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

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!

Tiny House at Good Earth, near Bethany Beach
This was my third stay at tiny house and am still in love with it! Absolutely love the property tiny house is on, even though there’s a restaurant/market and a theater in either side you have privacy. Can’t wait to go again next year❤️

OC MD trip bayside, great amenities
Absolutely wonderful hosts!! Very responsive and helpful. There might have been an issue with the lockbox so they called ahead to make sure we could get in! I will definitely be booking with Shawn and Terri again!

Tranquil Shores - Nature Inspired Relaxation!
This is our second year in a row renting Joseph’s place—we love it and booked it again! Great location, reasonable, perfect for our family! Thanks so much!!

Luxe Modern Chesapeake Waterfront Oasis - 5 Star
The venue, property and service made great memories. Our host went above and beyond to help and especially with a special request that only an exceptional person would do. We had a wonderful stay and look forward to another visit.

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.

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
Beautiful view and lovely house. Thoroughly enjoyed all the wildlife - lots of baby geese, ospreys in flight, woodchucks, bunnies and deer in abundance - loved it!!
Family-friendly apartment rentals

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
This was a lovely place to stay! Brianna was very communicative and the place was very clean and pleasant to stay in when we arrived.

Amazing oceanfront view 3 blocks from boardwalk
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!

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

Beach Highway Hobby Farm
Great place to stay for a relaxing weekend. The space is well appointed and comfortable. Very quiet and tranquil. The goats and chickens were fun and so was Daisy the puppy. The kitchen was very well stocked with everything you need. Highly recommended!

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!
Great spot; host was extremely responsive and clearly took the time and care to ensure we had a frictionless experience. Thank you Ben!

Little Cove Cottage, Couples Retreat/Mathews
Bernadette's place is a fantastic getaway - very peaceful. The place is exactly as described. I thoroughly enjoyed the use of Bernadett 's kayak and paddle board (as well as walking ans running in her neighborhood and visiting Bethel Beach). I'd love to come back another time!

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!
Family-friendly apartment rentals

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

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!

Beautiful Renovated Ocean Front Condo 1b/1.5ba
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.

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.

The Hideaway By The Bay OCMD
My brother and I came down for the OCMD air show which was unfortunately cancelled but luckily we had this place to stay at! The location was great for the two of us and we easily could have had another person, or two, comfortably. You cannot beat waking up to the bay view! Would definitely recommend or stay again for a return trip. Thanks Corey!

BaysideGetaway | 2 Blk to Beach & Boardwalk | Pool
Was an adorable place! It was perfect for the weekend away! It was within walking dostance of the beach and boardwalk. Matthew was amazing with his instructions on how to locate the home. He was very quick to respond and extremely kind. Highly recommend this place!

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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