House vacation rentals in Fenwick Island

A light and airy deck features a rectangular dining table surrounded by aqua-colored chairs. A calm water view is visible beyond the railing, with flags gently waving in the breeze. Soft lighting is provided by string lights overhead, enhancing the inviting atmosphere.

4.95 out of 5 average rating, 255 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

After relaxing at the beach (just a 7 min walk away), unwind on our deck "watchin' the tide rollin' away!" Get the best of the bay & the beach with this dog-friendly hidden gem! Imagine evenings enjoying the bay breeze as you crack crabs on the deck! Relax inside our open-concept great room that allows everyone to be together. Fish on our private dock or use it for your own boat or jet-ski to dock there. Witness spectacular sunsets with our Kayaks. Enjoy a well lit, private work space to virtual work w/ high speed internet! A new wood CRIB now in master suite for restful sleep! The pools and tennis/pickleball courts are only a few blocks away for your enjoyment! Plus, a truly unique OUTDOOR MOVIE EXPERIENCE for all our guests to make for the best Vacay EVER!

A back deck features a seating area composed of a sofa and ottoman with soft cushions, facing a calm canal. A wooden table is positioned nearby. A red umbrella is closed and stands beside the seating, while a sunset casts gentle hues across the water.

4.94 out of 5 average rating, 105 reviews

3 BR Waterfront Home, Minutes to the Beach

Recently updated waterfront house located in the family-friendly Montego Bay community. Enjoy beautiful sunsets on the back deck or hop in one of the kayaks for a paddle around the wide-open canal. Try your hand at crabbing or fishing off the dock to catch your dinner. Within easy walking distance of the beach and Northside Park (about 10 minutes walk to both). Beach chairs, toys, boogie boards, and umbrellas are yours to use for fun in the sand and surf. The dock is available for boat tie-ups.

A large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.

5 out of 5 average rating, 7 reviews

Family + Pet-Friendly Home Near Fenwick Island

Welcome to your ultimate family beach escape! Nestled near Fenwick Island this 3 BDR 2 BTH home offers everything you need for a memorable vacation. Unwind with cocktails at the tiki bar, toast marshmallows around the fire pit, or make a splash in the refreshing pool. Stay in shape at the on-site gym, ensuring your fitness routine doesn't miss a beat. With its prime location just moments from the beach and an array of amenities this bayside retreat promises an unforgettable vacation experience.

Top guest favorite

A bright bedroom is presented with a spacious bed dressed in crisp white bedding. Natural light streams through several windows adorned with woven shades, revealing views of the lush outdoors. A large mirror and decorative tray add to the room's charming décor.

Home in Lewes

5 out of 5 average rating, 23 reviews

Luxe Lewes Carriage House: Spa Hot Tub/Estate Pool

Lewes Carriage House offers a one-of-a-kind, architecturally designed boutique luxury stay nestled on a picturesque 4-acre estate. Ideally located just a 5-10 minute drive from downtown Lewes and Cape Henlopen beaches, the property offers the perfect balance of proximity and seclusion for romantic retreats, special occasions, or a unique escape. The grounds feature lush perennial gardens, an old-growth forest, native wetlands, and a serene 1-acre pond. Estate sized pool & private spa/hot tub.

Top guest favorite

A three-story beach house features a blue exterior with white trim, surrounded by a well-manicured lawn. The facade includes large balconies on each level, offering ample outdoor space. A wide staircase leads to the entry, enhancing the welcoming appearance.

Home in Fenwick Island

4.98 out of 5 average rating, 50 reviews

Luxurious & Comfy ~ 1 Block to Beach ~ ♛Royal Beds

Bring your family to this luxurious 5BR 4Bath home nestled just one block away from the beach. Explore Fenwick Island and its excellent restaurants, shops, bars, attractions, and landmarks from this prime location. Once you are done sightseeing, retreat to this lavish oasis whose rich amenity list will leave you in awe. ✔ 5 Comfortable Bedrooms ✔ Open Design Living ✔ Fully Equipped Kitchen ✔ Smart TVs ✔ Outdoor Decks (Lounges, Dining, BBQ) ✔ High-Speed Wi-Fi ✔ Free Parking See more below!

A living room features light blue seating arranged around a coffee table, complemented by a decorative cabinet and a large television. Natural light filters through the window, enhancing the tranquility of the space, which is accented by a ceiling fan and wall art above the entrance.

