Family-friendly holiday rentals in Dewey Beach

We appreciated your quick responses and helpful recommendations. Staying with Beth was a pleasure. The location was perfect, the home was cozy and Beth was always available to answer our questions. Highly recommended!”

Beautiful, clean home that was perfect for vacation for family of 7. Great location with lots to do. We took advantage of the fitness facility, pool, beach, pickle ball, playground, community grills, tram and Sea Colony shops. Caroline was extremely easy to communicate with as she was highly responsive and proactive in providing helpful information. Would definitely recommend.

We loved Raj’s place! We have two young children and his place was fully equipped to entertain them with books, toys, etc. Best Airbnb we have stayed in so far 😊

We loved staying at Adair’s place. Her home was as pictured and very comfortable for our group of 3. It is beautifully decorated and the location is peaceful and convenient to the bike trail, restaurants and an easy walk to downtown Rehoboth. We had one item in need of repair and Adair responded right away. We highly recommend her place and hope to stay there again.

Don was a great host. From the moment I arrived my dog Dizzie and I felt like valued guests. Don provided some great recommendations for things to do locally, and was always available if anything came up. The space was very clean and I could tell Don put a lot of effort into creating and maintaining it.

Better view than the pic shows! The private beach was clean and very close to the condo. Rentable chairs and umbrellas available on the beach. There are 2 chairs and umbrellas in the condo to use. Some of the furnishings could use a freshen-up. Mattress was excellent and we are picky! The place was very clean upon arrival and the owner was very responsive to any questions we had! Bethany Beach Boardwalk is less than a mile and a delightful treat with great restaurants and shops along with beach access- something we did not expect and thoroughly enjoyed!

Sherri’s place is awesome and the community and surroundings are beautiful. The kitchen is furnished with everything you need for cooking. The deck is such a plus, with the view of the pond and the ducks, as well as the private little beach. The community is very friendly and walkable, and the different options for pools were very fun for us to explore. Taking walks in the morning was amazing. It is very close to Bethany “downtown” and 6 min drive to the beach. You can also walk or take the tram. I had a great time with my kids and would definitely recommend and come back!

We loved staying in Laura's home for a friends weekend. There was plenty of room for everyone to have some privacy and different spaces to hang out. The beach and town were walkable so we didn't have to move our car at all over the weekend. We would definitely stay here again.

We loved our stay! The house was beautiful with lots of space and exceptionally well stocked. The pictures really don’t do it justice. We spent a lot of time on the very comfortable screened in porch. A few nice surprises: the water pressure was fantastic, the washer and dryer are huge, and there was ample fridge space upstairs and a second one on the first floor. Paul was also very responsive during our stay and very nice! We’d love to come back again!

No words to describe this beautiful home, peaceful surroundings, great location. We like privacy when we travel and we had that and more at Liz’s home. She was a pleasure to deal with and gave us recommendations for things to do, places to eat. Watching the deer each night in the yard made my 94 year old mother very happy. The house was perfect for her and my pup was very comfortable as well. Who provides couch covers for pets? Greatly appreciated and not something you see very often when renting. Lewis is a beautiful town and Liz was right when recommending October as a perfect month to visit. We were experiencing some family medical issues and coming back to the house each day gave us a sense of calm and peace. Hope to visit again next fall.

Beautiful spot! Great location, close to all the happenings of Ocean City, but peaceful and quiet at the house…perfect set up. Great neighborhood. The house is beautiful, all the beds very comfortable. The back deck is gorgeous, thoroughly enjoyed that space and taking the kayaks out on the canal! It’s worth bringing your own linens and towels, we packed everything into a large tote and it worked out perfectly. Very responsive and friendly host! We had a great time here and plan to return. Highly recommend!

Jacki's home was so lovely and perfect for a weekend getaway with some friends. We brought our dog who absolutely loved the fenced-in yard and extra loved the mountain of toys stocked in the house!

Comfy cottage nicely decorated. Comfortable bed and furniture. Close to everything and the host was great.

