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, 256 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.

4.93 out of 5 average rating, 109 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.

4.89 out of 5 average rating, 206 reviews

A screened porch is featured with blue walls and a ceiling fan. Outdoor bar stools surround a high table, while two large lounge chairs provide comfort. A door with decorative glass opens to the main living area, enhancing the inviting space with natural light.

Cottage in Dewey Beach

Quaint Beach Block Cottage, 100 steps to the beach

A's by the Beach, a popular all-season vacation rental, is the most charming beach cottage in the north end of Dewey Beach, nested in the quiet Carolina St. Located on the ocean block, the home is only 100 steps from the most beautiful beach of the East Coast. Situated between Rehoboth & Dewey downtowns, a short walk to either town, its restaurants, bars & shops. The home is spaciously laid out to accommodate up to 6 adults & 4 children or a maximum of 8 adults & 4 cars off street parking

4.99 out of 5 average rating, 171 reviews

A charming cottage is surrounded by lush greenery and vibrant flowerbeds. Exposed brick and dark shutters accentuate the exterior. A welcoming porch features comfortable seating, inviting relaxation amidst the tranquil outdoor setting.

Cottage in Frankford

19th Century Coastal Cottage with Modern Amenities

Built from “clinker bricks” in 1941 to house poultry feed, this Airbnb is a dreamy place to slow down. Exposed wood beams and interior brick walls as well as all the luxuries required for a rural escape. This charming cottage near the beach & is surrounded by enchanted gardens. You will swoon over the carved marble bathtub and gorgeous living areas. Perfect for a romantic getaway, Hobbs and Rose Cottage is waiting to create a memorable experience for you! NEW for 2025, our mediation room!

4.92 out of 5 average rating, 157 reviews

The exterior of the beach condo is showcased, featuring a two-story structure with multiple balconies and a spacious open staircase. A gravel driveway is visible beneath the elevated building, where parked vehicles are present. The surrounding area includes residential structures and a clear blue sky.

Condo in Fenwick Island

Beach Side Condo on Quiet Bunting Ave.

Welcome to our Fenwick Island beach condo! Less than a one minute walk until your toes are sinking into beautiful Delaware beach sand. Beautifully decorated 3 bedroom 2 full bath condo, beach-view balcony and carport. Perfectly situated in quiet Fenwick Island on coveted Bunting Ave. Boardwalks, go-carts, mini-golf within 5 min walk. We cherish our lovely little home away from home, and we hope that you do too. Please be aware that linens, towels and personal essentials are NOT INCLUDED.

4.98 out of 5 average rating, 213 reviews

A spacious living area is furnished with a large sectional sofa adorned with decorative pillows. Natural light enters through multiple windows, highlighting a round dining table nearby. A decorative mirror adds a touch of charm to the room, creating an inviting atmosphere.

Condo in Dewey Beach

DeweyBeach Condo 2BR + sleeper. Walk to the beach!

2 BR, ground floor condo on the south side of Dewey Beach! 1.5 blocks to the beach, 1 block south to beautiful bayside dining. Discounts for stays over 3 nights! The HOA maintains a relaxing, clean, family friendly atmosphere. Self check-in keypad code auto-sent upon booking. Professionally cleaned and beds made before your check in. Bed linens, shower towels/essentials, 2 Dewey Beach Street Parking Passes, and beach chairs are provided free of charge. Max occupancy of 6 at all times.

Guest suite in Fenwick Island

A spacious guest suite features a king-size bed with a vibrant blue bedding set. A natural woven rug lies on the floor. A sliding glass door provides access to an outdoor area, complemented by two elegant light fixtures and a small work desk.

4.79 out of 5 average rating, 101 reviews

Sea Dunes King Suite, Exclusive Private Beach - DOG FRIENDLY!

Unwind and chill in this boho coastal inspired guest suite on the ocean side. At Sea Dunes' private guest king suite, the surf and sand are steps away. Get ready to pack your cooler and enjoy a day in the sun on this beautiful, private dog-friendly beach. Sea Dunes is located in Fenwick Island, DE and nestled between protected state nature parks. Just a short trip in the car to a marina with watersports, kayak adventures on the bay, local dining, farm markets and shopping.

The living area is furnished with a spacious sectional sofa, a round wooden coffee table, and decorative accents on a neutral-toned rug. Natural light enters through multiple windows, enhancing the inviting atmosphere. A dining area with blue stools and access to the kitchen is visible in the background.

4.96 out of 5 average rating, 109 reviews

Cozy Condo Oasis with Adorable Private Patio

Adorably cozy two-bedroom dog friendly condo just blocks away from the beach. First floor corner unit adds to its charm! Enjoy this first-floor oasis in the Caine Woods neighborhood of Ocean City. Only two blocks from beaches, bayside restaurants, breakfast nooks, and Delaware! Soak up some shade on the private patio after a long day at the beach or walk on over to Harpoon Hannas for dinner and live music with a view. This unit is two steps up the front porch.

