Holiday rentals with a pool in Fenwick Island

Find and book unique homes with a pool on Airbnb

Top-rated rentals with a pool in Fenwick Island

Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

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Top 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, 136 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 large, inviting pool area features clear blue water surrounded by lounge chairs and umbrellas. The pool is equipped for swimming laps, with marked lanes. A spacious building with numerous windows provides a welcoming atmosphere adjacent to the pool.
Home in Selbyville
5 out of 5 average rating, 17 reviews

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.

Top guest favourite
The spacious three-story home features a welcoming facade with a combination of blue and white hues. A broad driveway leads to large garage doors beneath an expansive covered porch. Multiple balconies create an inviting atmosphere, framed by neatly landscaped grounds.
Home in Selbyville
4.96 out of 5 average rating, 28 reviews

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.

Guest favourite
Home in Selbyville
4.97 out of 5 average rating, 31 reviews

Cozy Beach Escape Mallard Lakes Resort Amenities

Located in the peaceful Mallard Lakes community just minutes from Fenwick Island, Ocean City, and Delaware Beach. This relaxing coastal retreat in Mallard Lakes combines resort-style amenities with the comfort of home — perfect for family vacations, couples getaways, beach weekends, and remote work stays. Why Guests Love Staying Here Less than 3 miles to the beach 2 pools + tennis courts Family-friendly layout Dedicated workspace + fast Wi-Fi Self check-in Outdoor shower after beach days

Top guest favourite
A serene view captures a group of ducks swimming in a calm waterway, bordered by lush green grass and small reeds. The surrounding area features a natural landscape, with distant homes visible in the background.
Townhouse in Selbyville
4.92 out of 5 average rating, 237 reviews

Beach house on lake!

2 miles from the beach in a complex called Mallard Lakes in Fenwick Island, DE.Close to great views, restaurants, beach, and family activities.Bird watching outside screened-in porch, fishing, crabbing, two outdoor pools/hot tub (open Memorial Day-Labor Day), tennis, volleyball and basketball courts, tot lot, horseshoe pit, shuffleboard, grilling area and a shopping center across the street.Free water aerobics, outside shower, fireplace, umbrella and chairs for beach, comfortable sofa bed.

Superhost
Home in Selbyville
5 out of 5 average rating, 5 reviews

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!

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, 178 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
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.
Apartment in Ocean City
4.94 out of 5 average rating, 322 reviews

Direct Oceanfront 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 full 100% view of the beach and ocean.

Guest favourite
The exterior of a three-story townhome is displayed, showcasing a row of modern units. Each unit features a distinct front door, including bright yellow and classic white options. Balconies are visible above, complementing the multi-colored siding and stone accents.
Townhouse in Ocean City
4.92 out of 5 average rating, 13 reviews

143rd St. Large upscale Townhouse -Sleeps 8 / Pool

Experience coastal luxury in this stunning three-story townhome just two blocks from the sandy beaches of Ocean City, MD. Boasting 2,600 sq. ft. of high-end finishes, this 3-bedroom retreat features 3 full and 2 half baths, a gourmet kitchen, spacious living areas, and private balconies. New for 2026 - Community Pool.Enjoy modern elegance, private garage parking, and the best of beach living on 143rd street - close to dining, entertainment, and breathtaking ocean views.

Guest favourite
A spacious living area is furnished with a comfortable gray sofa, an armchair, and a coffee table. Natural light enters through windows, while a ceiling fan offers a cooling breeze. A television is mounted on the wall, and a cozy fireplace adds warmth to the space.
Townhouse in Bethany Beach
4.85 out of 5 average rating, 378 reviews

Spacious Bethany Beach Retreat Pool Pickle Ball

Fully Equipped, all you need is a beach towel! Listed as one of Delaware's top Airbnb's! This is a perfect get away for family and friends. The beach is 1.5 miles away and the amazing pool is a 2 minute walk. The kitchen is fully equipped and the patio and yard add space for your stay. Tennis and Pickleball court access. Linens included and everything you may have forgotten. Families and friends return again and again to make memories.

Guest favourite
A community pool is showcased, featuring a spacious deck and surrounded by a secure white fence. The water is clear, reflecting the blue sky above. Nearby, three multi-story buildings provide a backdrop, characterized by a variety of exterior colors and balconies.
Home in Ocean City
5 out of 5 average rating, 21 reviews

Beach House on the MD-DE Border of Ocean City!

This spacious home is the perfect destination for your next vacation. With its prime location just across the street from the beach, you'll have easy access to the sun, sand, and surf Whether you're looking to enjoy a day of sun and sand, explore the local cuisine, or shop till you drop, our location's easy bus access makes it a breeze to navigate Ocean City and experience all of its offerings

Top guest favourite
The entrance to the condo is framed by lush green shrubs and a well-maintained garden. The pathway leads to a welcoming door, with a small balcony above. Soft natural light filters through the nearby windows, enhancing the inviting atmosphere of the entryway.
Holiday home in Fenwick Island
4.95 out of 5 average rating, 44 reviews

Cozy, updated condo. Pool, tennis, walk to beach.

NEW KITCHEN FOR 2025! Updated 2 bedroom condo in quiet beautifully maintained community, with screened in porch overlooking zen-like garden. Quick walk to beach, plus a resort style pool and tennis court. New furniture, beds, carpet and paint. Brand new kitchen in 2025, updated bathrooms, and super clean!

Popular amenities for Fenwick Island rentals with a pool

Quick stats about holiday rentals with a pool in Fenwick Island

  • Nightly prices starting at

    Fenwick Island holiday rentals start at €361 per night before taxes and fees

  • Verified guest reviews

    Over 10 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Fenwick Island rentals

  • 4.9 Average rating

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