
Family-friendly vacation rentals in Dewey Beach
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Dewey Beach
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Dewey Beach family-friendly rentals
Family-friendly home rentals with a pool

Modern Beach Vibe - Rehoboth Beach
Brad’s place is fun, artsy, spacious and clean! Walked to downtown Rehobeth and beach in 10 mins. Great location with lots of restaurants and shops nearby. Would definitely stay here again!

Right on Silver Lake walk to beach!
This was our third stay in this cozy little place and it was as clean and comfortable as always. Enjoyed beautiful snowy views of the frozen lake. We really appreciate the fireplace this time of year. Looking forward to visiting again!

Coastal Beach Retreat: 3BR | Pool | Patio | W/D
Loved the place! Would be happy to visit again during the summer.. very close to the beach just a short drive, located on a one way highway just to note. Had the best time! Thank you!

OC, Md great amenities, near national park/beaches
Shawn and Terri’s air bnb went above and beyond my expectations! We decided not to stay on the beach this year but I didn’t realize that we’d still be right on the bay! There’s a peer overlooking the ocean that was just a five minute walk away. Not only that, but the community itself was private, peaceful, and had everything you could ever need to stay busy! There were two pools, ball courts, and playgrounds all walking distance. The residents were kind and welcoming. Assateague beach was a five minute drive away and restaurants only a ten minute drive! The main strip of ocean city was super close. The air bnb itself was clean and beautifully decorated. There were extra blankets, amenities, my son loved the cards and coloring books! All in all this was the perfect place to stay.

Dodd House Beach Home w/private pool and hot tub
Lynn & Brian were amazing Hosts! They were always responsive & available. They had plenty of things to do around the house & around town as well. The property was amazing & beautiful and was only a short little walk to the beach. I would highly recommend this place to all friends & family! Being pet friendly was an awesome addition as well!

Beautiful Beach House in Rehoboth
We had an amazing time staying at Autumn’s beautiful house! It was very spacious, clean and in a great location. It was a perfect place for us to stay for the running festival.

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.

Luxury Carriage House in Rehoboth Beach
Beautiful home in beautiful neighborhood! Kitchen was well-equipped. Convenient location was an easy walk to the town of Rehoboth. Linda was very responsive to our questions and at check-in she walked us through how to use the appliances.
Family-friendly home rentals with air conditioning

The Zephyr House - New custom home in Cape May
Great house and location. Easy walk to town (shops, restaurants, etc). House was clean and very comfortable. We very much enjoyed our stay!

Vintage 1929 Rehoboth Beach House
We had a wonderful stay. The location was fantastic for the kids to ride bikes on the boardwalk by themselves.

McAvoy B & B
Great spot, responsive host, overall great experience!

West OC Bayside Getaway w/ pool
House is in one of the best spots for easy in and out of inlet access to beach, shopping, and restaurants. Gives you an extremely personal, and private way to thoroughly enjoy beach life environment. Doug was absolutely amazing from start to finish. Hospitality beyond expectations, which made the stay that much more enjoyable.

Classic Central Rehoboth Beach Cottage
Great rental. The owner was quick to respond to questions and flexible with our needs. The home is conveniently located near shopping, restaurants and the beach and we were able to walk around town during our entire visit. The home itself is beautifully decorated and spacious with a newly upgraded and fully stocked kitchen and bathrooms. We loved our weekend getaway here and look forward to our next.

Clean, modern, close to beach!
The house was awesome! Great location - close to restaurants, stores, beach and boardwalk. Park your car and never drive again! Walk or bike anywhere in Dewey or Rehoboth. Private yard surrounded by tress and a fence. An incredible 2nd story screened in outside patio/porch that you can enjoy anytime of the day or night! Open kitchen and living room area. Don’t forget about the outside shower. The best place to be after a day at the beach! Philip and Michael were great host! We can’t wait to visit again!

IN-TOWN - WALK/BIKE/DRIVE TO BEACH/DINING & STORES
We had a great stay at Rhonda’s house. She’s an excellent communicator and instructions were very clear. We had a small issue and she responded right away she walked us through how to correct it. As for house it was very clean and updated. Plenty of space for 5 people. The beds were very comfortable (attested to by my 9 year old son). The location was great as it was less than a 10 minute walk to the Main Street with restaurants, coffee shops and stores.About a 20 -25 minute to the boardwalk. We did drive to the beach and my husband rode his bike but you could walk the 20-25 minutes. We would definitely stay here again on our next trip to Rehoboth.

Glennie's Place Quiet Historic Street/Town
Very nice spot to stay. Bonita was helpful and quick to respond. Highly recommend.
Family-friendly home rentals with Wifi

Bethany Beach 116 5th St Oceanblock
We were a group of 10 and spent Thanksgiving week with our kids and grandkids at Paul's place. The house was perfect with plenty of space, nice furnishings and comfortable beds. It was walkable to the beach, boardwalk and restaurants. The weather cooperated and we spent time walking, sitting and playing football on the beach. The kitchen was so well equipped with everything we needed to prepare Thanksgiving dinner. We appreciated the perfect place for our family to gather for Thanksgiving! Thanks Paul

Private pool, waterfront, kayaks, bikes, firepits!
We had the best trip at Golden Quarter Farm! The home was as described with so many amenities and comfortable for our group of 2 toddlers and 7 adults. We thoroughly enjoyed the grounds and spending time outside - the water views were serene, the trails were well marked (the swing was a hit) and there were many places to spread out and relax. All of the instructions were clear and Mary was communicative during our entire trip. I have stayed in quite a few AirBnB’s but this has been the only home that I would plan to go back to. You can tell that the home is well loved and taken care of and we are so grateful we had the opportunity to stay here and make many more beautiful memories.

Cozy Home at 109 Swedes St
Eileen’s place did not disappoint. It was as beautiful as the pictures. The kitchen was well appointed. We enjoyed the outdoors space. It was a great place for some rest and relaxation. Thank you Eileen for sharing you house with us and being a great host.

Seaside Getaway: Bethany Beach Charm
Great location with easy communication throughout the process.

3 BR 1st floor condo, near beach, resort community
Beth’s condo is in a great location within Bear Trap Dunes. It is the perfect spot for a Delaware golf trip. Very spacious unit with nice touches

122 Ocean Parkway, Ocean Pines, MD
The house is comfortable and perfect for a family with young adult children. The tub is amazing and livingroom furniture is so comfortable. The deck are great for relaxing and privacy. We can't wait to stay again sometime very soon!

Bethany Beach House - Walking Distance
Mike was a very friendly, responsive host with detailed email information and texts. He was great about responding back quickly regarding any questions we had. He was also generous in offering to extend the normal 10 am check out time to 5 pm! We found it very helpful that Mike and Lexi had labels on kitchen cabinets, drawers and light switches so we could easily find what we needed.

The Mar Shack by the Sea
Very nice family space. Nice area to play games or watch movies on the rainy days. Kathy was super helpful with parking and getting settled.
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- Assateague Island National Seashore
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