
Family-friendly vacation rentals in Chincoteague
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Top-rated family-friendly rentals in Chincoteague
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Chincoteague family-friendly rentals
Family-friendly home rentals with a pool

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

West OC Bayside Getaway w/ pool
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.

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB
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!

Ocean Front 802 Midtown Oasis Pool & Parking
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.

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

OC, Md great amenities, near national park/beaches
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.

Featured on HGTV! Bethany Beach Ocean Front Condo
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.

Spacious Bethany Beach Retreat
The home was beautiful. Great host. would definitely rent from again. Thank you.
Family-friendly home rentals with air conditioning

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

Fun, Sun and Water 2br upstairs apt
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.

Bethany Beach House - Walking Distance
Mike was a very friendly, responsive host with detailed email information and texts. He was great about responding back quickly regarding any questions we had. He was also generous in offering to extend the normal 10 am check out time to 5 pm! We found it very helpful that Mike and Lexi had labels on kitchen cabinets, drawers and light switches so we could easily find what we needed.

Hudson House
We had an amazing stay at The Hudson House. Immediately after walking in, I felt right at home. The house was big, but so cozy. This was my first Airbnb but definitely won’t be my last. Allen was always very quick to respond to my messages. He also had a very friendly tone to his messages. I have family in Salisbury. This will be my go to place, if available, each time I visit Salisbury.

Island Cabana * FREE Linen & Towels*6 Beach Chairs
We had an amazing time at Stevi's Island Cabana condo! The condo felt like our home away from home and we were sad to leave but can't wait to be back!

Bayside Clean and Comfortable with a Pool
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!

Beach House Ocean-Block (bottom unit)
We loved our stay! The house was cozy and Meredith was friendly and responsive. Would definitely stay here again!

5 Bedroom, 5 Bathroom House
Everyone at the Wachapreague Inn are so amazing! Extremely accommodating, communicative, and always a pleasure to interact with.
Family-friendly home rentals with Wifi

Bethany Beach 116 5th St Oceanblock
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

Bethany - Enjoy Beach & Pool -Walk to all!
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.

Private pool, waterfront, kayaks, bikes, firepits!
We had the best trip at Golden Quarter Farm! The home was as described with so many amenities and comfortable for our group of 2 toddlers and 7 adults. We thoroughly enjoyed the grounds and spending time outside - the water views were serene, the trails were well marked (the swing was a hit) and there were many places to spread out and relax. All of the instructions were clear and Mary was communicative during our entire trip. I have stayed in quite a few AirBnB’s but this has been the only home that I would plan to go back to. You can tell that the home is well loved and taken care of and we are so grateful we had the opportunity to stay here and make many more beautiful memories.

Seaside Getaway: Bethany Beach Charm
Great location with easy communication throughout the process.

Mom on Market Street
Donna is an incredibly sweet and accommodating person. I am thankful for her kindness and flexibility during our stay.

Escape To A “True” Chesapeake Waterfront Property!
Extremely peaceful and beautiful location. Great location to unwind and get the full Chesapeake experience. Location is central to nearby stores and downtown. We look forward to returning again and will recommend to friends!

Condo Villa 2B 2B, Walk 2 Beach Sl6
Three us stayed for four days (two full ). The space was perfect for my husband and me and our grown daughter. Tow nice big bedrooms with their own baths, a comfortable living room and kitchen with absolutely everything you could need. The location was pretty, in a woods, and near the beach and all the restaurants and shops, along with nearby state parks. Jimena responded quickly when I booked and provided detailed, excellent instructions about the rental, the location, directions to get there, and local spots to visit. Jimena is an excellent host providing an excellent rental near the beach!

Cozy Home near Waterfront in Crisfield, MD
We have stayed at Noah's place a few times and always felt like its home. We contacted Noah a few times and he always responded positively. Noah gave us a history of Crisfield and place to go and see. Noah always kept us informed on everything. He is the best Host you could ask for. We will stay at Noah's again.
Quick stats about vacation rentals that are family-friendly in Chincoteague
Total rentals
560 properties
Nightly prices starting at
$40 before taxes and fees
Total number of reviews
13K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
110 properties have a pool
Rentals with dedicated workspaces
430 properties have a dedicated workspace
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- Assateague Island National Seashore
- Ocean City Boardwalk
- Jolly Roger Amusement Park
- Northside Park
- Bayside Resort Golf Club
- Delaware Seashore State Park
- Jolly Roger at the Pier
- Wallops Beach
- Langford Sand
- Trimper Rides of Ocean City
- Plantation Lakes Golf and Country Club
- Peninsula Golf & Country Club
- Assateague State Park
- Parramore Beach
- Sound Beach
- Snead Beach
- Guard Shore
- York Beach Crossing
- Lost Treasure Golf
- The Links at Lighthouse Sound
- Bear Trap Dunes
- Cedar Island Beach
- Gargathy Beach
- Assateague Beach
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