A modern living area is presented, featuring a plush gray sofa and a minimalist coffee table. A large television is mounted on the wall opposite the seating. Natural light filters through sliding glass doors, which lead to a private balcony with a small table and chairs.

4.99 out of 5 average rating, 284 reviews

Steps to the Beach, Ocean View 1BR, Renovated

Steps to the beach! Fully renovated, bright, modern, clean condo with a balcony view of the ocean. Quiet North Ocean City location with walking distance to restaurants, bus, 7-11, Mini golf course, movie theater, parks, etc. Brand new appliances and furniture. Free WiFi, King Size Bed, 60" & 40" TVs. Pull Out Queen Sofa, Brand New Full Bathroom. Washer and Dryer in the unit. Keurig Coffee Station, iPhone Charging station. Private balcony. Free Parking Space.

An open living area is presented with large windows, offering expansive ocean views. Comfortable seating includes a dark blue sofa, while a dining table for four is seen nearby. A textured area rug and light wood flooring contribute to a relaxed coastal ambiance.

4.98 out of 5 average rating, 131 reviews

Direct Oceanfront Condo with Expansive Ocean Views

Our summer 2025 is booked but we have availability in the Fall, which is a great time to visit OC! You will appreciate the relaxing ocean views! This updated 2 bd/2 ba oceanfront condo feels like you are sitting on top of the beach. The condo hosts plenty of space for enjoying the expansive, direct ocean and beach views. Cook gourmet meals in the well appointed kitchen with granite counter tops. Enjoy the den as either a third bedroom or as a private oasis.

4.85 out of 5 average rating, 186 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.

The living area features a light-toned sofa with striped cushions and an accent chair, arranged around a blue coffee table. A wall-mounted TV is positioned on a white media unit. Natural light fills the space through large sliding glass doors, leading to a private balcony.

4.94 out of 5 average rating, 105 reviews

1 Bedroom, Sleeps 4, Balcony w/ Ocean View

🌊 Bright Ocean Block Condo | Steps to Beach | North OC Stay just steps from the sand at Hakuna Matuna, a light-filled 1BR condo in North Ocean City, MD! Sleeps 4 with a king bed + sleeper sofa. Enjoy ocean views from your private balcony, a fully stocked kitchen, Smart TVs, and linens & towels included. Walk to top restaurants, bars, mini golf, and Northside Park. Perfect for couples or small families looking for a beach getaway in Ocean City!

Vacation rentals for every style

Get the amount of space that is right for you

Houses

A space thats all yours, with room for everyone

Cottages

Quaint homes, peaceful surroundings

Hotels

Stylish accommodations and amenities

Popular amenities for Fenwick Island vacation rentals

Self check-in

Beachfront

Free parking on premises

Gym

BBQ grill

Fenwick Island house rentals

5 out of 5 average rating, 22 reviews

The exterior of a two-story coastal home is shown, featuring pastel blue siding and large arched windows. Multiple decks and an open carport are visible underneath. A sandy driveway leads to the entrance, and minimal landscaping with potted plants adds subtle charm.

Home in Bethany Beach

Looney Dunes

4.94 out of 5 average rating, 32 reviews

Home in Selbyville

Cozy Canal Front home - boat slip - Fenwick

4.9 out of 5 average rating, 585 reviews

A charming tiny house is enclosed by a white picket fence, with lush greenery and a mature tree providing shade. The door is framed by a window adorned with small flower boxes. A few pumpkins are arranged by the entrance, adding a cozy seasonal touch.

Home in Ocean View

Tiny House at Good Earth, near Bethany Beach

4.9 out of 5 average rating, 104 reviews

An outdoor deck is featured with comfortable seating and a fire table, inviting relaxation with a clear view of the bay. A grill is positioned nearby, while an umbrella provides shade over the seating area. The surrounding beach landscape is visible in the background.

Home in Milton

"Sandy Feet" Broadkill Beachfront Home

A charming bungalow features dark blue siding and large front windows, framed by neatly trimmed bushes. A concrete walkway leads to the front door, and a well-maintained lawn surrounds the home. The sky is partly cloudy, adding to the inviting exterior.

4.96 out of 5 average rating, 171 reviews

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

4.99 out of 5 average rating, 127 reviews

A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.

Home in Ocean Pines

Charming Waterfront Cottage w/2 King Suites + Dock

4.93 out of 5 average rating, 121 reviews

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.

Home in Selbyville

Central Haven with Great Fenced Yard

5 out of 5 average rating, 15 reviews

A scenic view captures a canal surrounded by charming beach cottages. Boating docks are visible along the water's edge, framed by gently swaying grass. The sky is clear, allowing ample natural light to reflect off the calm water.

