Vacation rentals with a pool in Lewes

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Popular amenities for Lewes rentals with a pool

House rentals with a pool

Guest favorite
A refreshing saltwater inground pool is highlighted, featuring a unique shape with blue illumination surrounding the water. The pool is enclosed by a white fence, offering privacy and a serene environment for relaxation.

Home in Wildwood Villas

4.92 out of 5 average rating, 113 reviews

Wilde Rose By The Bay - Salt water Inground pool

NatashaRating, 5 stars4 months ago
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.
Guest favorite
A two-story blue house stands in the backyard, complemented by a fenced yard. A rectangular pool is visible beside a spacious paved area featuring several lounge chairs, a dining table, and a gas grill. Green grass surrounds the pool area, creating a relaxing outdoor space.

Home in Cape May

4.98 out of 5 average rating, 50 reviews

Cape May Modern with Heated Pool/Porch Sleeps 16!

JudyRating, 5 stars1 month ago
House was beautiful and the location was great - short walk to downtown, a playground for grandchildren and the grocery store. Kitchen was fully equipped. We all fit very comfortably - 6 adults and 4 children (ages 2-9). Owners responded immediately to any questions we had and went above and beyond!
Guest favorite
An expansive community pool is surrounded by well-kept grass and concrete pathways. Lounge chairs are placed alongside the pool deck, and a few tall trees provide shade in the background. The clear blue water reflects the bright sky, contributing to a serene ambiance.

Home in Villas

4.99 out of 5 average rating, 120 reviews

Private Beach, Hot Tub, Backyard Oasis, Local Pool

ElsaRating, 5 stars2 weeks ago
We went to Cape May for my nephew’s graduation from the Coast Guard. The home was located close by to the training base, which made for an easy drive. The home was clean, spacious, and had everything we needed. It was awesome to hang out in the living room, with the fireplace going, and spend quality family time. I highly recommend Heather’s home. She’s a very responsive and accommodating host. If we are ever back in New Jersey, I wouldn’t mind staying here again.
Superhost
A private pool is situated in a grassy yard, surrounded by a stone patio. The pool is framed by light-colored tiles and features a handrail for easy access. Nearby, a low fence and well-maintained shrubs provide a sense of enclosure and tranquility.

Home in Ocean View

4.86 out of 5 average rating, 64 reviews

Quiet Beach Cottage with PRIVATE POOL

WalterRating, 5 stars5 months ago
We enjoyed the screened porch and pool area so much that instead of some of our planned activities we just relaxed there. We had a great time!
Guest favorite
An indoor heated pool area is enclosed with a glass structure, featuring a water slide and tropical plants. Comfortable lounge chairs are positioned along the pool's edge, offering a relaxing space. Sunlight filters through the glass, creating a bright atmosphere.

Home in Lower Township

4.96 out of 5 average rating, 67 reviews

YEAR ROUND Beachfront Pool Paradise Cape May Beach

TinaRating, 5 stars2 months ago
We had a lovely weekend and the kids had a wonderful time. We frequent Cape May and this was our first time not staying at our old faithful hotel, and we all had a great time. The views were simply breathtaking!
Guest favorite
A community pool area is highlighted, featuring an outdoor seating arrangement with white chairs around a circular table. An orange patio umbrella provides shade. The pool is surrounded by a white fence with nearby houses in the background, accented by green trees.

Home in Rehoboth Beach

5 out of 5 average rating, 71 reviews

Spacious Living in Rehoboth, with a Pool

SaraRating, 5 stars2 months ago
This was one of the best AirBnB experiences I’ve had. The house is amazing - clean, spacious, comfortable and well stocked with just about anything you might need. Diane has really put a lot of thought into making sure her guests feel at home. My family (7 adults, 2 children) stayed here over Thanksgiving and also celebrated my mother’s 75th birthday, so there was a lot of cooking and time spent in the house together. It felt very homey yet everyone had their own space to go to when they wanted it. We really appreciated having the crib and highchair available, plus the cabinet full of games, crayons, markers, paper, etc. The neighborhood is small and quiet, plenty of parking with 2 dedicated spaces in back plus street parking. Diane was kind and easy to communicate with. In addition to letting us check in early and leave late to avoid some of the heavier Thanksgiving traffic, she had hung a little Happy Birthday banner which was a lovely gesture. 10/10 - I look forward to returning!
Guest favorite
A charming home exterior is framed by blossoming trees and neatly landscaped greenery. A white picket fence surrounds the property, with a welcoming front porch featuring two rocking chairs, while the American flag adds a touch of patriotism. The setting is bathed in warm evening light.

Home in Wildwood Villas

5 out of 5 average rating, 29 reviews

The Perfect Escape

FrediRating, 5 stars5 months ago
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!
Superhost
The outdoor area features a saltwater pool surrounded by a stone border. Lounge chairs are arranged on one side, with a patio umbrella providing shade. A pool deck is visible alongside a small poolside water feature, creating a tranquil setting for relaxation.

