Holiday houses in Fenwick Isle

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Top-rated holiday rentals in Fenwick Isle

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Guest favourite

Home in Ocean City

4.94 out of 5 average rating, 258 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!

Guest favourite

Home in Ocean View

4.91 out of 5 average rating, 602 reviews

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

Top Guest favourite

Cottage in Frankford

4.99 out of 5 average rating, 183 reviews

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!

Top Guest favourite

Condo in Ocean City

4.97 out of 5 average rating, 105 reviews

Waterfront | Walk to Beach | Pool | Quiet Location

3 Gulls & a Buoy was established in 2020 and is a highly rated waterfront condo in Ocean City's Hidden Harbour community. Highlights of your stay include: ★ Private balcony with serene water views ★ Outdoor pool (open until 9/20/25) ★ Fully stocked kitchen ★ Easy contactless check-in ★ Free on-site parking ★ Canal-side wraparound docks ★ Central A/C ★ Washer & dryer ★ High-speed WiFi ★ 2 Roku Smart TVs + Netflix ★ Board games for game nights ★ 2 beach chairs for ultimate beach relaxation

Top Guest favourite

Townhouse in Ocean City

4.97 out of 5 average rating, 471 reviews

Edgewater Escape - Luxury Bayfront Loft with Porch

You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

Guest favourite

Guest suite in Fenwick Island

4.8 out of 5 average rating, 110 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

Home in Fenwick Island

4.86 out of 5 average rating, 194 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.

Top Guest favourite

Guest suite in Frankford

4.95 out of 5 average rating, 148 reviews

Quiet setting on private pond among the wildlife

Enjoy a quiet, private setting just 3 miles from the Bethany Beach boardwalk. Nestled across from the Assawoman Wildlife Refuge, you can relax in a spacious home away from home. Plenty of room for the kids to play outside while you relax on the dock overlooking the pond. Guests have access to the second floor of the home which includes a full size kitchen, 3 bedrooms and living room that all have Smart TVs. Plenty of parking for you and guests.

Guest favourite

Condo in Ocean City

4.88 out of 5 average rating, 154 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!

Guest favourite

Home in Fenwick Isle

5 out of 5 average rating, 13 reviews

Unobstructed views of the ocean

Seaside Villas is a 3 Bedroom, 2.5 Bath townhouse in Fenwick Island Delaware. Seaside Villas is a small ocean side community of 22 townhouses located just south of Bethany Beach and north of Fenwick Island State Park. The townhouse is about 75 yards to the beach. The townhouse has unobstructed views of the ocean from two decks. You can watch the sunrise over the ocean while relaxing on the king bed in the master suite.

Guest favourite

Home in Selbyville

4.92 out of 5 average rating, 38 reviews

Cozy Canal Front home -boat dock-monthly available

Our beautiful home has everything you and your family needs! Relax on the patio and enjoy the canal breezes in this Fenwick Island home. This rancher style has 3 bedrooms and boat dock access! Our home has plenty of natural light that includes two queen size beds and two twin beds. There are two full bathrooms and an outdoor shower(open seasonally). There is plenty of parking with a driveway that holds 4 cars.

Top Guest favourite

Guest suite in Berlin

4.97 out of 5 average rating, 615 reviews

Ayers Creek Carriage House

Our beautiful carriage house is located on 5 pristine acres along, scenic Ayers Creek, offering year round beauty. Only minutes from Assateague Island, Berlin, and Ocean City. Serene with abundant wildlife. Ideal oasis for outdoor enthusiasts. Worcester County Maryland Rental License #1324