House holiday rentals in Fenwick Island

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!

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.

The Nautical Nest | 3BD + Nice Walk to the Beach

Welcome to The Nautical Nest, a New construction 3BR/2BA retreat in North Ocean City’s vibrant, family-friendly Montego Bay community. Sleeping up to 7 guests, this inviting home is ideal for beach days, bike rides, and evening strolls around the neighborhood. From the front, enjoy a gentle backwater view, adding a peaceful touch to your stay. Inside, bright, refreshed interiors and cozy living spaces provide the perfect setting to relax, explore, and create unforgettable Ocean City vacation mem

Dog friendly| community pool | gym| kayak| bayside

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.

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.

Anchors Away, Your Dream Getaway in Fenwick Shoals

Escape to our stunning, spacious 5-bedroom, 3.5-bathroom retreat in a gated community just 2.5 miles from the Fenwick Island/Ocean City beaches, nearby golf courses too. Our 3 story single family home sleeps up to 13. Over 3500 square feet, our house features a fully equipped kitchen, LR/DR, optional elevator, game room with pool table, slot machine, foosball, air hockey & more. Our beautiful single family home with the perfect blend of comfort & coastal charm the whole family will enjoy.

Golf, Beach & Pool Escape • 6BR • Game Room

Luxury 6BR/4.5BA Bayfront custom home in Selbyville! Minutes to Fenwick & Bethany beaches. Features a King Suite, 3rd-floor SUNDECK, and a covered porch with a FIREPLACE for sunset views. Rare EV CHARGER on-site. Game lounge with ping pong. LINENS INCLUDED! Community POOL access included with your stay. Near Freeman Arts Pavilion & top golf courses. Professionally managed by local experts Sandy Steps. Perfect for large families & golf groups. Sleeps 12. Book your coastal retreat today!

Closest condo to the beach in OC! Dog Friendly!

Perfect getaway to the ocean in this updated, stylish home. Elevated ocean-front, with stunning views from every room and two private balconies. Amazing location - walk to great restaurants and still enjoy a private-feeling beach with lifeguard stand just steps away. No need to 'pack' for the beach -the house is just steps away. Enjoy coffee at the granite island overlooking the beach! There is a set of stairs up to the condo, and another set of stairs up to the main bedroom.

Hall Cottage, Fenwick Island, Delaware

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.

Beach House | 1 Block to Beach | Pool | OC MD

🌊 Your Perfect Ocean City Escape Brand-new townhome just one block from the ocean. Sun, sand, and surf are literally steps away — whether you're here to relax on the beach or explore everything Ocean City has to offer, you picked the right spot. 🍽️ Everything at Your Doorstep Fresh seafood, boardwalk dining, shopping, and nightlife all within easy reach. With bus access nearby, getting around is a breeze. Leave the car parked and just enjoy.

Let’s go to the beach! 3 bed, 2 bath. West Bethany

☀️ Renovated 3 bedroom, 2 bathroom townhouse in Bethany Beach, Delaware! ☀️ Location: near west Bethany restaurants and shops- Grotto's, Bethany Diner, Difebos, and more! ☀️ Half a mile from downtown Bethany Beach and 1.1 miles to the ocean: in-season town parking permit included and the town trolley stops across the street. ☀️ Clean and comfortable: all new appliances, furniture, and essentials. ☀️ Safe and quiet place to relax!

Mi Casa at Bay Knolls

Welcome to Mi Casa— a bright, newly built coastal home in the quiet Bay Knolls community, a short drive to Fenwick Island and Ocean City. It’s designed for groups who want room to spread out, modern comfort, and a relaxed beach vibe—without the boardwalk crowds. The home includes two private master suites, one on each level, each with a king bed and its own ensuite bath. It’s an ideal setup for families or couples traveling together.