Vacation rentals with a pool in Delmarva Peninsula

Find and book unique homes with a pool on Airbnb

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Popular amenities for Delmarva Peninsula rentals with a pool

House rentals with a pool

Superhost
Home in Montross
4.92 out of 5 average rating, 208 reviews

The Glebe

KristinaRating, 5 stars3 weeks ago
We had such a wonderful stay! The house was beautiful, peaceful, and had everything we needed for a relaxing getaway. The layout was perfect for spending quality time together while still giving everyone space to unwind. Private beach access made it even more special—we made great memories, met some lovely neighbors, and even had a chance to paddle board and spot a stingray! Huge shout-out to Leigh, our amazing host—so thoughtful, responsive, and kind. We’re so grateful for the experience and would absolutely stay here again. Highly recommend!
Guest favorite
Home in Adamstown
4.96 out of 5 average rating, 107 reviews

Wizard's Escape | Sleep15+ | Pool | 2 EscapeRooms

KyleRating, 5 stars1 week ago
Was a wonderful immersive experience. We enjoyed dining and playing board games in the great hall. The escape rooms were very well done. I was skeptical on how it would go without a game master, even had some nice surprise moments. Looking forward to staying again. Kids were upset we weren't staying all week.
Top guest favorite
Home in Villas
4.99 out of 5 average rating, 132 reviews

Hot Tub Backyard Oasis, Private Beach, Local Pool

SeanRating, 5 stars6 days ago
We absolutely loved this house! Heather and Andrew were fantastic hosts friendly, responsive, and helpful. They answered all of our questions promptly and gave an excellent recommendations. The outdoor space was great and it helped to keep the kids entertained even when the weather didn’t cooperate. The house itself was spotless, well maintained, and felt very welcoming. We would definitely stay here again and highly recommend it to anyone looking for a relaxing and family friendly beach getaway!
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.
Guest favorite
Home in Cobbs Creek
4.98 out of 5 average rating, 156 reviews

Blue Heron WaterSide

DeborahRating, 5 stars2 weeks ago
Of my many Airbnb stays, Laura’s comes up with the very best. Her home is lovely, inside and out, with a lot of fun activities to choose from. Located on a beautiful creek opening to wide water gave us a chance to explore in her kayaks and paddle board. Rainy weather meant indoor board games, reading etc on the beautiful protected porch. The kitchen had all sorts of amenities for cooking. Plenty of bedrooms for sleeping in the peaceful atmosphere. I can’t wait to return there!
Guest favorite
Home in Montross
4.99 out of 5 average rating, 156 reviews

Beach Please! River cottage w/private beach & dock

LisaRating, 5 stars2 weeks ago
Our family had beautiful weather on our vacation! Everything was as described, Mary & Shelly thought of everything. We would highly recommend.
Guest favorite
Home in Perry Hall
4.99 out of 5 average rating, 100 reviews

Gunpowder Retreat

MaryRating, 5 stars2 weeks ago
This home was spotlessly clean and looks just like the photos. The beds were comfortable and there was plenty of room and seating for watching movies. The showers and bathrooms were great, and it was nice to be able to do laundry. We used the pool towels provided. The kitchen was stocked with basic items - there is a keurig coffee pot only and they provide pods which was nice. A few things we didn’t realize: the driveway is very steep and we scraped our van trying to go down the first time - you need to go in at a certain angle. The noise alarms are very sensitive and it went off when we were watching a family movie, and we had to answer a text from Tanya. This was honestly a bit annoying. We enjoyed the pool and hot tub! When the jets were turned on, the hot tub become filled with much foam from all the chlorine so we didn’t turn the jets on anymore. We hiked from the house into the state park and did a 5 mile loop, which was very convenient.
Guest favorite
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars10 months ago
This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.

Condo rentals with a pool

Top guest favorite
Condo 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 favorite
Condo in Ocean City
4.9 out of 5 average rating, 152 reviews

Beach Paradise 202-Downtown Luxury Condo Bay View

JustinRating, 5 stars3 weeks ago
Bao was prompt at responding to questions. The home was immaculately clean and much more spacious than appeared in the photos. The price was worth what we paid. My family and I were quite comfortable and we appreciated the starter items included with the rental. There were ample cooking utensils and the appliances were clean and in excellent condition. We travelled from out of state and brought a suitcase with our own linen. Not ideal, but this was a much more financially prudent option than paying the linen providers $190.00 for sheets and towels. Overall, we thoroughly enjoyed our stay at Bao’s rental. We were close to restaurants and the beach and had a view of the water. We highly recommend this property.
Superhost
Condo 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 favorite
Condo in Ocean City
4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

JasonRating, 5 stars1 month ago
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.
Top guest favorite
Condo 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!
Superhost
Condo in Ocean City
4.87 out of 5 average rating, 199 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

VeronicaRating, 5 stars3 days ago
Lisa was an amazing host. My mother and I had a wonderful OCMD experience! Lisa was so kind and kept in touch throughout our visit. Thank you! We will be visiting again! 😊
Guest favorite
Condo in Rehoboth Beach
4.84 out of 5 average rating, 112 reviews

2b 2b condo! 2 master bedrooms! rehoboth beach

CynthiaRating, 5 stars1 week ago
I had such a great experience staying at this Airbnb — one of the best I’ve ever booked! The space was super clean, well-organized, and felt really welcoming from the moment I arrived. There were extra blankets and pillows in the closet, which was a thoughtful touch, and I was greeted with a cute goodie basket full of snacks and essentials — such a nice surprise! The two bedrooms were spacious and cozy, perfect for relaxing after a long day. The entire place felt comfortable and well-kept, and the kitchen had everything I needed. The pool was definitely a highlight — clean, peaceful, and perfect for a quick dip or just lounging. Overall, this was an amazing stay. I’d absolutely come back and highly recommend it to anyone looking for a clean, cozy, and relaxing place!
Guest favorite
Condo in Rehoboth Beach
4.96 out of 5 average rating, 113 reviews

Modern 2BR/2BA – Beach Pass + Bikes, 5 Min Drive

ShahlaRating, 5 stars2 weeks ago
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!)

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