
Vacation 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.

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.

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.

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.

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

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.

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!

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

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.

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.

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.

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

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
House rentals with a pool

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Low Tide Hideaway

High Tide @ Lighthouse Bay

Epic Luxurious Mansion Bayside Pools Tennis

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

Gorgeous 5BR, 4.5BA, in town, pool, hot tub, beach

Stunning Coastal Retreat Home!

Beautiful Bayside Home Near Fenwick & Ocean City
Condo rentals with a pool

Steps to Beach, Pool, Family Friendly with Linens

"Aren't You Fancy?!" Prime Coastal Getaway

Beautiful waterview 2B condo w/Dock&Close to Beach

Oceanfront•Sunrise Views•Pool•Private Balcony

1 Bedroom 1 Bath Condo on Silver Lake

Oceanview Oasis with 2 private balconies

Oceanfront Bldg.| 2 pools | Tennis | Game Room

Gone Coastal *Pool* Bayside with view* Top Floor
Other vacation rentals with a pool

Renovated townhouse 2 miles to Ocean City/Fenwick!

Sea Colony Oceanfront 3BR\2BA, all the amenities!

Steady Waves | Dog-Friendly Home w/ Pool |Rehoboth

Lakeside retreat near Ocean City and DE beaches

2BR Condo | 1st Floor | N Ocean City | Pool

Large Family Oasis Steps from the Sand

Luxurious Bayville Shores Home Close to the Beach!

4BR-Sleeps 10-Pool-Fireplace
Quick stats about vacation rentals with a pool in Fenwick Island

Nightly prices starting at
Fenwick Island vacation rentals start at $581 CAD 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!
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