Family-friendly vacation rentals in Dewey Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Dewey Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
A cozy bedroom features a spacious bed with neutral bedding and two pillows. Natural light enters through two windows fitted with blinds. A small lamp sits on a nightstand, enhancing the room’s functionality. A blanket is neatly folded at the foot of the bed.
Condo in Bethany Beach
4.93 out of 5 average rating, 296 reviews

Sea Colony Premier Family Resort

DioneRating, 5 stars7 months ago
As always, Marie's condo was in immaculate condition. Great location to South Bethany and Bethany Beach. We always enjoy staying there.
Guest favorite
Home in Dewey Beach
4.96 out of 5 average rating, 164 reviews

McAvoy B & B

JaimeeRating, 5 stars2 weeks ago
Great spot, responsive host, overall great experience!
Guest favorite
Apartment in Bethany Beach
4.87 out of 5 average rating, 135 reviews

Sea Colony Beach And Tennis Resort

DahliaRating, 5 stars8 months ago
We really loved our stay, so much so that we're already talking about returning next year! The owners were super communicative and helpful, the place was perfect for our family of four, the location across from a great pool and tennis courts could not be beat, parking was easy, and everything was clean and clearly marked. The loft was perfect for my 7yo, and my 3yo has probably never slept better. The washer/dryer were great and came in really handy, and having two bathtubs was really great for bathing two kids at once. The two different porches are a really lovely touch, and all the beds were comfortable and bath towels plentiful. Truly can't say enough good about it!
Superhost
A view of well-maintained tennis courts is presented, featuring several players engaged in matches. The courts are surrounded by lush green trees and nearby buildings. A parking area is visible in the foreground, showcasing multiple vehicles and designated parking spaces.
Condo in Bethany Beach
4.89 out of 5 average rating, 173 reviews

Beautiful Beach-View Condo

TaraRating, 5 stars7 months ago
We had a fabulous time at Raj's condo. The view is amazing, the kitchen fully stocked making meal prep like being at home, the beds were comfortable, and the condo has a great layout. Note the pool closest to the condo is not open after Labor Day. There is, however, another pool open a few buildings away you are able to use. We walked to the center of town several times for dinner (walk is about 15min). We also had a great time at restaurants right across the street that had live music and amazing seafood. I would definitely return to Raj's condo.
Guest favorite
Villa in Ocean View
4.89 out of 5 average rating, 148 reviews

3 BR 1st floor condo, near beach, resort community

ChrisRating, 5 stars2 weeks ago
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
Superhost
A spacious living area features stylish seating options, including a comfortable sofa, recliner, and coffee table. Soft lighting is provided by side lamps, with natural light streaming in through large windows overlooking greenery. A doorway leads to a serene bedroom visible in the background.
Apartment in Ocean View
4.64 out of 5 average rating, 87 reviews

Fun, Sun and Water 2br upstairs apt

AndrewRating, 5 stars9 months ago
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.
Superhost
The bathroom features light blue walls and white cabinetry. A single sink is accompanied by a mirror and overhead lighting. Shelves hold decorative items, including a colorful artwork with surfboards. A toilet is positioned adjacent to the sink area, maintaining a clean and functional design.
Condo in Bethany Beach
4.88 out of 5 average rating, 120 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

JohnRating, 5 stars7 months ago
Sea Colony is a beautiful resort in Bethany Beach. We were looking for a beach experience, so we didn't participate in the various activities - tennis! There is a fee of $55 per person on top of the AirBnB fee but there is much to offer for this fee. It is due when you check in. The unit has a balcony with a view of the beach. The bath has a tub which needs a bath mat to avoid slipping. Since the weather was perfect we didn't spend much time in the unit. Be sure to bring towels, wash cloths and linens. Kitchen has both K-cup and drip coffee makers.
Superhost
The exterior of the house features a steeply pitched roof with wooden siding and large windows. A red accent highlights the gabled entrance. A chimney is visible rising from the roof, surrounded by green foliage, under a clear blue sky.
Home in Berlin
4.8 out of 5 average rating, 5 reviews

Quiet Retreat near Assateague Main House

ZacharyRating, 5 stars45 months ago
What a truly incredible place and host! I can’t say enough about Kate’s responsiveness and the incredible space. We loved it and hope to be back again!

