Family-friendly vacation rentals in Chincoteague

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Chincoteague family-friendly rentals

Family-friendly home rentals with a pool

Superhost
Apartment in Ocean City
4.84 out of 5 average rating, 125 reviews

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

NicoleRating, 5 stars7 months ago
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!
Guest favorite
A private pool is surrounded by a paved patio, providing spacious outdoor lounging areas. Two vibrant green chairs are positioned beside the water, with gently swaying plants creating a relaxing ambiance.
Home in Ocean City
4.92 out of 5 average rating, 39 reviews

West OC Bayside Getaway w/ pool

ZacharyRating, 5 stars3 months ago
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.
Guest favorite
Home in Ocean City
4.94 out of 5 average rating, 251 reviews

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

CassieRating, 5 stars2 weeks ago
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!
Guest favorite
The dining area features a glass-top table surrounded by light-colored upholstered chairs. Above, a modern chandelier provides illumination. The open layout connects to the kitchen, with sleek cabinetry and appliances visible in the background, enhancing the spacious feel with natural light.
Condo in Ocean City
4.91 out of 5 average rating, 305 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

MoniqueRating, 5 stars1 week ago
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.
Guest favorite
Villa in Ocean View
4.89 out of 5 average rating, 149 reviews

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

AustinRating, 5 stars2 days ago
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!
Guest favorite
A brightly colored playground structure features a climbing frame with a slide and a spiral slide. Sturdy metal steps lead up to the play area, which includes climbing elements and various interactive panels. The surrounding ground is covered with soft mulch.
Home in Berlin
4.79 out of 5 average rating, 192 reviews

OC, Md great amenities, near national park/beaches

EmilyRating, 5 stars7 months ago
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.
Superhost
The bathroom features light blue walls and white cabinetry. A single sink is accompanied by a mirror and overhead lighting. Shelves hold decorative items, including a colorful artwork with surfboards. A toilet is positioned adjacent to the sink area, maintaining a clean and functional design.
Condo in Bethany Beach
4.88 out of 5 average rating, 120 reviews

Featured on HGTV! Bethany Beach Ocean Front Condo

JohnRating, 5 stars7 months ago
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.
Guest favorite
A bright bathroom features a clean white sink and countertop, complemented by a wall-mounted mirror. A light blue shower curtain adds a touch of color. Essentials such as hand soap and a towel are neatly arranged, ensuring a functional and welcoming space.
Townhouse in Bethany Beach
4.85 out of 5 average rating, 357 reviews

Spacious Bethany Beach Retreat

VictorRating, 5 stars1 week ago
The home was beautiful. Great host. would definitely rent from again. Thank you.

Family-friendly home rentals with air conditioning

Top guest favorite
A well-maintained swimming pool is depicted, featuring clear blue water under bright sunlight. The pool area is enclosed by a chain-link fence with landscaped greenery surrounding it. Two metallic ladders provide access to the water, while poolside lounge areas are noticeable.
Townhouse in Ocean City
4.92 out of 5 average rating, 65 reviews

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

AmandaRating, 5 stars8 months ago
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.
Superhost
A spacious living area features stylish seating options, including a comfortable sofa, recliner, and coffee table. Soft lighting is provided by side lamps, with natural light streaming in through large windows overlooking greenery. A doorway leads to a serene bedroom visible in the background.
Apartment in Ocean View
4.64 out of 5 average rating, 87 reviews

Fun, Sun and Water 2br upstairs apt

AndrewRating, 5 stars9 months ago
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.
Guest favorite
The townhouse-style home features blue siding with wooden accents. A welcoming entrance is marked by a staircase leading to a second-level deck, which is bordered by wooden railings. Lush greenery surrounds the property, providing a serene setting.
Townhouse in Bethany Beach
4.82 out of 5 average rating, 141 reviews

Bethany Beach House - Walking Distance

JanetRating, 5 stars6 months ago
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.
Top guest favorite
The exterior of a single-story ranch-style home is shown, featuring a brick façade and a roof with a slight slope. Lush green shrubs frame the front porch, and large trees provide shade. A peaceful neighborhood street is visible in front of the house.
Home in Salisbury
4.87 out of 5 average rating, 123 reviews

Hudson House

WendyRating, 5 stars4 months ago
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.
Superhost
A work space is displayed with a large area rug featuring a blue medallion design. Two black office chairs are positioned at a long desk, which is accompanied by upper cabinetry. Natural light filters in through a large window covered with sheer curtains.
Home in Bethany Beach
4.92 out of 5 average rating, 37 reviews

Just renovated on canal and 1.5 blocks to beach

MariaRating, 5 stars7 months ago
We had a very nice stay with a large group of teens. They could walk to the beach on their own and the house was big enough for everyone. Joey neighborhood. Thank you!
Superhost
The living area features light blue walls that complement the striped sofas. A flat-screen TV is mounted above a console, and a fireplace adds a cozy touch. Access to the balcony is available through sliding glass doors, allowing natural light to illuminate the space.
Condo in Ocean City
5 out of 5 average rating, 17 reviews

Island Cabana * FREE Linen & Towels*6 Beach Chairs

HollyRating, 5 stars9 months ago
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!
Guest favorite
A bright bathroom is presented with sunny yellow walls and a cheerful patterned shower curtain. A light-colored countertop surrounds a sink, with a mirror mounted above. A toilet is positioned nearby, and a metal shelving unit provides additional storage.
Condo in Ocean City
4.88 out of 5 average rating, 81 reviews

Bayside Clean and Comfortable with a Pool

JimRating, 5 stars7 months ago
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!
Superhost
The two-story beach house features a light-colored exterior with a covered porch and blue accents. Lush green plants and colorful flowers enhance the entryway. Outdoor steps lead to the upper level, providing a welcoming path to the entrance.
Townhouse in Ocean City
4.65 out of 5 average rating, 78 reviews

Beach House Ocean-Block (bottom unit)

SamanthaRating, 5 stars7 months ago
We loved our stay! The house was cozy and Meredith was friendly and responsive. Would definitely stay here again!

