Holiday rentals with a pool in Sussex County

Find and book unique homes with a pool on Airbnb

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Popular amenities for Sussex County rentals with a pool

House rentals with a pool

Guest favourite
Home in Lewes
4.92 out of 5 average rating, 64 reviews

Baby friendly, walk to bakery, Lewes townhome

KyleRating, 5 stars1 day ago
Home was clean and as described, well stocked with essentials. Towels were a good quality. Thank you, we would stay again.
Top guest favourite
Home in Lewes
5 out of 5 average rating, 28 reviews

Fun in the sun?!? Yes, please!

EmilyRating, 5 stars1 week ago
We loved this house. First- I want to express how nice Kristin is. When we arrived early after a 9 hour drive she let us check in early and responded very rapidly to any inquiries I had. My kids spent hours playing with all the toys provided and the fenced in back yard was great for them to play in. The community pool was the cherry on top. We went every day and met some of the nicest neighbors! This area is very safe and convenient. 15 mins to Lewes beach, 20 to Rehoboth and 20 to Henlopen state park. My kids loved the Movie at Midway (10 min drive), the water parks (15 min drive) and Funland (20 mins) and a trampoline park (10 mins). The kitchen was fully stocked and had non stick pans that were NOT SCRATCHED! (That’s rare for Airbnb’s) We cooked every single night at home and lacked for nothing. I would rate this 100 stars if I could!
Top guest favourite
Home in Dagsboro
4.98 out of 5 average rating, 43 reviews

Beachy days and starry nights

BrianneRating, 5 stars4 weeks ago
My family and I had a wonderful stay and we highly recommend to everyone looking to stay in this area! The home was spotless, comfortable, and smartly decorated. The rooms and kitchen/dining area are spacious. We enjoyed relaxing in the sunroom, it’s truly peaceful and private. We didn’t get to use the firepit, but will be next time. The neighborhood was quiet—nice for relaxing after a day in the sun. There’s a pool/tennis court in the neighborhood that is super clean and you can walk to from the house. The home is ~15 minute drive from Bethany Beach and ~25 to Rehoboth Beach. Also, a super easy checkout which you don’t always find with vacation rentals! We’d definitely love to stay here again and plan to!!!!
Guest favourite
Home in Lewes
4.92 out of 5 average rating, 12 reviews

Lewes Crest Retreat - pool, bike trail access

TiffanyRating, 5 stars3 weeks ago
Wow, what a fantastic stay! From the moment we arrived, we knew we picked a winner. The accuracy of the listing was spot on, the photos truly captured the home’s lovely layout. All advertised amenities were not only present but also in perfect working order. We especially appreciated the comfortable beds, the spaciousness of the house, and how impeccably clean and well maintained everything was. The master bathroom, in particular, was a highlight! The location was convenient, and we loved the safe, pleasant neighborhood vibe, and having the pool and biking trail just a short walk away was a bonus! We had a wonderful time and would highly recommend this place to anyone. We’d definitely rent again!
Top guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 195 reviews

Beautiful Beach House in Rehoboth

RebeccaRating, 5 stars3 weeks ago
Had the absolute best time staying at this gem. The house is stunning and Autumn was a fantastic host! The house is spacious and open. It was exactly as described but better. We couldn’t have been happier. Will definitely be back!
Superhost
Home in Rehoboth Beach
4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

RobertRating, 5 stars10 months ago
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.
Superhost
Home in Rehoboth Beach
5 out of 5 average rating, 4 reviews

The Urban Condo @ Creekwood Reho

MatthewRating, 5 stars2 days ago
Ian was very responsive and proactive when we encountered an issue and had a technician onsite within an hour. We also greatly appreciated being able to check-in early. Condo was clean, close to shopping and restaurants and we enjoyed the pool! Would happily stay again.
Top guest favourite
Home in Rehoboth Beach
4.9 out of 5 average rating, 120 reviews

Luxury Carriage House in Rehoboth Beach

LoriRating, 5 stars3 weeks ago
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.

Apartment rentals with a pool

Top guest favourite
Apartment in Bethany Beach
4.93 out of 5 average rating, 299 reviews

Sea Colony Premier Family Resort

ReneeRating, 5 stars1 week ago
Great place to stay at Sea Colony. The place was very nice and looked just like the pictures, and the amenities at the resort were excellent. My husband loved the open pickleball play and we both liked the pools and tram. Great location between many beach towns and boardwalks.
Guest favourite
Apartment in Dewey Beach
4.96 out of 5 average rating, 136 reviews

Luxury water-view condo with high-end finishes

AlyssaRating, 5 stars2 weeks ago
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!
Top guest favourite
Apartment in Rehoboth Beach
4.99 out of 5 average rating, 130 reviews

Family Friendly Top Floor Condo Near Boardwalk

ShaneRating, 5 stars1 week ago
This was our first trip to Rehoboth Beach with two toddlers and this Airbnb was perfect. The location was very quiet, family friendly, and centrally located to many activities in the area. The first thing we noticed upon arrival was how clean the condo was. Theresa and Geri were incredibly thoughtful with offering bread/milk for our kids prior to arrival, as well as providing snacks, beach supplies, and gifts for our kids. Communication was excellent with clear instructions, lots of recommendations for food and activities, and making sure we had everything we needed to enjoy our stay. We could not ask for a better experience and would love to return!
Superhost
Apartment in Rehoboth Beach
4.89 out of 5 average rating, 147 reviews

Right on Silver Lake walk to the beach and town!

WilliamRating, 5 stars1 week ago
I can't say enough good things about Ana and this lovely condo. First things first, Ana as a host is everything you'd wish for- friendly, sincere, gracious, patient and very helpful! A week and a half before check-in, my sister had a specific question about parking in town so I asked Ana. She took the time to point me in the right direction and also suggested Salt Air for the kind of restaurant we wanted. And she was right! This condo is lovely, I've been going to turtle bridge for years so the proximity to the bridge and Silver Lake was wonderful. We are already daydreaming of when we'll come back. Nothing is more soothing than sitting with your morning tea and checking emails with the lake moving so close to you. We were able to go out and play badminton, walk to the market, walk into town and visit our old friends- just a dream. I even had to leave half a day early, unexpectedly- everything was smooth. I forgot to throw away my mouthwash bottle in the bathroom when leaving- sorry!
Guest favourite
Apartment in Lewes
4.97 out of 5 average rating, 193 reviews

Villa Del Sol, Beautiful stay near beaches/outlets

KristineRating, 5 stars5 days ago
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
Guest favourite
Apartment in Rehoboth Beach
4.89 out of 5 average rating, 121 reviews

Salt Air Retreat - Rehoboth Beach

MeganRating, 5 stars3 weeks ago
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.
Top guest favourite
Apartment in Rehoboth Beach
4.95 out of 5 average rating, 115 reviews

Beach Perfect Getaway: 2-Bedroom Apartment

NormRating, 5 stars1 week ago
Florian's place in Rehoboth was great. Pictures perfectly show the apartment. Spotlessly clean! Although it is not in town, the place is close to the outlets, grocery stores and restaurants, and is a short drive to town and the beach. The unit is really comfortable, and has all the kitchen amenities one needs for a stay there. The grounds of the condo are really nice - surrounded by woods, and it is very quiet. Would definitely recommend it!
Guest favourite
Apartment in Lewes
4.95 out of 5 average rating, 61 reviews

Shore Fun Condo in Lewes with pool, close to beach

PeterRating, 5 stars2 weeks ago
Great spot. Host was wonderful. Slept 6 easily. Nice location just off of main drag. Everything was clean and well taken of. Would recommend for sure! Thanks!

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