We came for peace and quiet, and Julie's place delivered! We came to see the Assateague horses, and just relaxation, and we were totally happy here in Ocean Pines. Our private ground floor of a beautiful house at the end of the lagoon, was in a perfect location to get to Ocean City and Assateague easily. Julie gives a lot of information in her listing, and everything was just the way she described. Checking in and out was seamless. We had a wonderful time relaxing in Julie's hideaway at the lagoon. We loved it!

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.

This was our second time staying at Frank and Dayle's. Their place is perfectly located, just a few minutes walk to the beach or to the shops and restaurants in town. The bike trail and tennis courts are also close by. The house was clean, welcoming, and comfortable for our family of four, including parents and two young adults. Our son was able to work remotely and found the enclosed porch provided a perfect work space. WiFi was also excellent. Frank and Dayle are responsive and helpful hosts. Our family have stayed in close to two dozen Airbnbs and I would rank Ebb and Flow beach house as one of the best!

We had a great time for a girl's weekend and will return. The house was spacious and close to the beach, stores and restaurants. We enjoyed the outdoor patio on the third floor to relax. It's a comfortable home, tucked away in a quiet and very friendly neighborhood but close to everything you need. Very enjoyable!

We had a great stay at this house! It was clean, comfortable, and had everything we needed. The location was peaceful but still close enough to drive to restaurants, shops, and local attractions. Would definitely stay here again!

We had such a fantastic stay at Adam’s place! The house is incredibly spacious, clean, and comfortable — it truly felt like a home away from home. Every room was spotless, and you can tell Adam takes great care of the property. We especially appreciated how easy everything was — from finding the location to parking right out front. The location is amazing — just a short drive to the beach, which made it super convenient for our daily outings. It’s also close to great local restaurants and cafes, so we never had to go far for good food. Adam was a wonderful host. He replied to all of our messages almost instantly and was very helpful with any questions we had. Communication was smooth and easy the entire time. Overall, we couldn’t have asked for a better stay. Whether you’re visiting the area for a beach vacation or just looking for a relaxing getaway, this place is perfect. We would definitely come back again. Strongly recommend to anyone looking for a great place to stay!

Location was excellent right on the beach with a beautiful view of the ocean. The property was easy to find and the security guard at the front desk was super helpful getting us squared away with anything we needed. The condo had great amenities including a nice big fridge and stove, not to mention it has cable television for when you are relaxing (most Airbnb's do not offer this). 5/5 stars for everything except the bed (I am used to a firm bed and this one was beyond soft). We would absolutely stay here again though and I highly suggest this place for a nice getaway. Thanks, Natallia, for being a great host!

⭐️⭐️⭐️⭐️⭐️ A Perfect Beach Getaway for Families This condo was absolutely beautiful and spacious—perfect for our group of 8 (two families). The location couldn’t be better: right on the beach and within walking distance to many shops, restaurants, and attractions. We loved waking up early to catch the sunrise with our little ones, such a peaceful and unforgettable part of our trip! The condo had everything we needed to feel right at home, and we were all very comfortable throughout our stay. We would definitely come back and highly recommend this place to other families looking for a relaxing and convenient stay in Ocean City!

Our family had a wonderful time exploring and enjoying the area. It was nice to have a clean, comfortable space to come back to. It have everything we needed to cook, we enjoyed the games, and we especially enjoyed the back porch room. I read and had my coffee in there every morning. We really enjoyed our stay and were very happy with our accommodations.

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.

We had a delightful Memorial Day weekend at Louis and Luke’s Airbnb in Rehoboth. The condo was spacious and very well appointed with everything we needed. It was also impeccably clean! The location is extremely convenient - just a short ride to the town, the beach, and the outlets (and even walkable). If you sit on the balcony, be sure to look down at the pond where you can enjoy watching the turtles. Louis and Luke were great to work with and their communication was timely and very helpful. We strongly recommend this condo, and we will hope to be able to stay there the next time we’re in Rehoboth!