
Holiday rentals with a pool in Henlopen Acres
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Top-rated rentals with a pool in Henlopen Acres
Guests agree: These homes with a pool are highly rated for location, cleanliness and more.
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Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

Spacious Family-Friendly Beach Home w/Hot Tub
We visit Rehoboth every summer., and Thierry and Teresa's property was absolutely perfect for our family vacation. The location was conveniently located by the outlets and grocery stores without having to go out the main road where it gets super congested. The property itself was beautiful and it felt like home for us. We found comfort and relaxation throughout the entire house, but the sunroom was our absolute favorite spot! We spent a lot of time in the sunroom for coffee, lunch, and dinner after a day outdoors. Our littles loved the bonus kids' room. They spent a lot of time enjoying the books provided and watching shows after a long day at the beach. The two fridges were also amazing to keep all of our drinks and food for two families. We would book Thierry and Teresa's property again!

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!

Rehoboth Beach Retreat -4BR-close to outlets,trail
This was a beautiful house about a 10 minute drive to the beach. It was one of the best supplied Airbnbs I’ve ever stayed in: very well equipped kitchen, bathrooms, etc. My friends and I really enjoyed it.

Modern Beach House w/ Private Pool
We had an amazing stay and we loved the pool! It's definitely not your average Airbnb and felt like home. We had 5 adults & 1 toddler. The upstairs was great for the toddler/my husband and I since it was larger and had the private bathroom but was still usable to other guests, if needed because of the separate doors. There also had all the beach amenities you would need, which was so helpful - along with the Rehoboth parking pass. We can't thank M&M enough for this great option!

Private pool in BayVista! 4bdrm family beach house
Our family of 5 loved our time in the Rehoboth Beach area. Danielle was a responsive, friendly host and her home was a lovely respite from the bustling beach and boardwalk. We loved gathering in the open kitchen/dining & living room for family meals, movies, and games. The backyard and pool area is so peaceful & inviting, they clearly put a lot of thought and care into the outdoors and the whole home. We stay in a lot of airbnbs and this was one of our favorites. It’s well-situated just about a 7 minute drive to Rehoboth and a 15 minute drive to Lewes. Some recommendations we could offer include: making dish towels available in the kitchen (to avoid using too many paper towels), adding carpet treads to the stairs (the hardwood is beautiful but slippery), and refreshing the mattress in the second king bedroom (we found it overly soft). That said we loved our time and would happily stay again!

Cheerful 3-Bedroom Home in Rehoboth Beach
This place was absolutely amazing, clean and beautiful. Very spacious and family friendly, the community was quiet and clean.

Sandpiper Retreat - Newly Renovated with a Pool
My husband and I decided to stay at the Sand Piper retreat for our babymoon. Kim’s place was spotless, well stocked with the essentials (trash bags, dishwasher pods, hand soap, shampoo and conditioner, body wash) and we felt right at home. Although the weather wasn’t the best and we didn’t have the opportunity to take advantage of the pool and beach as much as we had liked, we did find the private little screened in patio porch to be a lovely place to hang out and play board games while enjoying each other’s company. Kim was also incredibly responsive and provided a list of rainy day recommendations to help pass the time! Would highly recommend!
Condo rentals with a pool

Luxury water-view condo with high-end finishes
Amazing place to stay at Dewey Beach! We will definitely be back! Everything is so clean! The little details to everything really made this an incredible stay, from the kids toys, toiletries, kitchen items, even little mints in the bathroom! They truly think of everything! We cant wait to come back!

Villa Del Sol, Beautiful stay near beaches/outlets
We stayed with 2 little and I felt very comfortable all around. It was extremely clean and the beds were super comfortable. Felt very homey with decor and amenities. Location is great as we always travel into Lewes

Salt Air Retreat - Rehoboth Beach
We really enjoyed our stay at Simon's place. Walkable to the Boardwalk and many shops/restaurants, and just a short drive to many more and the outlets. Accommodations were as described and pictured. We would love to stay here again in the future.

Water Views * Balcony * Pool * Fast Wi-Fi
The best place anyone could stay! Amazing views, clean, comfortable and great location. Quiet, yet close by needed amenities. Well stocked kitchen allowed us to cook and enjoy the time with family. Teen boys and dad LOVED the boat dock and ability to go out with our paddle boards. Loved biking and running the open areas around getting ready for an Ironman. While the rest enjoyed coffee on the deck in the morning. Super flexible when we needed another day added to our stay as well. Thank you for the amazing stay! We’ll be returning now that our son has moved to the Delaware.

Spacious| Modern &Cozy| Pool| Close to the Beaches
Our stay at this comfortable condo was exactly what we needed it to be and more! When we walked inside, the property was larger than anticipated and in great condition. For three coupes, this was the perfect amount of space. We definitely felt like we were in a "home away from home" and after the quick and friendly responses from our host, we knew we were in good hands. Thank you!

Mimi’s Place @ The Villages of 5 Points in Lewes
Mimi's Place is my first airbnb stay, and I couldn't have been happier! THANK YOU, Mimi--and I'd definitely love to stay here again. :-)

Cozy condo in the Villages of Five Points, Lewes
If you’re looking for a great place in the Lewes area, this one is perfect. It's in a great location and has everything you’ll need for a lovely stay.

Comfy and Convenient 2 bedroom/2 bath condo
Jane was a great person to work with! She was very responsive to my questions and concerns. She was also very supportive with my daughter and her friends visiting the beach together! Their little get away was one that they will always remember! Thank you
Quick stats about holiday rentals with a pool in Henlopen Acres
Total rentals
40 properties
Nightly prices starting at
$183 NZD before taxes and fees
Total number of reviews
760 reviews
Family-friendly rentals
30 properties are a good fit for families
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Wi-Fi availability
40 properties include access to Wi-Fi
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- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Higbee Beach
- Ocean City Boardwalk
- Poverty Beach
- Dewey Beach Access
- Cape Henlopen State Park
- Jolly Roger Amusement Park
- Willow Creek Winery & Farm
- Ocean City Beach
- Northside Park
- Towers Beach
- Stone Harbor Beach
- Bayside Resort Golf Club
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Poodle Beach
- Pearl Beach
- Peninsula Golf & Country Club
- Whiskey Beach