Holiday houses in Fenwick

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Top-rated holiday rentals in Fenwick

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Top Guest favourite
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.
Home in Ocean City
4.94 out of 5 average rating, 264 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
Condo in Ocean City
4.95 out of 5 average rating, 131 reviews

Oceanfront 1Bedroom/1.5 Bath Condo-Slps 4-King Bed

Serenity Now – Oceanfront Condo in North Ocean City | Walk to Dining & Northside Park Wake up to ocean views at Serenity Now, your cozy beachfront condo in North Ocean City, MD! This updated 1-bedroom unit sleeps 4 with a king bed and a queen sleeper sofa, plus it features a fully equipped kitchen, electric fireplace, 1.5 bathrooms, and flat-screen TVs for relaxing nights in. You're just steps from the beach and a short walk to local favorites like Crab Bag, Tequila Mockingbird, and Sushi Cafe.

Guest favourite
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.
Home in Ocean City
4.93 out of 5 average rating, 122 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.

Top Guest favourite
A charming bayside home features a covered porch adorned with twinkle lights, creating a welcoming entry. The exterior showcases light-colored siding, large windows, and landscaped greenery, complemented by playful flamingo decorations on the front lawn.
Home in Ocean City
4.97 out of 5 average rating, 106 reviews

Beach Oasis w/ King Suite + Outdoor Shower & Pool

Looking for a romantic weekend away? Planning a family vacation? Enjoy this entire bayside home in the quiet, coveted neighborhood of Montego Bay. This spacious 3 bed/2 bath retreat has it all!! Enjoy sunsets, steamed crabs, or coffee on the large porch picnic table or relax in the gliders with a cocktail under the twinkle lights! There is 2 car off-street parking & the community offers two public pools, tennis courts, trails, mini golf & is just a short walk to the beach & Northside Park!

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
4.84 out of 5 average rating, 103 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.

Top Guest favourite
A well-lit bedroom features two full-size beds with colorful bedding displaying floral patterns. A dresser, a ceiling fan, and a large wall-mounted mirror are visible, contributing to the room's spacious feel. Natural light enters from a window, enhancing the bright atmosphere.
Apartment in Ocean City
5 out of 5 average rating, 16 reviews

Let's go to the Beach!

You will love this charming, updated retreat, featuring a sparkling pool and pristine courtyard perfect for dining and swimming. A 7- minute walk to the beach in quiet North Ocean City, this centrally-located getaway puts you within strolling distance of restaurants, shops, and family-friendly activities like mini-golf, ensuring both convenience and relaxation during your stay. A few blocks from the Delaware line, shopping and dining tax free as well as visiting Bethany beach is a plus!

Top Guest favourite
A light-filled living area features two armchairs and a spacious sectional sofa, complemented by a wooden coffee table. A large TV sits on a wooden console, while a plant adds a touch of greenery. Sunlight streams through the sliding doors leading to a balcony.
Apartment in Ocean City
5 out of 5 average rating, 48 reviews

Renovated 1BR w Ocean View

Retreat to this stylish ocean block getaway, perfect for two. Unwind in this beautifully decorated space and enjoy breathtaking ocean views from the front door. This renovated unit features brand new appliances, washer/dryer and 65” TV. This rental is located in North Ocean City and is only a 3-minute walk to the beach and nearby attractions (including mini-golf, restaurants and bars). Located on the third floor, this unit offers free parking behind the building, cable and high speed WiFi.

Top Guest favourite
A spacious living area is furnished with two dark leather sofas, providing ample seating. A ceiling fan enhances airflow. The open layout connects to a dining area featuring wooden chairs, while the kitchen is visible in the background, showcasing modern appliances and cabinetry.
Home in Ocean City
4.94 out of 5 average rating, 222 reviews

Right behind Alley Oops & Crab Bag. Walk to beach

Look no further! With Alley OOps in the backyard and a 5-minute walk to the beach, pool, tennis, and shopping, the fun is endless. This 3 bedroom, 2 bathroom house has high-end furniture, fast wifi, 4 flat screens and 2 free parking spots with street parking when available. Our Community offers all of these amenities included in your rental and free putt-putt too! Enjoy our natural wood-burning fireplace and large porch to take in the sunset through the trees. We do not rent to under 25.

Top Guest favourite
The exterior of a cozy cottage is framed by lush landscaping, including colorful flowers and greenery. A flagpole displays an American flag, and a path leads to a screened-in porch, providing an inviting entrance to the home.
Home in Ocean City
5 out of 5 average rating, 37 reviews

Cozy & cute two bedroom beach cottage.

Take it easy at this super quaint and cozy cottage, featuring an enclosed front porch with beautiful landscaping just five min from the beach. This pet/family friendly home features a full kitchen with two bedrooms (one king and one queen), two full baths, and a huge outdoor shower. There are two beach chairs, an umbrella, boogie boards, and four bikes for your use. Free parking and a charcoal bbq pit. Bring the family and your fur babies to enjoy this peaceful getaway at the beach.

Guest favourite
A light-filled living room features a cozy sofa adorned with decorative pillows in warm colors. Artwork in simple frames complements the bright walls. A textured rug sits beneath a coffee table, enhancing the inviting space. A ceiling fan and light fixtures add functionality.
Condo in Ocean City
4.92 out of 5 average rating, 103 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
The living area features large sliding doors that open to a porch with stunning bay views during sunset. A neutral-colored couch and a cozy chair create a welcoming space. A wooden dining table complements the serene atmosphere, illuminated by the warm glow from the setting sun.
Townhouse in Ocean City
4.96 out of 5 average rating, 483 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 :)

Top Guest favourite
The living area features comfortable seating options arranged around a central area rug, with a fireplace adding warmth. A large television is mounted on the wall opposite, while natural light streams through the windows, which are adorned with blinds.
Villa in Ocean City
4.99 out of 5 average rating, 75 reviews

Walk to the Beach! Firepit-Grill-Bikes-Fence-N64!

Escape to the Blue House, a pet-friendly retreat just 6-mins to the beach. - Full kitchen and charcoal grill - Coffee bar (k-cups, espresso, coffee grinder, french press, and pour over) - Fully fenced patio with a fire pit and ping pong - Outdoor shower - 5 Bikes - Northside Park - 2 min walk away - N64 - 48W EV charger - Rrecord Palyer Sleep 10 (8 Adults 2 Children) in our 3 bedrooms - 1 king, 1 queen, 1 full over full bunk bed, and full sofa bed. NOT POSTED ON C.LIST

Popular amenities for Fenwick holiday rentals

  1. Airbnb
  2. United States
  3. Maryland
  4. Worcester County
  5. Ocean City
  6. Fenwick