.79 out of 5 average rating, 39 reviews

An airy living area features vaulted ceilings with exposed wooden beams. A cozy sectional sofa is arranged around a circular coffee table on a textured area rug. Light streams in through large windows, illuminating a dining area with blue upholstered chairs in the background.

Home in Selbyville

Fenwick Shores House II

Welcome to our newly remodeled 5-bedroom beach house in Fenwick Island. As you step inside, you'll be greeted by a light-filled, coastal-inspired interior. This spacious vacation rental features a fully equipped gourmet kitchen and a spaciouis living area, perfect for relaxing. Take in the salty breeze and soak up the sun from the private deck, or head down to the beach & unwind. With modern amenities and a prime location, this beach house is the perfect retreat for your next bay vacation.

4.81 out of 5 average rating, 54 reviews

A spacious deck is showcased, featuring clear glass railing that enhances the view of the tranquil sea and grassy shoreline. Lush greenery is visible in the foreground, with seating arrangements positioned for outdoor relaxation.

Home in Milford

Waterfront Retreat

This renovated beach front home (with an EV Charger) sits on 3/4 of an acre and is as much about the indoors as it is about the outdoors. It boasts heated marble floors, towel warmers and LED mirrors with built-in defoggers in the bathrooms. The kitchen has granite countertops and stainless steel appliances. There are 5 distinct outdoor spaces to suit the mood or the occasion. For the water sports enthusiast, there's plenty of room to launch your kayak, a day sailer or even a catamaran.

Top Guest favourite

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, 98 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!

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.

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

5 out of 5 average rating, 3 reviews

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

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.

A spacious outdoor deck is shown, featuring white lounge chairs and a dining table surrounded by a protective railing. The gray composite flooring complements the coastal atmosphere, while nearby buildings are visible, providing a backdrop to the serene outdoor setting.

4.92 out of 5 average rating, 38 reviews

The Orange Crush - 5BR Beachfront Family Retreat

Welcome to 'The Orange Crush' – a 5-BR Oceanfront Oasis! Sleeps 12, 2 arcade games, shuffleboard, 2 decks with ocean & bay views, smart TVs in every room. If your family is looking for more space. Our sister beach house, Blue Crush is located next door. This house has 3 bedrooms and can accommodate up to 8 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 more details and special group pricing.

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.