Family- and pet-friendly home rentals

Top guest favorite
A spacious backyard is presented, featuring well-maintained green grass and a large tree casting shade. Surrounding shrubbery adds privacy, while a wooden deck is visible in the foreground, creating a welcoming entry to this outdoor space.
Home in Lewes
4.96 out of 5 average rating, 123 reviews

Lewes, Delaware Beach Get Away

CarmellaRating, 5 stars6 months ago
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.
Guest favorite
Home in Ocean City
4.94 out of 5 average rating, 251 reviews

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

CassieRating, 5 stars2 weeks ago
We had a wonderful stay! The house is conveniently located close to everything we needed- shops, restaurants, and attractions, especially the huge playground park just a short drive away. The space was clean, cozy, and very comfortable. I especially appreciated how family-friendly the home was. They had a crib already set up for our 9-month-old, which made things so much easier for us. We felt right at home and would definitely come back again!
Guest favorite
A cozy cottage is framed by vibrant green trees and shrubs, with a wooden deck featuring railings at the front. A patch of colorful flowers is visible near the base of the structure, enhancing the welcoming atmosphere of the home.
Cottage in Lewes
4.87 out of 5 average rating, 200 reviews

BnB’s Dog-Friendly Cottage

SharronRating, 5 stars1 week ago
Jacki’s place was very homey and comfortable. The place was very clean, quiet and had all the amenities one would need. She was also very responsive to any questions. I would highly recommend a stay in her little cottage.
Guest favorite
A cozy living area features a white couch and two accent chairs with a leaf pattern. A glass coffee table sits on a woven area rug. Large sliding doors provide a view of the outdoor patio, framed by greenery and water, enhancing the space's natural light.
Guest suite in Ocean Pines
4.95 out of 5 average rating, 375 reviews

Stunning private waterfront suite

Mr. KellyRating, 5 stars1 week ago
I am extremely pleased with my stay including the host. What a lovely quaint charming clean and beautiful place. I will absolutely look forward to another stay at this Awsome place. #Extremely satisfied!!!! A+ A+ A+
Guest favorite
A spacious two-story home is depicted, featuring a combination of white siding and dark shingles. A covered porch with seating is visible in the front, and a garage door faces the driveway. Lush greenery and landscaping surround the exterior, creating a welcoming entrance.
Home in Rehoboth Beach
4.87 out of 5 average rating, 229 reviews

Dodd House Beach Home w/private pool and hot tub

MorganRating, 5 starstoday
Lynn and Brian’s house was amazing. It was perfect for our large group! The house had everything we needed and more. The hot tub and outdoor area were a huge plus! The house was very clean and they supplied us with sheets and towels which was a huge help. Brian was very responsive and super easy to communicate with. Couldn’t have asked for a better house or hosts!
Top guest favorite
A wooden deck is featured with white Adirondack chairs facing a small garden area. A dog walks across the deck towards a quaint shed with a circular window. Lush greenery surrounds the space, highlighting the natural setting.
Guesthouse in West Cape May
4.96 out of 5 average rating, 175 reviews

Dog Friendly Cape May Cottage

SarahRating, 5 stars3 months ago
We had a wonderful weekend. The space was clean and just like the photos. The neighborhood was quiet-but close to restaurants& shopping. Mike was super responsive&friendly& the space was great for our dog.
Guest favorite
A fenced backyard features a small tree with budding leaves, bordered by well-maintained lawn. Potted plants are arranged near a stone patio, which holds a set of black iron furniture beneath a screened porch, providing a serene outdoor dining space.
Home in Rehoboth Beach
4.9 out of 5 average rating, 117 reviews

