
Kid-friendly holiday rentals in Chincoteague Bay
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Top-rated family-friendly rentals in Chincoteague Bay
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Popular amenities for Chincoteague Bay family-friendly rentals
Kid-friendly house rentals

Wander Cape Charles
second time staying here and it was better than i remembered. the house itself is incredible.. huge kitchen island for entertaining, immaculate bedrooms, and that back window wall is just spectacular. 10/10 vibes, love this place!

The Neigh-Neigh - Location! Location! Location!
Lovely cottage house in most walkable area of Main Street district! We loved stepping outside and walking to the waterfront park at sunset, strolling the shops, and heading out for ice cream at night. Very clean and bigger space than expected with finished playroom style attic bedroom. The front porch was perfect for morning coffee and just hanging out in the evenings as well. Well stocked kitchen. Overall a terrific place for a relaxing, yet active, family vacation!

The Puskar’s Landing
Such a beautiful home! It also was very cozy and peaceful. The beach and pier is a nice walk away and the hot tub was perfect for relaxing. Host was very friendly and responsive if we needed anything. I will most definitely be staying here again!

Dragonfli Bay House on Chincoteague Island
The Dragonfli was everything you would hope for when you book an Airbnb. The home was beautiful, clean, and very accommodating! It is in a beautiful part of the island, and more of a quiet neighborhood. We definitely plan to come back!

Charming Island Home "Sandy Pines"
The perfect location! On Assateague in less than 5 minutes and just over 10 from door to beach. Ice cream, dinner spots, and activities were a short drive and the house’s setting was peaceful. The best of both worlds. The house had everything we needed for making multiple meals at home and the space was perfectly set up for adults and children. Will definitely be back again.

Pearl in the Pines
We really enjoyed our stay. The place was perfect for our needs. Loved that we could bring the pups. The neighborhood was quiet and very nice to walk around in the evenings. Kevin was quickly responsive to our needs. Thanks!

White Point Cottage -- Quiet Waterfront Getaway
SUCH wonderful friendly, and personable host!! We love Victor ;-). We (3 ladies) intentionally had a “relax our brain” peaceful weekend. There is so much to write. We enjoyed the peaceful, relaxing and comfortable stay. The decor is delightful; so welcoming! We loved the personal touches like the welcome note and fresh cut flowers. There were beautiful indoor real plants and amazing views from every angel! They also recommended local places to go. We enjoyed siping coffee in the sun room, giggling all night drinking wine and sunset views. Thank you for proving the best quiet place we could ask for. Our stay exceeded our expectations. We appreciate the details and your attentiveness!

Waterfront Cottage Getaway Pool/Kayaks/Fire Pit
A lovely space designed for quality family time!
Family-friendly apartment rentals

Downtown Main Street Berlin Apartment
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.

DC Oasis- hot tub, pool, theater/game rm, & more
This is a great place to stay and tour the DC Metro area - provided you have a car. Most days it would take us 30 minutes to get to and from DC though if we hit rush-hour, it was as long as an hour. The space is tidy and great. My kids love the pool, though it was a little cold for me-they swam there every night. Jennifer is great to communicate if you have any needs she gets stuff done right away. Note that there is only one bathroom, which can be a pain if you have a full house of six people. The washer and dryer are small so it will take you longer if you’re used to a full size. She had all the cooking methods and appliances available. The theater room has Netflix and Amazon prime ready for you to watch a show. There is even a popcorn maker. We did not use the gym, but it was nice - comparable to a small hotel gym. Property is in the owner’s basement, so there is some sound from upstairs as identified in the listing. Host stays out of your way but is there if you need anything.

Private suite .5 mile from beach/no shared spaces
Great home base for a trip in ocmd. Very clean and the great location. We will definitely come back to stay for future trips!

Beachin' Inn Milton
Great stay! Everything was great: clean, cute, well-stocked, private, quiet, lots of thoughtful details, nice looking, a good location for biking/walking into town and a responsive host. When I return to Milton, I will definitely check to see if this place is available.

Morning Light Apartment
Mary's place was everything we could've asked for. It had a well stocked kitchen, comfy bed, and nice shower. She was very communicative and we would love to stay again.

Newly renovated cute apartment 🏄 12 street 🌸
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!

Lovely 2 bedroom overlooking Main St.
We really enjoyed the couple of days we spent at Michael's place in Berlin. Super clean and comfortable, well located right off Main St., and Michael answered my questions quickly, so all went smoothly. I was afraid it might be a bit noisy at night but we had no problem sleeping. Might be a bit harder if the windows were open but with the AC on it was quiet enough for us. Recommend!

Smokefree Lakeside Relaxation
this gem won't be there long
Family-friendly apartment rentals

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

Coastal and Bright Oceanfront Condo
The place is awesome. Great views great location. Perfect get away we will be coming back for sure 👍

Family Condo Oceanside in Midtown OC
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!

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

Beach Sunrise * Walk & Bike * Culinary Coast
We had a wonderful stay at Mike's condo in Lewes! The location was absolutely perfect — just a short, pleasant walk to both the charming town center and the beach. It made exploring the area so easy and enjoyable. The condo itself was comfortable and had everything we needed for a relaxing getaway. The bikes were a huge plus! We loved biking to Cape Henlopen State Park. Highly recommend for anyone looking to enjoy the best of Lewes!

STEPS to the BEACH! Perfect Mid-Town Location!
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.

Getaway in Ocean Pines
Selena was a wonderful host. She had everything that one can think of when staying at a 5 star hotel! Coffee, sugar and creamer, soaps and creams, extra blankets, cookware and crockpots and big beautiful towels. Her place was so comfortable and clean and neat. I will absolutely recommend this place to my friends and family back home. The beach passes are really also so great because one doesn’t have to search the streets to find parking. The Yacht Club has nice live music and it was a great stay!!! Thank you Selena.

Direct Oceanfront close to Northside Park!
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!
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