Family-friendly home rentals with Wifi

Superhost
A small wooden table is set with two chairs, featuring a jar of colorful alphabet blocks and a selection of children's books. Natural light filters through blinds, illuminating the room with a soft glow.
Home in Bethany Beach
4.94 out of 5 average rating, 111 reviews

Bethany Beach 116 5th St Oceanblock

JamesRating, 5 stars5 months ago
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
Superhost
A warmly lit hallway features a staircase with wooden steps and a white railing. Artworks line the walls, adding character. A decorative chandelier hangs above, while a vintage rug covers part of the wooden floor, welcoming guests into the home.
Home in Berlin
4.96 out of 5 average rating, 73 reviews

Private pool, waterfront, kayaks, bikes, firepits!

LenoreRating, 5 stars2 days ago
We can't wait to return to Golden Quarter Farm! Charming and expansive, the property has everything we were looking for in a place to spend a relaxing weekend with extended family. The historic house is bright and roomy with a well-appointed kitchen; the bedrooms are unique, comfortable, and private; and the living space homey and inviting -- perfect for spending time together. The beautiful views of the riverfront drew everyone outside for walks down the pier, through the fields, and down the sun-dappled forest trails. It was a bit too chilly during our April stay, but the possibilities for enjoying the river (canoe, kayay, SUP) and lovely pool were nonetheless enticing. Finally, I must mention that Evie and Mary were extraordinarily welcoming and accomodating, from communicating proactively to preparing the home for our stay and checking in to make sure everything was perfect. Highly recommend!
Superhost
A well-maintained tennis court is enclosed by a green fence, surrounded by lush grass and trees. The court is set in a quiet area, with a pathway visible leading towards a nearby structure. Soft clouds fill the sky, creating a serene backdrop.
Townhouse in Frankford
4.86 out of 5 average rating, 113 reviews

Seaside Getaway: Bethany Beach Charm

DanielRating, 5 stars7 months ago
Great location with easy communication throughout the process.
A spacious living area features a comfortable seating arrangement, with a recliner and a couch on a soft carpet. Natural light filters through large windows adorned with light blue curtains, illuminating the dining area with a table and chairs. An entryway connects to additional rooms.
Home in Onancock
4.73 out of 5 average rating, 213 reviews

Mom on Market Street

ZackRating, 5 stars9 months ago
Donna is an incredibly sweet and accommodating person. I am thankful for her kindness and flexibility during our stay.
Superhost
A metal tray filled with freshly steamed crabs sits on a wooden table. The crabs are coated with seasoning and display vibrant orange-red shells. In the background, natural light filters through a screened porch, adding a warm ambiance to the scene.
Home in Onancock
4.91 out of 5 average rating, 64 reviews

Escape To A “True” Chesapeake Waterfront Property!

TomRating, 5 stars1 week ago
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!
A wooded area features tall pine trees casting shadows on the soft ground covered with pine needles. In the background, the still water of a pond is visible, surrounded by foliage and gently reflecting the sky.
Home in Bethany Beach
4.85 out of 5 average rating, 232 reviews

Condo Villa 2B 2B, Walk 2 Beach Sl6

TobyRating, 5 stars1 month ago
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!
Superhost
A dining table with four chairs is positioned on the porch, facing the ocean. The view extends to sandy dunes and the beach, where colorful umbrellas are set up. A hanging planter with flowers adds a touch of greenery to the space.
Townhouse in Ocean City
4.74 out of 5 average rating, 54 reviews

Ocean Front Direct Beach Access 4 Bedroom Townhome

EdanRating, 5 stars8 months ago
Stuart and Ross were excellent hosts. All communication was extremely friendly and timely both ahead of our stay (answering questions about the house and amenities) and throughout the week at Sea Splash when we had additional questions or needs. You can't beat the proximity of this home to the beach, just a short walk over the dune. We were able to watch the sunrise in the mornings from 3 different decks and the sunset from the 4th deck. Kitchen was way more stocked than any other airbnb I've stayed in which was a lovely surprise as we prepared most food ourselves. Super convenient hose and outdoor shower to rinse off from the beach. Beds were comfortable and clean. Would absolutely stay again!
Superhost
A spacious living area features two comfortable sofas adorned with cushions in bright floral patterns. A glass coffee table sits at the center, with light streaming in from large windows dressed with sheer turquoise curtains. An adjoining dining area with a round table is visible.
Cottage in Ocean View
4.69 out of 5 average rating, 249 reviews

The Elephant

CoreyRating, 5 stars7 months ago
Very cute place. Great for families. Would definitely stay here again

Quick stats about vacation rentals that are family-friendly in Chincoteague

  • Total rentals

    560 properties

  • Nightly prices starting at

    ﺩ.ﺇ147 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

Destinations to explore