
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.
Holiday rentals for every style
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Popular amenities for Fenwick Island rentals with a pool
House rentals with a pool

Upscale Family Home, Community Pool, Grill
This place was amazing! It was so clean, well-stocked, and comfortable. Rob had all of the little touches including books and games for our kids, white noise machines, and lots of kitchen supplies like spices. The beds were super comfortable and we had even more space than we needed. Thanks so much for a wonderful weekend :)

Luxury home by the bay
Great house and the community was very well maintained. My kids loved the amenities that came with the community, including the pool and the small, but kid friendly beach. Overall, this was the nicest Airbnb house we have stayed in. We’d love to come back.

Direct Ocean Front - Beach Retreat Condo!
We had a wonderful stay at Chris and Loreees place! Super responsive when needed and clear instructions for check in and out. Private, quite, clean building and condo and we had everything we needed. The views were stunning & exactly as pictured. Walking distance to many stores, restaurants, and 7-11 next door for convenience. I would recommend staying here!

Beautiful Beach House in Rehoboth
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!

Bayside Family Oasis and Golf Retreat
We had a great time and the house was everything we could’ve asked for. Highly recommend!

Ocean Breeze
We had an amazing week. We are very familiar with Mallard Lake and knew this was the perfect spot to experience peace away from all the traffic but close enough that we were within a short distance to all the amazing beaches, dining areas, shopping and so much more. The house had a great stock of all the things we may of forgotten to bring as well as kitchen essentials and beach essentials. We felt right at home and would love to return again. Kim did an amazing job with communication and describing this wonderful home. The sunroof was my absolute most favorite part. Looking out at the pond while drinking my coffee just made evey morning a great morning. Thank you for hosting us!

Luxe Lewes Carriage House: Spa Hot Tub/Estate Pool
We had such a wonderful stay at Lisa and Jay’s beautiful carriage house in Lewes, DE! The cottage and the surrounding grounds were absolutely stunning—peaceful, beautifully maintained, and full of charm. From the moment we arrived, Lisa and Jay were incredibly welcoming and responsive, making us feel right at home on their property. It’s clear they’ve put so much care into creating a space that’s both comfortable and memorable. We would absolutely visit again and would love the chance to spend more time hanging out with them—they’re truly lovely hosts! Highly recommended.

Coastal Cottage! Walk to Beach!
Our stay was great the house was perfect for my Daughter and her family. The grandkids loved the pool that was very well kept and a short walk or bike ride to the beach. everything you would want to enjoy a day at the beach We hope we can do it again. Thank you Steve for all that you did to make this a memorable vacation
Apartment rentals with a pool

Sea Colony Premier Family Resort
Love staying at Marie's condo in Sea Colony. This was the first time that we were in Bethany Beach in early May in many years. It was fun seeing the community get ready for the upcoming season. Marie is proactive and responsive. Her place is perfect for 2 people. :)

Romantic Beachfront Penthouse Ocean City MD
This is the second year we stayed at this beautiful condo! Views of both ocean and the bay are spectacular!! Condo was clean and easy to access. Love the pool and beach! Close to great restaurants!! Margaret is a fantastic host!! Highly recommend this condo! We will definitely be back next year ❤️

Charming Northside Park Condo w Pool, Walk 2 Beach
Julie's condo is very cozy and welcoming. It's a wonderful place for a weekend or a longer vacation. Julie was very responsive and proactive anytime my wife and I had any questions. Plenty of recommendations were provided to us so we could better plan our time in Ocean. Thank you so much, Julie! We'll be back again!

Luxury Bay & Oceanview Condo in the Heart of Dewey
It was truly the perfect location to stay for my son’s wedding which was at the Hyatt Place right next door! An amazing experience all around from the beautiful beach decor, lovely views of the bay & ocean & convenience of walking everywhere in Dewey! The condo was clean, nicely furnished & had a well-equipped kitchen to make us feel right at home. The host was very welcoming & quick to respond to any questions we had. The wedding venue was beautiful and our stay here made the weekend even more special! It will always be one of my favorite memories.

Oceanside/3 min walk to Beach/Pool/Linen Included
My husband and I came for a long weekend away and this place was great! It was steps from the beach and the bus stop to the Boardwalk area. The house was clean and well taken care of. The only downfall was the bed was VERY firm. But I would definitely reccomend to my friends if they were traveling to the area.

Direct Oceanfront with Pool - Steps To The Beach
We had a wonderful time! Waking up both mornings to dolphins right outside your sliding glass door was the highlight! We can’t wait to get back!

Prime Condo North OC 2 Blocks to Beach w/ Pool
Place was great to stay at ! Very nice host and clear instructions. 10/10 👍🏽

Romantic Beach Inscape-Best Ocean View+Heated Pool
The view and easy access to the beach make this perfect for a weekend getaway. Quiet in the offseason and close to tons of great local restaurants.
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- Ocean City Beach
- Broadkill Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Poverty Beach
- Ocean City Boardwalk
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Towers Beach
- Willow Creek Winery & Farm
- Stone Harbor Beach
- Poodle Beach
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Assateague Beach
- Delaware Seashore State Park
- Pearl Beach
- Wildwood Dog Park & Beach
- Peninsula Golf & Country Club
- Killens Pond State Park