Family-friendly vacation rentals in Ocean Pines

The house is gorgeous and close to everything. So much space and everything was clean. Katie was super flexible and responsive. There's also so much more than I thought, including kitchen supplies and beach chairs.

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!

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 😊

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!

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.

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.

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!

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!

Stayed with grandparents, a child and pets and it never felt crowded! Paul answered any questions we had. We loved the decor and location, would definitely stay here again!

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!

Had a lovely time. Our hosts were exceptionally responsive, the distance to everything was perfect. I wish the cell service and internet had been better over the weekend but that was totally out of their control. Would love to visit their rental space again.

Very good host, and the location can’t be beat!

private and peaceful place to retreat. At the same time driving distance to many amenities. The fence in yard was great from my pups. loved it!

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.

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!

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.

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!

We had a great stay. Will definitely come back to this listing.

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.

We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!

This was our second time staying in this particular accommodation and as a family of five with 2 small children (3 children total), this place is perfect for us in every way! This place is super clean and spacious and our family felt right at home. Also, I can’t say enough about Jane’s hospitality- she is extremely friendly and thorough with her instructions as well as recommendations. We love visiting Rehoboth Beach and it’s safe to say that this will be our first option for future trips.

We had a fantastic time at Tina’s place! The location was perfect—just a short walk to the beach, boardwalk, and great restaurants. The space was cozy and clean and had everything we needed for our group of 7. Tina was a fantastic host, super responsive, and helpful throughout our stay. The check-in process was smooth, and off-street parking was a huge plus for our F150. The little library was a cute touch, and the overall vibe was perfect for relaxing after a fun day. Tina made sure we were well taken care of. We truly enjoyed our time here and highly recommend this spot to anyone visiting OCMD. Thanks again for an unforgettable stay, Tina!

This was a wonderful condo, close to everything. The hosts were helpful, responsive and friendly. The space was very quiet and comfortable and the added screened in porch was perfect for coffee in the morning! Will likely stay again soon!

Steve’s place worth perfectly for us for our short stay for the Rehoboth Beach Seashore Marathon. It was conveniently located near everything we were looking for. Steve was very flexible with our check-in and check-out given we were there in low season. The kitchen was well equipped so we could cook meals and the bedrooms were spacious and comfortable. A good value for us.