Family-friendly vacation rentals in Ocean Pines

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Ocean Pines family-friendly rentals

Family-friendly home rentals with a hot tub

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!
Guest favorite
Villa in Ocean View
4.89 out of 5 average rating, 149 reviews

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

AustinRating, 5 stars2 days ago
The community around Beth’s condo is amazing. Nice and quiet but still close enough to everything to where it’s not a hassle to get there! Plenty of space inside the condo so people don’t feel crammed! Sits on a beautiful golf course! Can’t recommend this condo enough!
Townhouse in Bethany Beach
5 out of 5 average rating, 3 reviews

3BR | Hot Tub | Pool | Sauna | Fireplace

SusanRating, 5 stars10 months ago
Our stay was great. The property isn’t actually on the canal or lake area. This didn’t bother us, just an fyi. Great private beach and lots of pools to choose from connected to the sea colony community where the property is located.
Townhouse in Ocean View
4.85 out of 5 average rating, 13 reviews

Rare Bayfront Villa - Bayside at Bethany Lakes 56

TeresaRating, 5 stars33 months ago
My family and I had a beautiful stay. This was our first experience with Airbnb and was a great one. Annie provided detailed information needed for our stay. The place was clean and the clubhouse was perfect for what we needed. She also provided food recommendations which was awesome!
Superhost
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
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.
Home in Ocean View
4.9 out of 5 average rating, 42 reviews

Dog Friendly! Hot Tub, Beaches, Quiet location!

AshlenRating, 5 stars9 months ago
Scott was so responsive and helped my family and I last minute. He made sure his rental was up to our expectations and the accommodations were clean and well maintained. We enjoyed the back yard that was fenced in for our dogs. The area was nice, safe and there were plenty of places and things to do.
Superhost
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
Home in Bethany Beach
4.94 out of 5 average rating, 111 reviews

Bethany Beach 116 5th St Oceanblock

JamesRating, 5 stars5 months ago
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
Guest favorite
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.
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!
Superhost
Apartment in Ocean City
4.87 out of 5 average rating, 53 reviews

Downtown-walk to Boardwalk! Unit 2

LanaRating, 5 stars6 months ago
Wonderful 3-night stay in a very cute rental home! Great communication with the owner and she even let us know that we could enter our rental hours before the official check-in. The home was very clean and I would recommend!
Superhost
Condo in Ocean City
4.91 out of 5 average rating, 44 reviews

Villa 7, Unit 1 - 1st Rate OC Props, Ocean View

BenRating, 5 stars10 months ago
We stayed 3 nights, with our two girls and their friends. Just a few steps to the beach & we enjoyed the large deck facing the street. Fully stocked with all kitchen accessories. Will add to our list to revisit!
Guest favorite
Townhouse in Ocean City
4.94 out of 5 average rating, 82 reviews

Coastal chic waterfront TH on quiet street

NicoleRating, 5 stars7 months ago
Lara and her home was great! We really enjoyed our stay. It felt like we were right at home, and we weren’t too far from the boardwalk and all of the fun but it felt nice coming home to a quiet, peaceful, clean neighborhood. Lara’s home was just as pictured very clean and she was very responsive. We will definitely keep Lara’s home in mind when coming back to Ocean City.
Superhost
Condo in Ocean City
4.86 out of 5 average rating, 49 reviews

⭐️CB9-Partial ocean view-Upscale Dir beach access🏖

CelesteRating, 5 stars7 months ago
My husband and I and our 2 dogs had an exceptional mini getaway. Location was perfect, honestly like 20 steps till you were on the beach! The unit was very spacious, open layout, large rooms, bright and cheerful and beautifully decorated. The furniture was modern and stylish, beds were extremely comfortable, bathroom had a beautiful walk-in shower with great water pressure, and the kitchen was to die for! Large and fully stocked with everything you could need, gorgeous countertops and ss appliances and a basket with all the necessities plus some little extras to make you feel right at home. There's also a wonderful porch for relaxing, we especially liked the optional doggie gates.⁹ Our host, Hollin made everything super easy and simple. Communication was a breeze from the very start. Hollin was very friendly, responsive and onsiderate. I feel like she genuinely went out of her way to make sure we had a great experience. Which we did and we definitely plan to stay again next year!
Superhost
Home in Bethany Beach
4.92 out of 5 average rating, 37 reviews

Just renovated on canal and 1.5 blocks to beach

MariaRating, 5 stars7 months ago
We had a very nice stay with a large group of teens. They could walk to the beach on their own and the house was big enough for everyone. Joey neighborhood. Thank you!

Family-friendly home rentals with a pool

Top guest favorite
Townhouse in Bethany Beach
4.84 out of 5 average rating, 119 reviews

Bethany - Enjoy Beach & Pool -Walk to all!

ShelbyRating, 5 stars8 months ago
Karen was very accommodating and helpful. Extremely responsive and flexible. We could easily walk to the beach that had life guards during the day and my kids absolutely loved having access to the swimming pool.
Guest favorite
Apartment in Delaware
4.86 out of 5 average rating, 14 reviews

Cozy Condo: 2mi from Bethany Beach

KatherineRating, 5 stars2 weeks ago
Bill’s place was perfect for our small family of 3. It was clean and cozy. It was just a short drive to all that Bethany has to offer!
Superhost
Apartment in Ocean City
4.84 out of 5 average rating, 125 reviews

2nd Floor 3 BR Condo Close to the beach with Pool!

NicoleRating, 5 stars7 months ago
Mike’s place was perfect for our stay. Close to the bus stop and within walking distance to everything we needed. It was perfect for our weekend away!
Guest favorite
Condo in Ocean City
4.91 out of 5 average rating, 305 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars1 week ago
I enjoyed staying at this location. The view once you enter the condo is fantastic. Access to the beach and to other ocean city restaurants are great very walkable or very very short drive . The building is undergoing some kind of construction so when you walk into the building it’s clearly being worked on and is a bit dusty but once you get in the condo everything melts away. The condo also comes with some beach chairs and umbrellas.
Guest favorite
Condo in Ocean City
4.85 out of 5 average rating, 74 reviews

Beach Paradise! Gorgeous Condo, Great Location

KimberlyRating, 5 stars1 week ago
It was a really nice place. Perfect for our family. We felt very relaxed and enjoyed the ocean views. We especially enjoyed the enclosed patio since we went during offseason and it was still cool outside, we were able to enjoy the beach without being out in the cold.
Top guest favorite
Townhouse in Ocean City
4.92 out of 5 average rating, 65 reviews

28th St Bayside Condo w/Seasonal Pool & Boat Slip

AmandaRating, 5 stars8 months ago
Place is very clean, well maintained. Close to everything you might want to see but far enough that it’s quiet at night.. location is perfect. Kids loved the bunk beds! Pool was clean and wasn’t too busy when we stayed, other people in the community are friendly and helpful. Would definitely recommend and would stay again.
Guest favorite
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.
Guest favorite
Townhouse in Bethany Beach
4.85 out of 5 average rating, 357 reviews

Spacious Bethany Beach Retreat

VictorRating, 5 stars1 week ago
The home was beautiful. Great host. would definitely rent from again. Thank you.

Quick stats about vacation rentals that are family-friendly in Ocean Pines

  • Total rentals

    260 properties

  • Nightly prices starting at

    $40 before taxes and fees

  • Total number of reviews

    7K reviews

  • Pet-friendly rentals

    80 properties allow pets

  • Rentals with a pool

    140 properties have a pool

  • Rentals with dedicated workspaces

    130 properties have a dedicated workspace

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