Kid-friendly holiday rentals in Maryland Beach

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Maryland Beach family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Ocean City
5 out of 5 average rating, 48 reviews

Upscale Family Home, Community Pool, Grill

JacquelineRating, 5 stars5 days ago
Amazing stay for our family of 5. Clean and great for kids. Awesome to have a pack-n-play and highchair at the rental. And the front porch was the perfect place to relax after kids bedtime! Would 100% rent again.
Top guest favourite
Home in Ocean City
4.97 out of 5 average rating, 32 reviews

Oceanfront 3BDRM 2BTH Condo just steps to beach

AndyRating, 5 stars6 months ago
Incredible location, extremely peaceful, awesome place to stay! Quiet, comfortable beds. Whole family loved it. No complaints. Will definitely return.
Top guest favourite
Home in Ocean Pines
4.99 out of 5 average rating, 124 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

AllisonRating, 5 stars2 weeks ago
Jennifer's pictures and descriptions are truly accurate. We enjoyed our stay and saw many birds around the water that we don't see in Ohio-bring binoculars if you're a bird person! The kids (and parents) loved the foosball table and pop a shot.
Guest favourite
Home in Ocean City
4.96 out of 5 average rating, 169 reviews

Pet Friendly SFH w/ fenced yard, 2blocks to BEACH!

Mary JaneRating, 5 stars4 weeks ago
Our second awesome stay at Dana’s house. Spotless home, the best yard with deck, quiet location, and great hosts. I especially want to thank Joseph with my text at 5 am as I was not working the mini splits correctly. His immediate response was awesome. Thanks again! Tom and MJ
Top guest favourite
Home in Ocean City
5 out of 5 average rating, 16 reviews

Brand New Luxury 4BR Home w Pool & Steps to Ocean

AndrewRating, 5 stars4 days ago
Beautiful home! Pre stocked with toys made sure our kids were always happy! Pool out front was big, clean, warm and ultra convenient. Everything about the house was beautiful and nice. Very fast internet for OC and the garage was spacious. Beds in rooms were super comfy and laid out perfect. The HVAC system was also perfect, and did a great job of keeping everything comfy with no humidity. All in all, this place is great, and I will book in the future outside of peak season. Only average things were the jacked up rates during peak season in OC, and the bus stop being in close proximity to the building. However, the bus station is also a positive and is great if you don’t want to drive. I was somewhat shocked when we had to reschedule last year due to my wife having bulging and herniated C7 and C8 discs. The off season price was perfect! But the in/peak season price was almost triple the cost!!! I was just glad Krysten was accommodating and let us reschedule without loosing money.
Top guest favourite
Home in Ocean City
5 out of 5 average rating, 14 reviews

Bright A-Frame, Close to Beach

SaraRating, 5 stars1 month ago
Super cute a frame house very close to ocean city festivities. We came in for boardwalk rock and this was a great place to Uber back and forth to. Spacious and plenty of room, close to beach, large deck and screened in area of deck was a nice touch. Would stay again!!!
Top guest favourite
Home in Ocean City
4.97 out of 5 average rating, 164 reviews

The Laurel House - Large fenced in yard!

MikeRating, 5 stars2 months ago
me and my wife stayed here with our 2pups willow and mazie. place was AMAZING for the dogs. fenced in back yard in and wrap around front porch that we ALL could enjoy neighbors were wonderful people and Dog lovers ❤️. James was a GREAT HOST. we actually got to meet him in person. I wish we could have spent more time talking. locationis KEY. run the dogs at fenwick beach then hop down downtown to plenty of restaurants and bars...we will definitely be back...thank you james
Guest favourite
Home in Ocean City
4.9 out of 5 average rating, 126 reviews

Beautiful Cottage W/ shared pool & close 2 beach

TerryRating, 5 stars2 weeks ago
Everything was as described. Jennifer was very responsive and left excellent instructions on everything. We will stay there again.

Family-friendly apartment rentals

Guest favourite
Flat in Ocean City
4.97 out of 5 average rating, 59 reviews

Canal Front Condo 2 Blocks 2 Beach & Park Sleeps 4

MichelleRating, 5 stars2 weeks ago
Kathy and Johns place had an easy check in process. The house is very nice and clean. It was just the right size for the 2 of us. The house is very clean and located mins from the beach. It rained two of the days we were there. We stayed in, the area is very quiet and relaxing. Kathy or John was very responsive if we had any questions. If we go back, I would love to stay here again.
Guest favourite
Flat in Ocean City
5 out of 5 average rating, 15 reviews

Orleans Court #119

NatashaRating, 5 stars1 month ago
Even though we had to leave early the stay was perfect. Ashley was always very responsive anytime I had a question and the condo was just as described
Guest favourite
Flat in Ocean City
4.86 out of 5 average rating, 112 reviews

Amazing oceanfront view 3 blocks from boardwalk

MelissaRating, 5 stars1 month ago
Beautiful views of ocean from large sliding doors to patio! Clean house good value responsive host! Would stay here again.
Guest favourite
Flat in Rehoboth Beach
4.93 out of 5 average rating, 151 reviews

The Artist’s Barn Studio

LyssaRating, 5 stars6 days ago
Laura and Red’s place was wonderful! I stayed for two days and was sad to leave! I truly felt right at home. Everything was super clean, and the home was both spacious and cozy. The location is great for walking or biking into Rehoboth. I look forward to staying here again!
Guest favourite
Flat in Dewey Beach
4.92 out of 5 average rating, 222 reviews

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!