Home in Ocean City

4.74 out of 5 average rating, 19 reviews

Point Break - 4BR Beach House Private Heated Pool

ToriRating, 5 stars5 months ago
We had a wonderful time at Point Break! The house was spotless, comfortable, and only a few steps from the beach! The back yard was the shining star of our stay; So peaceful we spent most of our free time there! As a foodie, I knew I was going to be cooking a lot, and I was pleasantly surprised at how well stocked the kitchen was. Pots/pans/cutting boards/knives/etc. made it feel like home! We’d like to thank Kristin for being such a gracious and generous host, and we’re hopeful to return to Point Break again in the future to make even more memories!

Condo rentals with a pool

Guest favorite
An aerial view of the bayside condo highlights multiple white buildings, with balconies facing the water. The outdoor pool is visible beside the docks, and parking areas surround the complex. The shoreline gently meets the bay, creating an inviting waterside setting.

Condo in Ocean City

4.82 out of 5 average rating, 57 reviews

Bayside Boaters' Paradise | Pool | Family Fun

SusanRating, 5 stars2 months ago
Beautiful view on the bay. Ally was very thorough & communicative throughout the process. Only thing that is kind of a bummer is that linens are not included. But other than that, I highly recommend Ally's condo.
Guest favorite
The modern kitchen features sleek stainless-steel appliances, including a refrigerator and microwave. A breakfast bar with four stools invites casual dining, while pendant lights above add subtle illumination. Wall art enhances the space, complemented by neutral colors and wood-style flooring.

Condo in Ocean View

4.89 out of 5 average rating, 9 reviews

Waterfront Condo With Olympic size swimming pool

DawnRating, 5 stars6 months ago
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!
Guest favorite
An indoor pool area is captured, featuring a circular pool with swimmers enjoying the water. Colorful banners hang from the ceiling, and large windows provide views of the outside. Lounge chairs surround the pool, adding to the inviting atmosphere.

Condo in Ocean City

4.86 out of 5 average rating, 83 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

BradleyRating, 5 stars1 month ago
Host was responsive and honest. Place was as described. Kids enjoyed the pool and arcade , as well as the mini theater. Thanks!
Guest favorite
The outdoor pool area is surrounded by a spacious deck and lounge chairs. Lush greenery provides a natural backdrop, enhancing the serene environment. Apartment buildings can be seen in the distance, contributing to the peaceful setting.

Condo in Milford

5 out of 5 average rating, 11 reviews

Cozy Condo

ArmandRating, 5 stars6 months ago
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.
Guest favorite
The image captures a community pool with clear blue water and a curved edge, surrounded by a spacious deck. Lounge chairs are arranged on the deck, and a few umbrellas provide shade. In the background, a three-story condo building is visible, framed by greenery.

Condo in Rehoboth Beach

4.96 out of 5 average rating, 93 reviews

Beautifully renovated 2BR 2BA Condo w/ pool!

ApurvaRating, 5 stars5 months ago
Enjoyable stay near the beaches and outlets. Clean living space with ample amenities including a nice pool. Host was friendly, accommodating, and prompt to respond to questions/requests.
Superhost
A spacious outdoor pool is surrounded by lounge chairs and umbrellas, with gentle waves lapping at the edge of the property. Nearby structures reflect a blend of pastel colors and architectural details, creating a relaxed resort atmosphere. The sky is clear, contributing to a bright and inviting scene.

Condo in Ocean City

4.7 out of 5 average rating, 30 reviews

OC's Only Private Resort

LauraRating, 5 stars4 months ago
Great place in a great spot! We enjoyed quiet mornings on the porch and being able to walk to nearby shops and restaurants with ease.
Superhost
A spacious outdoor pool is highlighted, surrounded by lounge chairs and with a scenic backdrop of clouds and blue sky. The pool area features multiple swim lanes, enhancing the inviting atmosphere of the gated community.

Condo in Ocean City

4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars5 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
Superhost
A private balcony is shown, featuring two black wicker chairs and a small table positioned on a tiled floor. The view overlooks a serene body of water, with greenery and landscaped buildings visible in the background.

Condo in Rehoboth Beach

4.86 out of 5 average rating, 79 reviews

Lovely Two bedroom condo with community pool.

LaurenRating, 5 stars3 months ago
Airui was a great host. Beautiful place, nice view, very close to stores and restaurants. Airui was very responsive and the apartment was super clean :)

Quick stats about vacation rentals with a pool in Lewes

  • Total rentals

    10 properties

  • Nightly prices starting at

    $110 before taxes and fees

  • Total number of reviews

    550 reviews

  • Family-friendly rentals

    10 properties are a good fit for families

  • Wifi availability

    10 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi, and Pool

Destinations to explore

  1. Airbnb
  2. United States
  3. Delaware
  4. Sussex County
  5. Lewes
  6. Rentals with pools