Kid-friendly holiday rentals in Ocean Pines

Find and book unique family-friendly rentals on Airbnb

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Popular amenities for Ocean Pines family-friendly rentals

Kid-friendly house rentals

Top guest favourite
Home in Ocean Pines
4.98 out of 5 average rating, 56 reviews

Cozy home in Ocean Pines

GersonRating, 5 stars1 week ago
This place was exactly what we were looking for, quiet and out of the hustle and bustle but not too far away from the beaches. Neighborhood is nice and calm with everything from restaurants to grocery stores within a 2 minute drive. House was clean and well presented, the only thing that could use some cleaning was the dust on the top corners of the wall but besides that the house is really nice. 3 nice size bedrooms and 2 bathrooms so no one has to fight for usage. Overall would definitely stay here again.
Guest favourite
Home in Ocean Pines
5 out of 5 average rating, 5 reviews

Ocean Pines 2BR 1BA Cottage with Fire Pit

Chelsea and Elizabeth Rating, 5 stars4 weeks ago
Our family has a beach house in Ocean Pines, and we are looking to purchase our own in the coming years. We have stayed in all parts of ocean Pines and love it so much, we came across this house a couple months ago and I’m so glad we did! We spend most of the summer in Ocean Pines had different rentals and will definitely be coming back specifically to this one!! it’s perfect for our small family and pet friendly! The house was small but spacious, quiet and tranquil. 10/10 highly recommend!
Guest favourite
Home in Ocean Pines
5 out of 5 average rating, 21 reviews

Salty Serenity

MiaRating, 5 stars2 weeks ago
Lovely home with great character and countless amenities. Such a perfect location! House was pretty clean and exactly as described. All the amenities were great, the backyard was incredible with a grill, fire pit, fairy lights, and screen-in-porch. Great for family or friends, would stay again! Accommodated our group incredibly well!
Top guest favourite
Home in Ocean Pines
4.96 out of 5 average rating, 49 reviews

Summer By The Sea

MarlenneRating, 5 stars1 day ago
This was my second time staying at this location and continues to be great spot. Susan is very responsive and hospitable. The place is cozy and clean in a very quiet/peaceful neighborhood. There lots to do within a short driving distance. It will continue to be a must stay spot when we are in the area!
Guest favourite
Home in Ocean Pines
4.89 out of 5 average rating, 38 reviews

Amazing and peaceful family fun 4 bedroom home

DerekRating, 5 stars1 week ago
This location was as described. The home was very clean and they provided the majority of the necessities needed for the stay. The host was quick to respond and provided excellent instructions on entry and other rules of the home. I would definitely stay here again.
Top guest favourite
Home in Ocean Pines
5 out of 5 average rating, 48 reviews

Ocean Pines Fun – Arcade, Pools & Near O.C. Beach

KarenRating, 5 stars3 weeks ago
The host was so accommodating and respectful! always responded quickly! Location was perfect for where our family needed to be! Host allowed us to checkin early on day of arrival after very long trip! Excellent, and beautiful property! Thank you so much!
Top guest favourite
Home in Ocean Pines
4.94 out of 5 average rating, 17 reviews

Newly Renovated 4BR 3Bath Home with E/V Charger.

CarolinaRating, 5 stars1 day ago
Surprised about how big and beautiful the Airbnb is! The owners are very friendly and flexible which is very convenient when you travel with a group of friends, I loved that. My friends and I enjoyed the hockey air table and the board games that the Airbnb had for us! Ty
Superhost
Home in Ocean Pines
4.78 out of 5 average rating, 36 reviews

Perfect Beach/Golf Getaway - 3BR Townhouse w/ View

AmyRating, 5 stars4 weeks ago
We were only there for one night for a concert. Really just slept there but had everything we needed.

