Family-friendly vacation rentals in Chincoteague Bay

Great spot, responsive host, overall great experience!

Beth’s condo is in a great location within Bear Trap Dunes. It is the perfect spot for a Delaware golf trip. Very spacious unit with nice touches

This is my 4th time staying and every year new improvements are made. I enjoy my time at this location

We have stayed here many times & wouldn't consider any place else. The home is very well furnished. The kitchen is very well supplied. It is minutes from Lewes, Rehoboth Beach, and Delaware State Parks and provides a very large swimming pool + hot tub. And you can't beat it for privacy which is very important to our large family. I'd give then place more stars if they were available.

The house was roomy and accommodated our large group. Really enjoyed the Bible verses on the walls.

Absolutely amazing! The place had so much to do whether it was outside or in! Swimming in the pool, hot tub, kayaking and/or paddle boarding on the lake, giant yard games. Inside had a pool table, wide variety of board games, and many streaming services. Brenda was extremely friendly and helpful in many way. She had a binder full of local places for food and things to do! She truly showed us the best of Maryland.

We enjoyed our stay, the neighbors are very friendly. The community pool was very nice, not crowded at all. We able to find small fish es and crabs in the lake, lot of great photo opportunities there. My kids loved it. Location is great, close to most of the attractions. Helen is an excellent host, very responsive and catered to all of our needs. Would stay here again next time coming to this area.

We thoroughly enjoyed our stay at Laurie's home! It was a great location and the home matched the description. We had everything we could have asked for and more, and Laurie was a great host. Would definitely stay there again!

Nestled in the tranquil riverside landscape of southern Maryland, just beside the southern Chesapeake Bay, this home is a hidden gem—truly extraordinary in every sense. If you're seeking a brief escape from the bustling energy of Washington D.C. or Baltimore, this haven offers the perfect retreat. We were two families with four children—two young adults heading to college and two spirited middle schoolers—and every one of us, regardless of age, found joy and peace here. From the breathtaking natural surroundings to the simple pleasure of kayaking through calm waters, each moment felt like a gentle reset for the soul. What truly elevated the experience was our host, Shawn. More than just a “super host,” she embodied hospitality in its finest form. Her attention to detail, her care for comfort, and the thoughtful touches throughout the home surpassed even the details of a Hollywood studio setting !

Easy walk to the beach, great place if you have younger kids! Communication was great as well. Overall really happy with the stay, and my 6 year old stated it was one of his favorite places when we were leaving. If we return to the area in the future we'll see if it's still available to rent!

A lovely charming dog friendly home. It was a short drive to beaches, shops and restaurants. Ellen and Michael are wonderful hosts. The dogs enjoyed resting on the back porch and playing in the fenced in yard. We could not have asked for a more comfortable place for our stay in Cape May. An absolute gem.

This is a lovely place in a spectacular setting. It’s at the end of the road so very private and quiet. Two decks overlooking a vast marsh. Very clean and well appointed. Very responsive host.

Beautiful home in beautiful neighborhood! Kitchen was well-equipped. Convenient location was an easy walk to the town of Rehoboth. Linda was very responsive to our questions and at check-in she walked us through how to use the appliances.

Such a lovely, comfortable home. Everything we needed. Loved the location. The neighborhood was extremely quiet and neighbors were friendly. There's a park with walking trails and lake half a mile walk away. The house was perfect. Relaxing. Comfortable beds and bedding. The record player was an added bonus, as were the puzzles and board games for the rainy days. Communication was excellent. Answered any questions quickly and was very helpful. Would definitely stay here again.

Olivia was extremely helpful and responded quickly. The cottage was so cozy and comfortable and in a great location. I also loved the use of the bikes. We had a wonderful stay and plan on returning.

Had a nice stay while in the area to visit my nephew at the Naval Academy. The basement apartment is very comfortable. Area is nice and quiet and my dog loved having a yard to run in.

Brad’s place is fun, artsy, spacious and clean! Walked to downtown Rehobeth and beach in 10 mins. Great location with lots of restaurants and shops nearby. Would definitely stay here again!

This was our third stay in this cozy little place and it was as clean and comfortable as always. Enjoyed beautiful snowy views of the frozen lake. We really appreciate the fireplace this time of year. Looking forward to visiting again!

We loved our stay! We had a great time as a family. one thing we thought of was we were very thankful our children were at the ages (5,3,2, 7 months) they were since there was lots and lots of glass stuff sitting around.

The house was very spacious and accommodating. Great location near the beach and boardwalk. The host always responded quickly and was very easy going. We would definitely stay here again.

This is a lovely home in a peaceful and safe neighborhood, perfect for families. We would stay again! It really is just steps to the beach. The kitchen was well stocked with spices and supplies to prepare meals. Everything was in working condition. The pool is beautiful! I loved the lights at night. The entire pool area is gated and locked, good to know for little ones. The shower had great water pressure. The outdoor shower has hot water too! The TV was very easy to use and had many options. Of note, the entire upstairs could accommodate a second family with a mini fridge, half bathroom, two beds, separate entrance, sofa/tv/table/patio - the photos really don’t do this home justice. I was very impressed when I walked inside. My kids LOVED the adorable spiral staircase to get upstairs! We had no problems with it, but it would be hard to keep little climbers off of it. The master bedroom is downstairs, something to consider with littles that wake up in the night and need to get down.

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.

We had an amazing time staying at Autumn’s beautiful house! It was very spacious, clean and in a great location. It was a perfect place for us to stay for the running festival.

This is a great property! The house is gorgeous, the grounds are clean, kept and very private. The house was fully stocked with kitchenware, pool accessories, & decorated tastefully. A lot of delicate artwork and intentional decor- (if traveling with a young child, one needs to watch them closely :) Re: the beds- my 7 year old described it as “sleeping on clouds!” - very comfy! The area is close (2-3 min) to outlet shops and a bunch of restaurants on Costal Highway 1 and about a 6 min drive to the Rehoboth pier. It’s also a central location to other neighboring beach towns.