Luxury Carriage House in Rehoboth Beach

TerryRating, 5 stars7 months ago
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.
Superhost
An open living area features a cozy seating arrangement and a television. A dining table with several white chairs is positioned near large windows, allowing natural light to illuminate the space. The kitchen area, equipped with wooden cabinets and appliances, is visible in the background.
Cottage in West Cape May
4.87 out of 5 average rating, 144 reviews

Sunshine Cottage ~ Pet Friendly & Great Location!

robinRating, 5 stars6 months ago
Olivia was extremely helpful and responded quickly. The cottage was so cozy and comfortable and in a great location. I also loved the use of the bikes. We had a wonderful stay and plan on returning.

Family-friendly home rentals with a pool

Top guest favorite
Townhouse in Rehoboth Beach
4.94 out of 5 average rating, 175 reviews

Modern Beach Vibe - Rehoboth Beach

JonahRating, 5 stars2 weeks ago
great location close to everything we wanted to do..clean, well equipped and we'll maintained
Superhost
A shaded park area is presented, featuring a wooden gazebo and a playground. The playground includes blue slides and climbing structures set among lush green grass and trees. Picnic tables are located nearby, inviting outdoor gatherings.
Condo in Rehoboth Beach
4.79 out of 5 average rating, 285 reviews

Right on Silver Lake walk to beach!

NancyRating, 5 stars3 months ago
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!
Guest favorite
The living area is furnished with a couch, loveseat, and chair, arranged around a coffee table on a colorful area rug. A flat-screen TV is mounted on the wall, and natural light is provided by windows with sheer curtains. Decorative lamps and art pieces enhance the space.
Condo in Rehoboth Beach
4.88 out of 5 average rating, 115 reviews

Coastal Beach Retreat: 3BR | Pool | Patio | W/D

TaylorRating, 5 stars7 months ago
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!
Guest favorite
A private pool is surrounded by a paved patio, providing spacious outdoor lounging areas. Two vibrant green chairs are positioned beside the water, with gently swaying plants creating a relaxing ambiance.
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
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.
Superhost
A playground area features a play structure with two green slides and a covered top, situated on a soft ground surface. Surrounding the playground are grassy areas and a few trees, providing a natural setting for outdoor activities.
Townhouse in Bethany Beach
4.82 out of 5 average rating, 77 reviews

Bethany beach 2 bedroom townhouse

AmyRating, 5 stars8 months ago
The setting was very peaceful - surrounded by tall pine trees with lots of space between buildings, which is rare for a beach community. The kitchen and furnishings were a bit older but worked just fine for our beach week. Very convenient to the pool and tennis courts. The parking pass for beach parking was very helpful though we also took the trolley and walked to town once. The screened-in porch is lovely.
Guest favorite
A brightly colored playground structure features a climbing frame with a slide and a spiral slide. Sturdy metal steps lead up to the play area, which includes climbing elements and various interactive panels. The surrounding ground is covered with soft mulch.
Home in Berlin
4.79 out of 5 average rating, 192 reviews

OC, Md great amenities, near national park/beaches

EmilyRating, 5 stars7 months ago
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.
Top guest favorite
The private pool is surrounded by a spacious wooden deck. Two lounge chairs and a small side table are positioned adjacent to the pool, along with additional seating in the background. Clear water can be seen invitingly reflecting the daylight.
Home in Rehoboth Beach
5 out of 5 average rating, 191 reviews

Beautiful Beach House in Rehoboth

ErikRating, 5 stars2 weeks ago
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.
Guest favorite
A modern space is highlighted by a sleek white fireplace and a dining table surrounded by wooden chairs. Colorful artwork adorns the dark walls, while greenery is visible through large windows, creating a bright and inviting atmosphere.
Home in Rehoboth Beach
4.99 out of 5 average rating, 126 reviews

Secluded beach beauty with private, heated pool

BennyRating, 5 stars8 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.

Destinations to explore