
Vacation rentals with a pool in Henlopen Acres
Find and book unique homes with a pool on Airbnb
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!

Large, 3b/3.5b, Lewes townhouse, pool, & Linens
Christie's place was fantastic! Incredibly clean, spacious, and perfectly located within walking distance to grocery stores, outlets, and entertainment like movies and go-karts. We loved relaxing on the screened-in porch with views of the peaceful pond. Christie herself is an exceptionally kind and accommodating host, always quick to respond and very helpful. We'd absolutely stay here again!

Hot Tub Backyard Oasis, Private Beach, Local Pool
We had a great time staying at Heather’s place! It was kid friendly, spacious, and clean. Our kids loved the bunk bed and big backyard :) there are lots of restaurants and breakfast places within a 5 minute drive too! We hope to be back again when weather is warmer!

Dodd House Beach Home w/private pool and hot tub
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!

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.

Rehoboth Beach Retreat -4BR-close to outlets,trail
Nice house in a clean and beautiful area. I recommend this property for whoever is interested in staying in Rehoboth.

A ‘Stones Throw’ Retreat
Very clean and spacious with all of the listed amenities. The condo is in a great location, conveniently located by a lot of restaurants and shops and less than 15 minutes from the main boardwalk at Rehoboth beach. Our host Ian was very accommodating and responsive. We thoroughly enjoyed our stay and highly recommend staying here.

Luxury Carriage House in Rehoboth Beach
Linda was so friendly and responsive to all my questions. Her place is absolutely beautiful, clean, close to the beach and shopping outlets. It felt like home away from home. She thought about every need for her guests, even having bike available! This was my first time booking an Airbnb and the experience will absolutely make me a returning customer.
Condo rentals with a pool

Villa Del Sol, Beautiful stay near beaches/outlets
Nena and Andrew are awesome hosts and their Airbnb is beautiful . Honestly pictures do not do it justice . Rooms are spacious , linens are comfortable , and the place is ultra CLEAN . You can tell they take pride in keeping their place well maintained

The Cozy little Condo
This place was perfect for two! Within driving distance of Rehoboth Beach and secluded enough to feel private. Even the neighbors were friendly (even though we accidentally went to their door first!!)

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
We really enjoyed our stay! Comfortable beds and more spacious than I anticipated. Plenty of room for me and my family. Full kitchen to cook some of our own meals. We enjoyed time at both Rehoboth and Cape Henlopen. We didn’t get to check out the pool, but if we come back when it’s warmer, we definitely will! Overall, I felt it was a good value… Yes, you have to drive 10 mins to the beach, but it’s not far at all and it’s right by all the shopping -With tons of good places to eat.

Direct Oceanfront with a View and Amenities Galore
Bryan is super responsive and easy to communicate with. He notified us of detailed check in and check out instructions. He then checked in on us towards the end of the trip to make sure all of our expectations were met; to which they were. This condo is exactly as described in the listing and pictures. It’s clean and cozy. The view from the bedroom is unmatched. The location is perfect in a sense that it’s not too close to the boardwalk, making the area a little more quiet, but also within 10 mins to the best restaurants and bars. The staff at the condo and even other guests were friendly and courteous. If you’re afraid of heights, this might not be the best place to stay for you, but as I previously mentioned, the view from the master bedroom can’t be beat. That view alone, would have us stay again. I would definitely recommend this stay to others.

Beautiful condo in Villages of Five Points, Lewes
Conveniently located and very comfortable. Highly recommend.

Charming Beach Condo, 2BR, Sleeps 6, *w/ Pool*
We had a great experience with both the condo and the beach. Would definitely stay there again.

1st Floor Beach-town Condo in Lewes
We really enjoyed our stay at Sara‘s condo. The location was convenient to a lot of activities, and we appreciated the shopping center within walking distance. Our dog also enjoyed his stay! Thank you for the friendly, welcoming touches such as the complementary waters and snack/coffee as well as the dog treats! We would stay here again :-)
Quick stats about vacation rentals with a pool in Henlopen Acres
Total rentals
40 properties
Nightly prices starting at
ﺩ.ﺇ404 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
Wifi availability
40 properties include access to wifi
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- Ocean City Beach
- Broadkill Beach
- Fortescue 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
- Ocean City Beach
- Stone Harbor Beach
- Poodle Beach
- Bayside Resort Golf Club
- Northside Park
- Jolly Roger at the Pier
- Delaware Seashore State Park
- Pearl Beach
- Wildwood Dog Park & Beach
- Peninsula Golf & Country Club