Family-friendly apartment rentals

Superhost
Flat in Berlin
4.91 out of 5 average rating, 108 reviews

Downtown Main Street Berlin Apartment

CyndiRating, 5 stars1 month ago
Excellent location and host. Sonny had water, coffee, beer, and snacks in the apartment for us. Also, pamphlets and town map of things to do. Very clean and comfortable. Would recommend.
Guest favourite
Flat in Ocean City
4.92 out of 5 average rating, 427 reviews

Private suite .5 mile from beach/no shared spaces

AlexRating, 5 stars1 week ago
Great home base for a trip in ocmd. Very clean and the great location. We will definitely come back to stay for future trips!
Top guest favourite
Flat in Ocean City
5 out of 5 average rating, 34 reviews

Renovated 1BR w Ocean View

CynthiaRating, 5 stars2 weeks ago
It was a clean lovely apartment within walking distance of the beach. The bed was comfortable for us and the towels were some of the softest I have ever used. it was very nicely decorated. The big screen TV was wonderful. The only ocean view was outside on the landing by the front door where you could see the horizon. The beach was very nice.
Guest favourite
Flat in Ocean City
4.86 out of 5 average rating, 111 reviews

Amazing oceanfront view 3 blocks from boardwalk

Jamie ElizabethRating, 5 stars1 month ago
Condo was exactly as described! Amazing oceanfront view! I was also impressed with how much room there was. It was cruiser week so it was a tad bit noisy at night, but other than that and the fact we couldn’t stay longer, we had a wonderful time and enjoyed our stay!
Guest favourite
Flat in Ocean City
4.91 out of 5 average rating, 98 reviews

West Ocean City: Private Studio, Close To Beach

CaraRating, 5 stars1 month ago
This was my second time staying at Judy's for an organized bike ride, and it was as amazing as my first visit. It is a safe, comfy cozy space for a solo traveler - you feel the Ocean City vibes with a bit more peace and quiet. The parking is convenient, it's easy to come and go, and I always sleep so well and enjoy waking up to the sounds of birds. Not only was it perfect for my bike ride, but it's also so close to Ocean City, the boardwalk, great restaurants (like Sunset Grille!), and other shops/outlets. Judy is friendly and welcoming - thanks again for a wonderful time and I hope to make it for year 3 next spring, if not sooner!
Top guest favourite
Flat in Ocean City
4.98 out of 5 average rating, 240 reviews

OceanFront-Fireplace-sleeps4-Balcony-King-Disney+

FalRating, 5 stars1 month ago
Had an amazing time at this beautiful beachfront Airbnb. The location couldn’t have been better, literally steps from the sand with stunning ocean views right from the balcony. The space was clean, cozy, and had everything we needed for a relaxing getaway. The host was friendly, responsive, and made check-in a breeze. Highly recommend this spot for anyone looking to unwind by the water.
Top guest favourite
Flat in Frankford
5 out of 5 average rating, 104 reviews

Farm View Suite

CrystalRating, 5 stars1 week ago
Donna & Neal’s “sweet suite” was absolutely PERFECT! Beautifully decorated to every detail to make you feel relaxed, cozy & at home! Donna was great at communicating check-in details & any other info or suggestions we may need. We were able to meet Donna & Neal, they are the most kind & sweet people! The suite was VERY clean & free of any chemical cleaner smell like another review mentioned & I really appreciated that. We loved all the treats, fresh flowers & special touches just for us & to feel so welcomed in their lovely town of Frankford. The bed was super comfy, kitchen area had everything you would need, bathroom & shower was AMAZING! This was a last minute getaway for us so we feel so fortunate to have found such a beautiful place to stay! The only Airbnb in the area that met all our needs & wants! We will 100% return again & recommending the “sweetest suite” to all our family & friends! Truly believe this trip was meant to be & our paths were meant to cross w/Donna & Neal!
Guest favourite
Flat in Ocean City
4.9 out of 5 average rating, 204 reviews

Newly renovated cute apartment 🏄 12 street 🌸

KaitlinRating, 5 stars3 weeks ago
I did a quick overnight stay with my husband and toddler, the place suited just that plus some. We comfortably could’ve stayed longer and would consider it again in the future. The bedroom was large and the living room was plenty spacious for my toddler to play. The location was walkable and not too busy even for Memorial Day weekend. Mihaela was a great host and very responsive!

Family-friendly apartment rentals

Top guest favourite
Apartment in Dewey Beach
4.98 out of 5 average rating, 208 reviews

DeweyBeach Condo 2BR + sleeper. Walk to the beach!

