
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.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Henlopen Acres rentals with a pool
House rentals with a pool

north wildwood beach block house pool use
The whole process from reservations, to our stay then to check-out was easy and straightforward. This was to be a quiet weekend with my daughter and no (grand)kids. It was that and more. Great location. Very clean and well equipped. You can book this with confidence.

Wilde Rose By The Bay - Salt water Inground pool
This is a lovely home in a peaceful and safe neighborhood, perfect for families. We would stay again! It really is just steps to the beach. The kitchen was well stocked with spices and supplies to prepare meals. Everything was in working condition. The pool is beautiful! I loved the lights at night. The entire pool area is gated and locked, good to know for little ones. The shower had great water pressure. The outdoor shower has hot water too! The TV was very easy to use and had many options. Of note, the entire upstairs could accommodate a second family with a mini fridge, half bathroom, two beds, separate entrance, sofa/tv/table/patio - the photos really don’t do this home justice. I was very impressed when I walked inside. My kids LOVED the adorable spiral staircase to get upstairs! We had no problems with it, but it would be hard to keep little climbers off of it. The master bedroom is downstairs, something to consider with littles that wake up in the night and need to get down.

Hot Tub Backyard Oasis, Private Beach, Local Pool
The house was even nicer than it appeared in the pictures. The living area is spacious and the bedrooms and bathrooms comfortable for our family's needs. The outdoor area was very enjoyable as well. It is evident that Heather has put a lot of care into creating a welcoming vacation home.

PRiVATE Pool, Peaceful, and Close to Bethany Beach
We stayed at Trina’s place on a resent golf trip. She was great, and her place is exactly as described. She reached out days before we arrived with clear directions for check in, which was a breeze. Trina responded very quickly to my question and I would highly recommend stay with her if you are traveling to the area.

YEAR ROUND Beachfront Pool Paradise Cape May Beach
We had the pleasure of staying here for a few nights over Spring Break and really enjoyed the house. The house was exactly as described and we loved the location on the bay. The pool was amazing and our kids loved being able to swim at the shore in April. We also loved the game room with ping pong and mini golf. Hong was an amazing host and quick to respond to our questions. Would definitely come back again in the future!

Spacious Living in Rehoboth, with a Pool
Lovely place to stay! My family and I had our Christmas here and it was the perfect space. It was comfortable, came well stocked, and had nice touches throughout the home.

The Perfect Escape with Gorgeous In-ground Pool
This cottage absolutely lived up to its name, The Perfect Escape. I booked this place after another host canceled my reservation. I'm glad she did because I can't imaging having a better experience than I did here. I usually look for rentals that don't allow pets, but I agree with a past reviewer that my allergies weren't triggered; there wasn't a trace of pets having stayed there before, so they do clean the house really well. While the house is great, Peter & Alyce have really created a top notch experience by providing everything you could think of (bedding, all types of towels, kitchenware, toiletries). We didn't leave the house much since we wanted to take advantage of the awesome pool. It was heated to the perfect temperature and there is a seating area on the side of the pool that always seems to be graced by the sun. Taking outdoor showers was another highlight and the backyard is very private. Communication w/ Peter was smooth. I can't recommend this place enough!

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!
Condo rentals with a pool

Beach block condo, pool/spa, 2 parking, 4 bdrms
The house was very spacious and accommodating. Great location near the beach and boardwalk. The host always responded quickly and was very easy going. We would definitely stay here again.

Ocean View Condo—Pool, Elevator, Linens, towels
Three of us women friends spent a week in early October. Wonderful! Fun! Relaxing! The condo was bright and cheery, even nicer than the pictures. Comfy, close to beach, We loved eating on the patio, especially in the morning. Spotted a dolphin(s) from the porch with binoculars, spouting as he/she moved along. And a hawk low in the vegetation next to small boardwalk. Nice details that made us feel welcome, bottle of wine with a note, keurig coffee and hot chocolate, use of beach chairs. Lovely and set up thoughtfully for guests. Hope to visit again!

Ocean View, Large Condo, Heated Pool
We had a great stay at Valerie’s condo, it was a great space for our group of 6 and had everything we needed. Valerie was very responsive for any questions we had!

Waterfront Condo With Olympic size swimming pool
James was an amazing host. He was responsive, helpful, and kind. The condo was beautiful, clean, and perfect for our family. The neighbors were also very kind and welcoming. My children loved the pool and walking the bay. The views were second to none and the location was perfect since it was minutes away from restaurants, stores, and Bethany beach. We will definitely be booking again!

Ocean View Condo W/ Indoor and Outdoor Pool
We’ve stayed at Seawatch for many years so we’re already familiar with the great location. The condo was exactly as described and was a great place for our family. Would definitely book again.

Surfside 2 Bedroom Condo with a Pool!
My family and I loved our stay here. Cleanest condo I've rented by far. Two adults and four kids fit comfortably. We loved the location with being close to the beach but quiet. Dale was easy to reach and replied quickly. I would 100% stay here again!

Cozy Condo
We really enjoyed our stay at the condo! Maria was helpful and responsive. All amenities were as described. We’d we happy to stay at this location again.

Paradise At Sunset Island In OC
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
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
Destinations to explore
- South Jersey Vacation rentals
- Philadelphia Vacation rentals
- Jersey Shore Vacation rentals
- Washington Vacation rentals
- New York Vacation rentals
- East River Vacation rentals
- Pocono Mountains Vacation rentals
- Plainview Vacation rentals
- Long Island Vacation rentals
- The Hamptons Vacation rentals
- Outer Banks Vacation rentals
- Hudson Valley Vacation rentals
- Condo rentals Henlopen Acres
- Rentals with outdoor seating Henlopen Acres
- Waterfront rentals Henlopen Acres
- Rentals with a patio Henlopen Acres
- House rentals Henlopen Acres
- Kid-friendly rentals Henlopen Acres
- Pet-friendly rentals Henlopen Acres
- Townhouse rentals Henlopen Acres
- Rentals with a fireplace Henlopen Acres
- Apartment rentals Henlopen Acres
- Rentals with a washer and dryer Henlopen Acres
- Family-friendly rentals Henlopen Acres
- Rentals with beach access Henlopen Acres
- Rentals with pools Sussex County
- Rentals with pools Delaware
- Rentals with pools United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Assateague Island National Seashore
- Cape May Beach NJ
- Mile Beach
- Miami Beach
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Dewey Beach Access
- Big Stone Beach
- Northside Park
- Stone Harbor Beach
- Heritage Shores
- Cape Henlopen State Park
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Killens Pond State Park
- Willow Creek Winery & Farm
- Jolly Roger at the Pier
- Towers Beach
- Wildwood Crest Beach New Jersey
- Trimper Rides of Ocean City
- Plantation Lakes Golf and Country Club
- Peninsula Golf & Country Club
- Poodle Beach
- Whale Beach