
Holiday rentals with a pool in Lewes
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Top-rated rentals with a pool in Lewes
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House rentals with a pool

New 7BR Luxury House Near Beaches *Sleeps 14
We had a great family vacation at Anna’s house! The house was spacious with plenty of room to sleep our party of 14, with a common area on each floor to hang out in. There were thoughtful additions to the house that made traveling with kids easier including board games, beach toys, bikes, and children’s books. Anna was an extremely responsive and proactive host who did a great job communicating information about the check in process, house amenities, and community facilities ahead of time. The house was a quick walk to the community pool which was also very nice, and an easy drive to many local attractions. Great stay overall.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

Hot Tub Backyard Oasis, Private Beach, Local Pool
We absolutely loved this house! Heather and Andrew were fantastic hosts friendly, responsive, and helpful. They answered all of our questions promptly and gave an excellent recommendations. The outdoor space was great and it helped to keep the kids entertained even when the weather didn’t cooperate. The house itself was spotless, well maintained, and felt very welcoming. We would definitely stay here again and highly recommend it to anyone looking for a relaxing and family friendly beach getaway!

Coastal Retreat | Lakefront | Pool | Hidden Gem
This house exceeded our expectations and the photos online as it had a beautiful setting, spacious with large windows, lots of light, a beautiful view of the lake and the pool, excellent fishing, and we even saw a bald eagle! We bought our kayaks and enjoyed the lake and the house was so well supplied with anything guests would need. Lots of things to do in nearby Lewes and Rehobeth – beaches, mini golf, outlet malls, antique stores, really good seafood restaurants, cycling on the bicycle path that is very convenient,and fishing in the canal and off the pier. The neighborhood is beautiful, peaceful, and quiet and very walkable. And the whole area was really impressive – nicely maintained homes and beautiful flowers everywhere! We plan to return! That wou

Amazing Bay Vista Beauty with Private Pool!
We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.

The Jungalow - Dog Friendly, Fenced in & Pool
To say this was anything shy of an amazing experience would be an understatement. I have never had a host so responsive and sweet. Courtney’s house was absolutely beautiful and the small details in her home made our stay cozy and warm. The fenced in backyard was perfect for our two dogs and the house was fully stocked with anything you could possibly need (the keurig machine stopped working our second day and she had one on our doorstep the very next morning, even though we said it wasn’t necessary) . The beach was a short 13 minute drive, the outlets were less than five minutes away and the restaurants were all within 15 minutes away. The neighborhood was situated in a very quiet community which made it very peaceful at night. I would 100% recommend Courtney’s home over and over. Thanks for an amazing experience!

Thalassofili: Curated by the Sea
Van's home was beautiful and spacious! We had three families (6 adults, 2 kids) staying there, and we had plenty of room! The pool was lovely, and the backyard was great! The only bummer was that there was construction going on behind the property, and it was quite loud during the day on weekdays. Otherwise, we had a fantastic visit and would suggest this home to others!

Slps 6 | Comm. Pool | PetsOK | WD | Bikes | Kayaks
Stephanie’s home was very cozy and clean. Our family enjoyed the privacy of the community and how close it was to the beach and restaurants. Her home was lovely and exactly what she had described. She had everything we needed for our dog too.
Condo rentals with a pool

Right on Silver Lake walk to the beach and town!
I can't say enough good things about Ana and this lovely condo. First things first, Ana as a host is everything you'd wish for- friendly, sincere, gracious, patient and very helpful! A week and a half before check-in, my sister had a specific question about parking in town so I asked Ana. She took the time to point me in the right direction and also suggested Salt Air for the kind of restaurant we wanted. And she was right! This condo is lovely, I've been going to turtle bridge for years so the proximity to the bridge and Silver Lake was wonderful. We are already daydreaming of when we'll come back. Nothing is more soothing than sitting with your morning tea and checking emails with the lake moving so close to you. We were able to go out and play badminton, walk to the market, walk into town and visit our old friends- just a dream. I even had to leave half a day early, unexpectedly- everything was smooth. I forgot to throw away my mouthwash bottle in the bathroom when leaving- sorry!

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach
Tim and Dana's place was beautiful, spacious and clean. Really impressed by how thoughtful everything was put together. They provided a thorough guidebook, both for house rules and getting around Rehoboth Beach, and was communicative all throughout - from dining and activities recos and whatnot. Only comment is beyond Tim and Dana's control, which is I hope that the community pools were nicer. But all in all, great stay! I highly recommend it!

Modern Beach Glam in the heart of outlets.
The place is super clean and in a great location for shopping and dining, about 10’ driving to boardwalk. The hosts are very nice and responsive. I love the place except it is close to the main busy road so it is a little noisy in late evening. But if you are a good sleeper like us there would be no problem 😉.

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Amazing views! We watched the sunrise over the ocean from bed. The bathrooms are small with not much room to store your toiletries, but otherwise the space was great for my partner & I. We had a wonderful stay!

Condo Reho -1st fl/2 bed/2 bath, centrally located
This was our 4th visit and stay at Greg and Cait’s place, and is fast becoming a family tradition to mark the end of the school year with a 4 day weekend at the beach. The condo is very clean, well appointed and also has use of a community pool. It is very well located, close the the beach and so many entertainment and dining options, but is also peaceful and quiet and away from the hussle and bussle. We plan to be back again next year.

2b 2b condo! 2 master bedrooms! rehoboth beach
I had such a great experience staying at this Airbnb — one of the best I’ve ever booked! The space was super clean, well-organized, and felt really welcoming from the moment I arrived. There were extra blankets and pillows in the closet, which was a thoughtful touch, and I was greeted with a cute goodie basket full of snacks and essentials — such a nice surprise! The two bedrooms were spacious and cozy, perfect for relaxing after a long day. The entire place felt comfortable and well-kept, and the kitchen had everything I needed. The pool was definitely a highlight — clean, peaceful, and perfect for a quick dip or just lounging. Overall, this was an amazing stay. I’d absolutely come back and highly recommend it to anyone looking for a clean, cozy, and relaxing place!

Sunrise Studio - Ocean Front, on Boardwalk, Pool!
Wonderful stay at this condo in Rehoboth. We loved how walkable the area was including the super short walk across the boardwalk to the beach. Pool is great too. Condo is very clean, well-stocked, and very comfortable. Loved being able to watch the sunrise right on the balcony - very enjoyable weekend.

Charming Beach Condo, 2BR, Sleeps 6, *w/ Pool*
We loved our stay at the condo! The place was very comfortable, easy to access from the parking lot. The rooms were big and they each had a large closet which was especially important when traveling with a baby. Thanks for hosting us!!
Quick stats about holiday rentals with a pool in Lewes
Total rentals
10 properties
Nightly prices starting at
$198 NZD before taxes and fees
Total number of reviews
530 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
10 properties include access to Wi-Fi
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- Ocean City Beach
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