EddieRating, 5 stars1 week ago
Great spot; host was extremely responsive and clearly took the time and care to ensure we had a frictionless experience. Thank you Ben!
Superhost
Flat in Ocean City
4.9 out of 5 average rating, 21 reviews

NEW | Ocean Block | Sleeps 4 | Central AC

EllenRating, 5 stars6 days ago
Easy check in, clean and very close to the beach + walking distance to whatever you need. It was clear, but linens and towels were not included.
Guest favourite
Flat in Ocean City
4.8 out of 5 average rating, 229 reviews

Nice and clean apartment for your beach vacation

BrittanyRating, 5 stars3 weeks ago
Excellent Host! Great communication! Place was clean and as described! Close to plenty of amenities including the beach!
Guest favourite
Flat in Ocean City
4.85 out of 5 average rating, 287 reviews

BEACH VINES - In-law suite

HolivertRating, 5 stars3 weeks ago
An amazing stay even if it was for one night!

Family-friendly apartment rentals

Guest favourite
Apartment in Ocean City
4.98 out of 5 average rating, 41 reviews

Charming Northside Park Condo w Pool, Walk 2 Beach

AndyRating, 5 stars1 month ago
Julie's condo is very cozy and welcoming. It's a wonderful place for a weekend or a longer vacation. Julie was very responsive and proactive anytime my wife and I had any questions. Plenty of recommendations were provided to us so we could better plan our time in Ocean. Thank you so much, Julie! We'll be back again!
Guest favourite
Apartment in Dewey Beach
4.94 out of 5 average rating, 65 reviews

Luxury Bay & Oceanview Condo in the Heart of Dewey

SueRating, 5 stars3 weeks ago
It was truly the perfect location to stay for my son’s wedding which was at the Hyatt Place right next door! An amazing experience all around from the beautiful beach decor, lovely views of the bay & ocean & convenience of walking everywhere in Dewey! The condo was clean, nicely furnished & had a well-equipped kitchen to make us feel right at home. The host was very welcoming & quick to respond to any questions we had. The wedding venue was beautiful and our stay here made the weekend even more special! It will always be one of my favorite memories.
Top guest favourite
Apartment in Ocean City
4.93 out of 5 average rating, 44 reviews

Direct oceanfront quiet getaway with large deck

MeghanRating, 5 stars3 weeks ago
We had such a great time! We have been frequents Airbnb users and this has to be one if the best units we have been to. Susan has thought of everything and the unit was in great shape and just so comfortable! We highly recommend if you are looking for a quiet, peaceful get away!
Top guest favourite
Apartment in Ocean City
4.96 out of 5 average rating, 73 reviews

Gorgeous New Beachfront! King Bed, Direct Sea View

KaitlynRating, 5 stars1 week ago
What a wonderful experience! Josh and Kathy were in incredible hosts and their home was perfect for our family of 4. We couldn’t have asked for a better trip. Everything was so easy, and we felt so comfortable!
Superhost
Apartment in Ocean City
4.89 out of 5 average rating, 66 reviews

Breathtaking Ocean view. Few steps to the beach

HeatherRating, 5 stars1 week ago
This place is beautiful , cozy and makes you feel right at home on the beach. The king size bed is so comfy and the place is super clean and smells amazing! Great views!
Top guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 58 reviews

Luxury Oceanfront Cottage|Romantic & Cozy Getaway

SeanRating, 5 stars2 weeks ago
We were fortunate during our particular weekend that OC was not very busy in general. There were no other neighbors present in the other units in the buidling which made it very quiet. No other neighbors also meant we had the deck to ourselves. When it was not raining, the deck view of the ocean was beautiful. The walk to the beach was quick. Anna and Patrick were very accessible, responsive, and kind. It was perfect for our plans and needs.
Top guest favourite
Apartment in Ocean City
4.91 out of 5 average rating, 22 reviews

The Coastal Condo

ChelsieRating, 5 stars1 week ago
We loved our stay at The Marylander in Colleen & Joe’s condo. From the very start she was very responsive, understanding and kind. The condo was the perfect amount of space which was well cared for & clean, we enjoyed the amenities that came with the building and the short walk to the beach! I’m already looking forward to booking another stay here!
Guest favourite
Apartment in Ocean City
4.9 out of 5 average rating, 202 reviews

Prime Condo North OC 2 Blocks to Beach w/ Pool

AndreaRating, 5 stars1 week ago
Place was great to stay at ! Very nice host and clear instructions. 10/10 👍🏽

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