Holiday rentals with a pool in Rehoboth Beach

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Popular amenities for Rehoboth Beach rentals with a pool

House rentals with a pool

Guest favourite
Home in Selbyville
5 out of 5 average rating, 5 reviews

Dogs Welcome | Fireplace l Nature Trails| Gym

AmyRating, 5 stars6 months ago
My family and I enjoyed our stay in Delaware! The home was clean, beautiful, and just as described. Serena was easy to work with and very responsive. With the pool, access to the bay, walkable neighborhood, and close proximity to restaurants and the beach, we would love to stay here again!!
Guest favourite
Home in Cape May
4.98 out of 5 average rating, 51 reviews

Cape May Modern with Heated Pool/Porch Sleeps 16!

JackieRating, 5 stars3 days ago
Our large group stayed for a long weekend and the house was wonderful! Plenty of space for everyone and we loved how close it was to everything we had planned in Cape May. The house is so beautifully decorated, well kept, and cozy — especially with the fireplace in the evening and even the heater on the front porch. The long driveway and street parking was awesome, as parking in other areas can be tricky to accommodate multiple vehicles with ease. We would definitely stay again!
Superhost
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!
Superhost
Home in Ocean City
4.81 out of 5 average rating, 52 reviews

Amazing Large 4 Bedroom West OC Town House, Pool!

CarlaRating, 5 stars3 months ago
My family and I enjoyed our stay. We didn’t want to leave. The location was excellent. It was close to boardwalk, restaurants and the outlet mall. I loved not having to drive far to places. We will be back.
Guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 71 reviews

Spacious Living in Rehoboth, with a Pool

SaraRating, 5 stars3 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!
Superhost
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!
Guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 47 reviews

Charming 4bd beach house- Private pool in BayVista

CarolRating, 5 stars2 weeks ago
We had the perfect weekend getaway! The house is absolutely amazing and Danielle doesn’t miss a single detail! Perfect location so close to everything. We’ll definitely be back to stay again!!
Guest favourite
Home in Milton
4.91 out of 5 average rating, 34 reviews

*Serenity Now! Beach & Pool* Summer '25 Dates Open

AmieRating, 5 stars1 month ago
Beautiful home with plenty of space. The home had many extra amenities including lots of blankets, sheets, and pillows, coffee, spices, shampoo, games and puzzles. The property was beautiful. I’m sure the pool area would be great in the summer. The garage was filled with pool tubes as well. The neighborhood is quiet but close to restaurants, the beach, and more. Melissa was very responsive and helpful.

Condo rentals with a pool

Guest favourite
Condo in Ocean City
4.82 out of 5 average rating, 57 reviews

Bayside Boaters' Paradise | Pool | Family Fun

SusanRating, 5 stars3 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 favourite
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 favourite
Condo in Ocean City
4.85 out of 5 average rating, 85 reviews

Ocean View Condo W/ Indoor and Outdoor Pool

NatalieRating, 5 stars1 week ago
We had a great time. We felt very comfortable and were able to spend a lot of time as a family.
Guest favourite
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 favourite
Condo in Rehoboth Beach
4.96 out of 5 average rating, 93 reviews

Beautifully renovated 2BR 2BA Condo w/ pool!

ApurvaRating, 5 stars6 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
Condo in Ocean City
4.69 out of 5 average rating, 29 reviews

OC's Only Private Resort

LauraRating, 5 stars5 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
Condo in Ocean City
4.77 out of 5 average rating, 13 reviews

Paradise At Sunset Island In OC

JaniceRating, 5 stars6 months ago
We love staying at Sunset Island. This is the first time in a condo and it was perfect!
Superhost
Condo in Rehoboth Beach
4.86 out of 5 average rating, 79 reviews

Lovely Two bedroom condo with community pool.

LaurenRating, 5 stars4 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 holiday rentals with a pool in Rehoboth Beach

  • Total rentals

    500 properties

  • Nightly prices starting at

    $16 AUD before taxes and fees

  • Total number of reviews

    16K reviews

  • Family-friendly rentals

    430 properties are a good fit for families

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with dedicated workspaces

    290 properties have a dedicated workspace

Destinations to explore