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Holiday rentals in Fenwick Island

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Top-rated holiday rentals in Fenwick Island

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A dining area on the deck features a white table surrounded by turquoise chairs. A plate of fruits and snacks rests on the table, while a hanging bubble chair is visible. The background shows the water and nearby homes, with festive string lights adding ambiance.
Home in Ocean City
4.94 out of 5 average rating, 276 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!

Top guest favourite
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.
Apartment in Fenwick Island
4.93 out of 5 average rating, 167 reviews

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. Beginning August 23, 2025 bed sheets will be included as part of your cleaning fee.

Top guest favourite
A bright living area showcases large windows offering expansive views of the ocean. A cozy seating arrangement is complemented by a light blue armchair and a comfortable sofa. A dining table for four sits near the windows, creating an inviting space for meals or relaxation.
Apartment in Ocean City
4.99 out of 5 average rating, 137 reviews

Direct Oceanfront Condo with Expansive Ocean Views

Welcome to our second home! 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. We allow full or mini weeks, with check in and check out on either Thursday or Sunday in the summer.

Guest favourite
The living room features large windows adorned with floral-patterned drapes, allowing natural light to fill the space. Two comfortable chairs, including a recliner and a plush seating option, are positioned next to a coffee table. A television rests on a light-colored media unit, enhancing the room's functionality.
Home in Ocean City
4.85 out of 5 average rating, 106 reviews

Ocean City Townhome by Beach Bayside

If you're looking for a vacation home, consider this convenient duplex located just a few blocks from the beach. Situated on the second floor, this vacation rental offers all the necessary amenities for a comfortable stay with Food lion, Target and Marshalls nearby. Enjoy a short, seven-minute walk to Harpoon Hanna's, a local restaurant hotspot. For entertainment, Jolly Roger Amusement Park, James Farm Ecological Preserve, Roland Convention Center, host regular sports events and live shows.

Guest favourite
Apartment in Ocean City
4.93 out of 5 average rating, 109 reviews

North OC|Fully Stocked 2 Bd 2 Bath

Welcome to Your Beach Lover's Paradise! Experience a vacation in a 2-bed, 2-bath condo, steps from Ocean City's shores. Stocked kitchen w/ new appliances, coffee, pots, pans, & dishes for all your meal needs. The condo features a washer/dryer, a cozy living room w/ a smart TV, and a balcony off the master. Sleeps 6 (twin bunk beds, twin, queen, pullout) Walk to the beach in 11 min & nearby attractions like Harpoon Hannah's, Fenwick Island, & Sunsations. Linens/towels provided. Book now!

Guest favourite
A modern kitchen is complemented by a spacious dining area and cozy living room with ocean views. White cabinetry and stainless steel appliances enhance the kitchen, while large windows allow natural light to fill the space, highlighting the wood-paneled ceiling.
Apartment in Ocean City
4.95 out of 5 average rating, 163 reviews

Oceanfront 1 Bedroom, Balcony, Sitting Room, Pool

Opal Osprey: This OVERSIZE one-bedroom condo has been completely remodeled... giant oceanfront balcony PLUS a large patio room on the bayside! Expansive ocean views from every angle, super easy beach access, wonderful atmosphere in the quiet north end of OC. Linens included! Property Amenities - King size bed & queen sleeper - Large outdoor pool - Elevators - Dedicated high-speed WiFi and router w/ ethernet (Xfinity 100Mbps) - 2 Smart TVS with Xfinity, Roku - Keyless check-in 24/7

Guest favourite
A cozy guest suite is presented, featuring a spacious bed covered with a vibrant blue blanket. Decorative elements include a light-colored rug and a plant next to the bed. A small bookshelf and artwork adorn the walls, contributing to the room's inviting decor.
Guest suite in Fenwick Island
4.8 out of 5 average rating, 115 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.

Guest favourite
A beachfront balcony is shown, featuring two high top chairs and a round table. The open view showcases the expansive ocean and sandy shore, with a bright blue sky and soft clouds in the background, creating an inviting space for relaxation.
Apartment in Ocean City
4.84 out of 5 average rating, 224 reviews

Beachfront with a View and Amenities Galore

Note: Must be 25 or older to rent our home. Beautifully renovated 2 bedroom beach front condo with views of both the beach and bay. Enjoy watching the waves roll in or a stunning sunrise through floor to ceiling windows without ever getting out of your king size bed. In the evening, open your front door to witness breathtaking sunsets over the bay. Or just relax with a drink on the beachfront balcony and listen to the waves with a breathtaking view of the beach and ocean.

Top guest favourite
A charming cottage is surrounded by lush gardens and tall trees. The structure features a dark metal roof and inviting front porch with multiple seating areas. A path lined with stones leads through the vibrant greenery, creating a serene and natural atmosphere.
Cottage in Frankford
5 out of 5 average rating, 209 reviews

Hobbs & Rose | A Peaceful Cottage Escape

Built in 1941 from historic “clinker bricks,” this restored cottage is a dreamy place to slow down and reconnect. Surrounded by enchanted gardens and close to the beach, Hobbs & Rose is filled with charm—gorgeous living spaces, a carved marble soaking tub, and thoughtful details throughout. Enjoy a romantic getaway and unwind in our Sanctuary meditation room, where birdsong and forest friends welcome you. You relax—we’ve created every detail to help you feel restored.

Guest favourite
Home in Fenwick Island
4.85 out of 5 average rating, 198 reviews

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.

Guest favourite
An open-plan kitchen and living area feature a light wooden counter with three stools. A fully equipped kitchen is visible, including a refrigerator, while a comfortable seating area with a cream-colored armchair and a coffee table is also present. Natural light enhances the inviting space.
Apartment in Ocean City
4.88 out of 5 average rating, 163 reviews

Water Front Condo w/Pool Short Walk to Beach

FIRST FLOOR UNIT Bayside Condominium Sleeps 4 - 6 max Walking Distance to Northside Park Walk to the Ocean , don't worry about beach parking NON SMOKING 1 Bedroom 1 Bath condo, First floor unit with an outside deck This Air Conditioned, One Bedroom Condo has a fully equipped kitchen, washer/dryer, full refrigerator. There is a Queen bed and a full bed along with 1 Queen Sleep sofa in the living room *MUST BE 21 OR OVER* No Pets!

Top guest favourite
A balcony with a serene ocean view features two comfortable chairs accompanied by a small table. Large glass doors provide natural light, and the balcony railing outlines the expansive seascape, creating an inviting space for relaxation.
Apartment in Ocean City
4.98 out of 5 average rating, 246 reviews

Direct Oceanfront close to Northside Park!

Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.

Popular amenities for Fenwick Island holiday rentals

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Fenwick Island?

    Yes! Work meets play with ease at over 10 vacation rentals in Fenwick Island featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Fenwick Island?

    Experience the best of Fenwick Island with our house rentals, starting at about $160 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Fenwick Island have free parking?

    Absolutely! We offer over 10 house rentals with free parking in Fenwick Island. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Fenwick Island?

    Fenwick Island has more than 10 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

Quick stats about holiday rentals in Fenwick Island

  • Total holiday rentals

    Explore 20 holiday rentals in Fenwick Island

  • Nightly prices starting at

    Fenwick Island holiday rentals start at $192 SGD per night before taxes and fees

  • Verified guest reviews

    Over 560 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space & child-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 of Fenwick Island holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Beachfront, Self check-in and Free parking on premises across Fenwick Island rentals

  • 4.9 Average rating

    Fenwick Island stays are highly rated by guests – averaging 4.9 out of 5!

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