MeghanRating, 5 stars2 weeks ago
This was a great find! We had so much fun, the location was perfect, and the house was just as described. Benjamin responded quickly and was very helpful with check in/check out. I highly recommend this spot!
Superhost
Apartment in Ocean City
4.93 out of 5 average rating, 197 reviews

Coastal and Bright Oceanfront Condo

Linda Rating, 5 stars3 weeks ago
The place is awesome. Great views great location. Perfect get away we will be coming back for sure 👍
Guest favourite
Apartment in Ocean City
4.98 out of 5 average rating, 160 reviews

Family Condo Oceanside in Midtown OC

EmmettRating, 5 stars3 days ago
Brian was super responsive and responded immediately to all questions, willing to work through any issues. The place was great and in a fantastic location. I 100% recommend a stay here!
Superhost
Apartment in Ocean City
4.83 out of 5 average rating, 275 reviews

🏖 *Ocean *Ocean *Ocean* 🏖 Beautiful Condo!!

PaulRating, 5 stars2 weeks ago
Adam was a great host, answered all questions we had in a timely manner and went above and beyond to check in to make sure we were settling in and enjoying our stay. Our daughter loved the extra amenities of toys and the bunk beds. This home provided beautiful views of the sunrise on the beach and an excellent view of the sunset on the bay. We are already planning our next stay.
Superhost
Apartment in Ocean City
4.88 out of 5 average rating, 196 reviews

🌊Oceanfront studio w/ amazing views & amenities🏖

LawrenRating, 5 stars3 weeks ago
Lisa’s place was awesome and exactly how she described it! We loved waking up to the sounds of the ocean and the beautiful views of the bay and ocean. Everything you need is in this condo!!! Thanks again Lisa!!!
Top guest favourite
Apartment in Ocean City
4.99 out of 5 average rating, 137 reviews

Beautiful Renovated Ocean Front Condo 1b/1.5ba

LindaRating, 5 stars1 week ago
Michelle was very responsive and offered some good restaurant recommendations. There was an emergency for her cleaning staff, so they weren’t able to complete a task, so Michelle generously offered a small rebate, which was done very quickly. The condo was very clean and the kitchen was stocked with everything you needed. She included some paper products, which was helpful and appreciated. She even had ice cubes and a container of filtered water in the refrigerator. The king size bed was soft (but not too soft) and comfortable. If the living room furniture was more comfortable, it would have been even better. The balcony has very nice & comfortable furniture, and we spent plenty of time out there, overlooking the beach. Access to the beach was literally steps away, which was great. Although we brought our own beach chairs/umbrella, they had some stored out on the deck. Access to plenty of restaurants and shopping. Great condo & location overall.
Guest favourite
Apartment in Ocean City
4.94 out of 5 average rating, 119 reviews

STEPS to the BEACH! Perfect Mid-Town Location!

MariaRating, 5 stars4 weeks ago
We loved our stay!! The condo is located in a great location just steps from the beach, restaurants and shops. Very well kept and clean with onsite parking and all of the amenities we needed for our long weekend. Michelle was an amazing host and very responsive. We were provided a checklist will all information needed for the condo, along with tips for what to bring, local restaurants, shopping, etc. We will definitely stay here again.
Top guest favourite
Apartment in Montego Bay
4.98 out of 5 average rating, 227 reviews

Direct Oceanfront close to Northside Park!

SteveRating, 5 stars1 week ago
Really enjoyed our stay at Stephanie's. Awesome condo that was clean, comfortable and roomy. Wonderful views from Living Room, Balcony and Master Bedroom. Close enough to the water to hear the waves breaking. Plenty of restaurants and shops close by. Definitely hope to be back!

Quick stats about holiday rentals that are kid-friendly in Ocean Pines

  • Total rentals

    70 properties

  • Nightly prices starting at

    $64 SGD before taxes and fees

  • Total number of reviews

    2.6K reviews

  • Family-friendly rentals

    70 properties are a good fit for families

  • Pet-friendly rentals

    20 properties allow pets

  • Rentals with a pool

    40 properties have a pool

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