
Vacation rentals with a pool in Lewes
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Top-rated rentals with a pool in Lewes
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Popular amenities for Lewes rentals with a pool
House rentals with a pool

Hot Tub Backyard Oasis! Private Beach, Local Pool
Had a wonderful stay at Heather’s place! The home was super clean, well-organized, and had everything we needed for a comfortable weekend. Every space—from the bedrooms and bathrooms to the living room and kitchen—was thoughtfully maintained and cozy. The hot tub was definitely a highlight! Heather was also incredibly responsive and helpful throughout our stay. Would absolutely stay here again. Highly recommend!

Turtle Cottage by the Bay
We had an excellent stay at Joseph's place! The location, in a small gated community, surrounded by trees was exceptionally peaceful and the others in the neighborhood offered friendly waves whenever we passed. The cottage was extremely cozy (two sets of comfortable sofas, a comfortable bed) and expertly equipped (i.e. full set of cookware, can opener, orange juice and creamer) and thoughtfully designed (washer dryer, front porch with chairs, fire pit in back). The extra, extra plus for us was that we could bring our dog. The location is ideal 20 mins from Lewes, 25 minutes from Rehobeth, and 40 minutes from Bethany Beach - tons to explore, especially outdoors. Joseph was very proactive (gate instructions in advance, for example) and responsive (friendly tone, responded within minutes to each question). Would recommend highly and without reservations!

Cape Shores Luxury - NEW Pool, Beach, Pier, Park!
We had an absolutely wonderful stay in Mike’s home in Lewes. From the moment we booked, Mike went above and beyond with clear and thoughtful instructions, and his recommendations for local amenities and town highlights were incredibly helpful. The house itself was spotless, cozy, and truly felt like a home away from home. I’ve honestly never slept better—everything about the space made us feel instantly comfortable and relaxed. Mike also stocked the house with so many thoughtful touches that made our stay even easier: cleaning supplies, basic cooking essentials like oils and spices, plenty of paper products, and even Pyrex storage containers. These were meaningful extras that made a big difference. I cannot wait to stay here again—it was a perfect getaway in every sense!

Beautiful Beach House in Rehoboth
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!

A Wave from it All - Beach, Bike Trail & Shopping
Kristina’s place is fabulous . We were a group of adults and kids and every age group approved the place . From the kitchen to the bedrooms and play area; everything was perfect for a weekend gateway . Close-by to beaches , lovely restaurants and there is a beautiful walking/ biking trail right next door. She was flexible in terms of checkout and always proactive with her communication. Definitely recommend and would love to come back to stay here.

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.

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.

Cheerful 3-Bedroom Home in Rehoboth Beach
Perfect place to stay in Rehoboth! I felt it was much easier to get around the beach town from the location of this house.
Condo rentals with a pool

Family Friendly Top Floor Condo Near Boardwalk
A Perfect Rehoboth Beach Getaway – Thank You, Theresa! Our stay at Theresa’s home in Rehoboth Beach was absolutely phenomenal from start to finish. The house is pristine, beautifully decorated, and incredibly comfortable — every corner felt like it was designed with care and intention. One of the highlights? Theresa’s incredible hospitality. She had welcome goodie bags waiting for us, and the fridge was thoughtfully stocked with breakfast yogurts and other essentials — such a warm and generous touch that made us feel right at home the moment we walked in. The home itself is spacious, spotless, and perfectly equipped with everything we needed — from high-quality linens to a fully stocked kitchen. We especially loved relaxing in the cozy living space after a day at the beach, which is just a short drive or bike ride away. Theresa was an outstanding host: responsive, kind, and genuinely invested in making our stay unforgettable. Her attention to detail and personal touches made thi

Cozy Condo on Silver Lake - Walk to the beach!
We have two elementary aged kids and the location was perfect for us - we were next to the pool, and two playgrounds and the basketball and tennis courts were a few minutes walk away. We enjoyed the wildlife and quiet but were able to go into town and visit the boardwalk easily. Thank you for a lovely stay Sue!

Right on Silver Lake walk to the beach and town!
Pleasant surroundings, nice quiet location with lovely view. The well equipped kitchen went mostly unused due to myriad eateries within walking distance. Parked our vehicle and chose not to, and never needed to use it during our stay. Oh, and if you're into turtles the Turtle Bridge is aptly named. Good experience overall, would happily stay again.

Cozy condo, 3 pools, and 4 beds in Rehoboth Beach
We had a wonderful time at Timothy's Airbnb in Rehoboth. The location was amazing and the home was clean and comfortable. Our host was very friendly and responsive.

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool
Beautifully updated condo with great views. Host was very responsive. The unit was nice an clean and fully stocked with everything you needed including a very nice coffee maker! The master bedroom does get a little hotter than the rest of the unit but the view with floor to ceiling windows is worth making the rest of the unit a little chilly to compensate. I would definitely recommend this place!

Renovated Condo Near Outlets, 3.5 Miles to Beach
The condo was easy to find and easily accessible!! The location is a short drive from the beach and very quiet!! We loved that the balcony was enclosed by a screen to help minimize the bugs and heat; There were plenty of utensils and cookware to assist you with cooking during your stay. Overall, Our stay was enjoyable and We would recommend this booking to our friends and family. We look forward to booking again!!

2 Bedroom Condo Rehoboth Beach w/ No Chores
The host was kind and extremely helpful. The space was exactly as described and we enjoyed our stay. I definitely recommend.

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive
We had a perfect stay at Jonathan’s place. Very clean & nicely decorated condo in a quiet, relaxed location which is an easy drive to Rehoboth. Comfortable beds. Convenient to the bike trail which we rode to Lewes & Cape Henlopen. I just found the single-gear bike was very hard to peddle so I’d recommend you plan on renting a newer one if you want to enjoy your ride (unless, of course, you want a challenging workout!)
Quick stats about vacation rentals with a pool in Lewes
Total rentals
10 properties
Nightly prices starting at
G$25,105 GYD before taxes and fees
Total number of reviews
530 reviews
Family-friendly rentals
10 properties are a good fit for families
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Ocean City Beach
- Broadkill Beach
- Fortescue Beach
- Assateague Island National Seashore
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- Mile Beach
- Higbee Beach
- Poverty Beach
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- Northside Park
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