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
An outdoor pool is framed by lounge chairs and umbrellas, overlooking a sandy beach leading to the ocean. The scene is enhanced by pastel hues of a sunset reflecting off calm waters, creating a serene atmosphere.
Condo in Bethany Beach
4.89 out of 5 average rating, 176 reviews

Beautiful Beach-View Condo

EricaRating, 5 stars3 weeks ago
We loved Raj’s place! We have two young children and his place was fully equipped to entertain them with books, toys, etc. Best Airbnb we have stayed in so far 😊
Top guest favorite
Condo in Ocean City
4.96 out of 5 average rating, 153 reviews

Waterview, Steps from Beach, Linens Included!

NaydaRating, 5 stars2 days ago
⭐️⭐️⭐️⭐️⭐️ A Perfect Beach Getaway for Families This condo was absolutely beautiful and spacious—perfect for our group of 8 (two families). The location couldn’t be better: right on the beach and within walking distance to many shops, restaurants, and attractions. We loved waking up early to catch the sunrise with our little ones, such a peaceful and unforgettable part of our trip! The condo had everything we needed to feel right at home, and we were all very comfortable throughout our stay. We would definitely come back and highly recommend this place to other families looking for a relaxing and convenient stay in Ocean City!
Guest favorite
A community pool area is depicted, featuring a large, clear swimming pool surrounded by a cement patio. Several lounge chairs are positioned around the pool and a shaded area is visible with blue umbrellas. Nearby structures and greenery contribute to the tranquil environment.
Townhouse in Frankford
4.86 out of 5 average rating, 120 reviews

Seaside Getaway: Bethany Beach Charm

JacquelineRating, 5 stars4 days ago
Our family had a wonderful time exploring and enjoying the area. It was nice to have a clean, comfortable space to come back to. It have everything we needed to cook, we enjoyed the games, and we especially enjoyed the back porch room. I read and had my coffee in there every morning. We really enjoyed our stay and were very happy with our accommodations.
Guest favorite
A light-filled living area features a soft, neutral-toned sectional sofa facing a wooden coffee table. Floor-to-ceiling windows showcase ocean views, with sunlight reflecting off the water. A flat-screen TV is mounted on a wooden entertainment unit, complementing the room's modern design.
Condo in Ocean City
4.91 out of 5 average rating, 310 reviews

Oceanfront Family Oasis: Pool, Beach & Parking!

JasonRating, 5 stars1 month ago
Great place to stay in Ocean City! clean and wonderful place situated right off the beach secluded and quiet. had lots of beach materials for use. would stay again.
Superhost
Townhouse in Ocean City
4.85 out of 5 average rating, 196 reviews

DownByTheBay 115- Waterfront/4BR/Sleep 15/Pool

RobinRating, 5 stars1 month ago
We all loved this place, my family wanted to stay longer. It is so lovely and relaxing. Great location. Thanks for everything!
Guest favorite
A well-maintained swimming pool is featured, surrounded by shaded umbrellas and white lounge chairs. The pool area is spacious, offering both shallow and deep sections. Lush greenery lines the perimeter, providing a calming backdrop to the bright blue water. Clear skies enhance the inviting atmosphere.
Townhouse in Bethany Beach
4.85 out of 5 average rating, 360 reviews

Spacious Bethany Beach Retreat Pool Pickle Ball

JackieRating, 5 stars2 weeks ago
Susan’s home was exactly what we needed for our tournament weekend. We didn’t get to enjoy the proximity to the beach but we absolutely loved our stay. Susan was an amazing host. Would definitely stay again!
Guest favorite
A well-maintained pool area is surrounded by a spacious deck. The turquoise water glistens under the sky, with lounge chairs positioned nearby. The building's vibrant yellow exterior can be seen in the background, complementing the inviting pool space.
Apartment in Ocean City
4.96 out of 5 average rating, 128 reviews

Beautiful Bayfront Condo!

StephanieRating, 5 stars2 weeks ago
The condo was perfect for our family of 8. It is much larger than the pictures let on. The deck was big enough for all of us to comfortably sit and chat - and Julie has plenty of patio chairs and two tables! Everything was super clean, no clutter, lots of space to spread out and not be on top of each other. The location is perfect too! Quick walk to the beach and some shops. Bus ride can easily take you down to the boardwalk or restaurants you can’t walk to. No need to move your car once you are here. We enjoyed this stay so much we are planning on returning next year. Thank you Julie for sharing your home with us!!
Guest favorite
Individuals are engaged in a water aerobics class in a swimming pool. Colorful pool noodles are raised above their heads, with blue and white floatation devices visible in the water. Sun loungers line the edge of the pool, providing ample relaxation space.
Townhouse in Selbyville
4.91 out of 5 average rating, 222 reviews

Beach house on lake!