4.94 out of 5 average rating, 117 reviews

Central Haven with Great Fenced Yard

You will be close to everything when you stay in this centrally-located home. The rear deck and grill are great for enjoying time outside. There's a fenced rear yard, making this home a perfect choice for man's best friend. We welcome dogs of any breed, size, and weight. We do offer size-specific pet amenities, so please share a photo of your dog when booking, or provide a basic description so we can set out appropriate amenities. For those traveling with cats, please inquire before booking.

Superhost

An aerial view showcases a beautifully designed two-story beach home featuring a spacious rooftop deck, complete with a jacuzzi and lounge chairs. The exterior displays a coastal-inspired design with white railings and blue accents, surrounded by landscaped grounds and easy beach access.

5 out of 5 average rating, 4 reviews

Family Townhouse, Rooftop Jacuzzi, Walk to Beach

Escape to Ocean City, MD, and indulge in the ultimate beachside luxury at our two-bedroom retreat. Just steps from the sandy shores, this modern haven features a rooftop jacuzzi, walk to the beach, and an EV charger. Enjoy breathtaking ocean views from the rooftop deck, complete with lounge furniture for unforgettable evenings under the stars. Inside, every room boasts state-of-the-art amenities, ensuring your comfort. Book your seaside escape now and experience coastal living at its finest!

5 out of 5 average rating, 14 reviews

A view of the ocean is framed by the white railing of a spacious deck. Nearby homes are visible along the sandy beach, with greenery and paths leading towards the water in the background. The sky is clear and blue, reflecting a sunny day.

Home in Fenwick Island

3BR/3ba beach view condo

Fully sanitized, amazing, 3BR, 3 bath condo, fully remodeled kitchen, great for families. Just steps to the dune crossover and you're on the beach. Beautiful views of the ocean from the deck and Family Room. All the comforts of home and then some including 65'' TV with surround sound in the Family Room, WiFi, central A/C, fully stocked kitchen, washer/dryer, large deck for dining alfresco, outdoor shower, etc. Sleeps up to 10. Bed linen and towel package available. NO smoking, NO pets please

An outdoor patio area features a fire pit surrounded by comfortable seating. Kayaks and paddle boards rest by the serene canal, enhancing the tranquil setting. Bistro lights are visible overhead, inviting evening gatherings in this well-maintained outdoor space.

4.97 out of 5 average rating, 32 reviews

The Chesapeake House

Indulge in the ultimate beach getaway at The Chesapeake House, a newly remodeled 6-bedroom haven in Ocean City. Perfect for large families! Nestled on the serene canal, it offers aquatic adventures with kayaks and paddle boards. Enjoy evenings on the patio, grilling under bistro lights. Close to dining hotspots like Liquid Assets, Bull on the Beach, Lombardi's, and Kirby's. A mere stroll away from the beach, this retreat promises relaxation and recreation for your perfect coastal escape.

Top guest favorite

A fire pit is surrounded by log seating and two cushioned chairs, set on a brick patio in a grassy yard. A spacious deck with a railing is visible behind the seating area, framed by trees in a quiet, natural setting.

4.9 out of 5 average rating, 175 reviews

Country Private Vacation House

Stay at our lovely home and enjoy a peaceful and quiet country setting. Come back after the beach and cook on the grill and relax in our private home sitting at the end of Derikson Creek. Large wrap around back deck with a view down the creek and into the woods. Plenty of room inside with a large living room, dining room, gourmet kitchen, and 3 bedrooms. Our cozy home is just minutes away from Bayside Resort, Restaurants, Assowoman Wildlife Refuge, and Delaware and Maryland Beaches.

4.86 out of 5 average rating, 181 reviews

The cottage exterior is seen with a large deck featuring white railings and a blue and white striped awning. A set of outdoor furniture is arranged on the deck, and steps lead down to a grassy area. The well-maintained, light-colored siding complements the serene environment.

Home in Fenwick Island

Hall Cottage, Fenwick Island, DE

Charming, updated cottage. Wifi and space to work. Located between Bethany Beach, DE and Ocean City, MD, Fenwick is known as 'The Quiet Resort.' Two blocks to the beach. The cottage is the perfect size for a couple or small family. Sitting on a lovely, quiet block, between the ocean and the bay, the cottage is a quick walk to fine dining, pubs and shopping. The cottage comes with two beach chairs and an umbrella, an outdoor shower, and a beach parking pass.