Family-friendly holiday rentals in Maryland Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Maryland Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in Dewey Beach
4.96 out of 5 average rating, 170 reviews

McAvoy B & B

DimitrisRating, 5 stars5 days ago
Highly recommended! The house is at a great location, is clean and spacious, and the host is very responsive and friendly. Would go back again!
Guest favourite
Villa in Ocean View
4.89 out of 5 average rating, 151 reviews

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

KelliRating, 5 stars1 month ago
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!”
Guest favourite
Flat in Bethany Beach
4.87 out of 5 average rating, 139 reviews

Sea Colony Beach And Tennis Resort

JudithRating, 5 stars1 day ago
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.
Superhost
Apartment in Bethany Beach
4.89 out of 5 average rating, 176 reviews

Beautiful Beach-View Condo

EricaRating, 5 stars3 weeks ago
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 😊
Guest favourite
Apartment in Rehoboth Beach
4.94 out of 5 average rating, 164 reviews

Classy Beach Getaway

VickiRating, 5 stars1 week ago
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.
Superhost
Apartment in Bethany Beach
4.89 out of 5 average rating, 122 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

NinaRating, 5 stars2 weeks ago
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!
Superhost
Townhouse in Bethany Beach
4.92 out of 5 average rating, 110 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

ValeriaRating, 5 stars11 months ago
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!
Superhost
Home in Rehoboth Beach
4.69 out of 5 average rating, 75 reviews

Great Family Home in Rehoboth! Walk to the Beach!

EileenRating, 5 stars3 weeks ago
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.

Family- and pet-friendly home rentals

Guest favourite
Home in Bethany Beach
4.94 out of 5 average rating, 115 reviews

Bethany Beach 116 5th St Oceanblock

LynnRating, 5 stars1 week ago
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!
Top guest favourite
Townhouse in Dewey Beach
4.9 out of 5 average rating, 122 reviews

McKinley Duplex

JessRating, 5 stars2 months ago
We loved our stay in Dewey Beach, the home was a great location near the beach and great shops and restaurants. The kitchen was stocked with everything we could need and more to make our stay feel right at home. We'll definitely stay here again when in Dewey!
Guest favourite
Apartment in Dewey Beach
4.88 out of 5 average rating, 196 reviews

Read Ave Dewey Condo - Bay Front, Private Beach

AngelinaRating, 5 stars3 weeks ago
Very nice and easy check in and check out.
Guest favourite
Cottage in Lewes
4.87 out of 5 average rating, 201 reviews

BnB’s Dog-Friendly Cottage

SydneyRating, 5 stars2 months ago
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!
Guest favourite
Guest house in Lewes
4.95 out of 5 average rating, 192 reviews

Very private and cozy, Country Cottage

JulieRating, 5 stars1 week ago
Comfy cottage nicely decorated. Comfortable bed and furniture. Close to everything and the host was great.
Guest favourite
Apartment in Dewey Beach
4.85 out of 5 average rating, 198 reviews

On the Bay, Private Beach-Boat Slip

JohnRating, 5 stars1 month ago
Catherine's place was great for our family and young son. The location is tremendous and there are great views just eating breakfast and sipping morning coffee. The place itself is well stocked and has a very efficient layout (pocket doors) for the space. Catherine was super responsive and understanding, we really enjoyed our stay.
Guest favourite
Home in Rehoboth Beach
4.87 out of 5 average rating, 231 reviews

Dodd House Beach Home w/private pool and hot tub

KerryRating, 5 stars4 days ago
Our family enjoyed the Dodd home. There was adequate space for everyone. We loved the location which was in close proximity to Dewey and Rehoboth beach. The kids really enjoyed having a pool. They said they don’t want to go to a hotel ever again. We enjoyed cooking on the grill & playing games in the evening. We can’t forget to mention the wonderful hot tub. It was such a great added attraction. We will return next year for sure.
Top guest favourite
Home in Rehoboth Beach
4.9 out of 5 average rating, 120 reviews

Luxury Carriage House in Rehoboth Beach

LoriRating, 5 stars3 weeks ago
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.

Family-friendly home rentals with a pool

Guest favourite
Home in Berlin
4.96 out of 5 average rating, 74 reviews

Private pool, waterfront, kayaks, bikes, firepits!

LenoreRating, 5 stars1 month ago
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!
Superhost
Apartment in Ocean City
4.83 out of 5 average rating, 36 reviews

Oceanfront High Point 4C *Pool *FREE Linens/Towels

CoreyRating, 5 stars10 months ago
Awesome view...Right on the beach. Great location. Highly recommended. Words just can't describe my stay.
Guest favourite
Apartment in Rehoboth Beach
4.94 out of 5 average rating, 114 reviews

Cozy Condo on Silver Lake - Walk to the beach!

DeborahRating, 5 stars2 weeks ago
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!
Superhost
Apartment 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!
Superhost
Townhouse in Ocean City
4.85 out of 5 average rating, 196 reviews

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool

RobinRating, 5 stars1 month ago
We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!
Top guest favourite
Home in Rehoboth Beach
5 out of 5 average rating, 195 reviews

Beautiful Beach House in Rehoboth

RebeccaRating, 5 stars3 weeks ago
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!
Superhost
Apartment in Ocean City
4.6 out of 5 average rating, 123 reviews

Golden Sands

MicheleRating, 5 stars8 months ago
Perfect place to get away. Easy beach access . I forgot chairs and Nancy had them.Bed was comfy . Will rent again. Thank You Michele and Mitch
Guest favourite
Apartment in Rehoboth Beach
4.82 out of 5 average rating, 381 reviews

2 Bedroom Condo Rehoboth Beach w/ No Chores

LeianaRating, 5 stars1 week ago
Beautiful place! Walked everyday to the beach and it was not too difficult. Very nice and comfy place.

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