Home in Fenwick Island

Canal Front Fenwick Island

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Fenwick Island condo rentals

A spacious balcony offers sweeping views of the ocean and sandy beach below. A light-colored adirondack chair is visible, highlighted by the sun's rays. The railing frames the expansive vista, enhancing the feeling of openness and connection to the coastal scenery.

4.82 out of 5 average rating, 155 reviews

Romantic Beachfront Penthouse Ocean City MD

A spacious oceanfront deck features two lounge chairs and a hammock, offering a serene view of the beach and ocean. Sunlight filters through the wooden railing, creating a peaceful ambiance. Bright green plants add a touch of nature to the inviting outdoor space.

4.94 out of 5 average rating, 49 reviews

Direct oceanfront quiet getaway with large deck

A comfortable living area features a sectional sofa facing a small coffee table, surrounded by bright curtains. A large mirror and decorative wall accents enhance the space. Natural light fills the room, highlighting the wood-look flooring and blue area rug beneath the seating arrangement.

4.93 out of 5 average rating, 198 reviews

Coastal and Bright Oceanfront Condo

5 out of 5 average rating, 11 reviews

A comfortable living room area features a sectional sofa with decorative pillows, a light-colored armchair, and an ottoman. A television is mounted on the wall across from the seating. Natural light shines through the window beside a potted plant, enhancing the serene atmosphere.

Condo in Fenwick Island

Sunny Shores Condo!

The oceanfront deck features two white adirondack chairs surrounding a glass-top table, all overlooking a sandy beach and the ocean. The scene is bathed in natural light, with a bright blue sky stretching above and gentle waves lapping at the shore.

4.92 out of 5 average rating, 65 reviews

Luxury Oceanfront Cottage|Romantic & Cozy Getaway

4.97 out of 5 average rating, 69 reviews

A screened patio space features comfortable seating with gray cushions and a small table. A decorative sign on the wall reads 'gather.' Natural light filters through the surrounding screens, providing a connection to the outdoor area while maintaining a tranquil atmosphere.

Condo in Fenwick Island

“Sandy Bourbon” Getaway Short Walk 2 The Beach

The open living area features light-colored walls and hardwood flooring. A comfortable black sofa offers seating next to a round coffee table. In the background, a dining table for four and a modern kitchen can be seen, adding functionality to the inviting space.

4.98 out of 5 average rating, 103 reviews

Beautiful- 2BD/2BA Oceanblock- 72nd st - w/Linens!

The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.

4.96 out of 5 average rating, 282 reviews

Direct Oceanfront with a View and Amenities Galore

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Fenwick Island beach vacation rentals

Townhouse in Bethany Beach

A spacious living area is highlighted by large sliding glass doors that provide ocean views. Comfortable seating includes a sectional sofa and woven chairs, centered around a wooden coffee table. Natural light fills the room, enhancing the beach-inspired decor.

4.95 out of 5 average rating, 64 reviews

Oceanfront Getaway Private Beach & Stunning View

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.

4.95 out of 5 average rating, 66 reviews

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

5 out of 5 average rating, 3 reviews

An open floor plan is showcased, featuring a modern kitchen with a central island and white cabinetry. Large sliding glass doors allow for natural light and ocean views. A cozy seating area includes a coffee table and comfortable blue couches, inviting relaxation in a bright environment.

Apartment in Ocean City

NEW: Oceanfront End-Unit Condo w/ 100ft Balcony

A spacious living area features a comfortable gray sectional sofa adorned with colorful cushions. An inviting lamp sits on a coffee table, while the light beige walls complement the tiled flooring. The open layout connects to the kitchen and dining space in the background.

4.83 out of 5 average rating, 288 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

4.94 out of 5 average rating, 31 reviews

An expansive deck features comfortable seating, complemented by decorative pillows and a central table. An umbrella provides shade, while captivating views of the sunset and ocean are visible in the background, creating a serene outdoor space for relaxation.

Townhouse in Ocean City

New! Direct Oceanfront Home w/Game Room/Free Bikes

A private balcony features a high table with two chairs, providing an unobstructed view of the ocean and beach below. The scene is enhanced by the bright blue sky and gentle waves, creating an inviting spot for enjoying morning coffee.

4.99 out of 5 average rating, 142 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

A private balcony overlooks the beach, with an unobstructed view of the ocean. A round table is set with a decorative shell, complemented by two armchairs. Beach access is observed in the distance, with dunes and a sandy shore visible under a soft sky.

5 out of 5 average rating, 17 reviews

Oceanfront Corner Unit + Balcony (Linens Included)

The exterior of a newly renovated beach condo is displayed, featuring a three-story structure with balconies overlooking the ocean. The clear blue sky enhances the coastal ambiance. Surrounding trees and nearby buildings contribute to the beachside atmosphere, with easy access to the street below.