IlanaRating, 5 stars1 day ago
Helens place was perfect for our relaxing girls weekend. we loved the outdoor porch and watching all the birds!

Family-friendly home rentals with air conditioning

Superhost
Two wooden Adirondack chairs are positioned on a weathered dock, facing towards a calm waterway. A shaded structure is visible on the left, while boats are anchored in the distance against a backdrop of blue skies dotted with white clouds.
Cottage in Chincoteague
4.72 out of 5 average rating, 100 reviews

SNUG HARBOR waterfront cottage with a grand view!

AlexandraRating, 5 stars3 weeks ago
We ABSOLUTELY loved our visit, and plan to return and stay with Basia! Our weekend consisted of rainy weather and she offered us a covered porch which was well worth it!! Each morning we had a peaceful water view with the horses in the distance. I don’t think it could get any better. The boat tour was SO much fun. Basia stayed in contact with us about when would be the better time to go. She really looked out for us when the weather would be at its peak. Her recommendations never failed to impress. Thank you SO much for having us!! We plan to be back.
Guest favorite
A cozy seating area is positioned on the waterfront, featuring plush cushions and decorative pillows. Two lanterns with candles add ambiance. Lush greenery and a clear sky are visible in the background, enhancing the serene view of the water.
Home in Berlin
4.96 out of 5 average rating, 74 reviews

Private pool, waterfront, kayaks, bikes, firepits!

LenoreRating, 5 stars1 month 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!
Guest favorite
The exterior of the cottage is framed by a covered porch featuring large screens, surrounded by trees and natural light. Two green Adirondack chairs and two dark wooden chairs are set on the ground, inviting relaxation in the outdoor space.
Cottage in Deltaville
4.83 out of 5 average rating, 182 reviews

The Little House at Waveland

AmberRating, 5 starstoday
Had such a lovely stay at the Little House to attend a wedding at the Maritime Museum which is virtually next door. We hope to be back again when we have more time to enjoy the gorgeous view, little beach, and walk to a restaurant or two. Perfect location and we were in awe at how many stars we could see with so little light pollution compared to our home in the suburbs. 🩷 Even with summer temps the screen porch with fan was the best way to wind down in the evening. They’ve thought of everything you could possibly need!
Superhost
The two-story house features a charming screened-in porch with a staircase leading up to it. Bright white siding is complemented by red shutters, surrounded by greenery. A gravel driveway is visible, alongside a parked vehicle and a small garden area.
Home in Wachapreague
4.87 out of 5 average rating, 117 reviews

Private House 4BR -Eastern Shore VA Wachapreague

MichelleRating, 5 stars3 weeks ago
Location, location, location! This was our second stay this year in this property. It’s the perfect location in town. Close to the restaurant, boat ramp, and friends at the campground. We thoroughly enjoyed our stay again. Clean property with responsive hosts. We will be back!
Guest favorite
A decorative post stands in the foreground, featuring a blue and silver lantern atop a slender pole. The lush green lawn is bordered by neatly trimmed shrubs, with the guest house visible in the background, showcasing wooden siding and multiple windows.
Cottage in Berlin
4.93 out of 5 average rating, 92 reviews

Quiet Retreat near Assateague Island

DeniseRating, 5 stars9 months ago
This was our second trip to Catherine's retreat and we loved our stay this time even more than our first. Both Catherine and her husband assisted us when we had questions and provided suggestions for local events. The property is such a restful delight; from the pool, the views of the marshes, the quiet, and the plethora of wildlife to see. The home is comfy and we had everything we needed to make ourselves great meals and just soothe the soul. Between spending time on Assateague by day and returning to this special place at night, we came home restored. Thanks again!
Guest favorite
A spacious living area features a blue sofa and chairs, complemented by a decorative area rug. A dining table and kitchen area are visible in the background, highlighting the open layout. Natural light illuminates the room through the windows.
Condo in Ocean City
4.96 out of 5 average rating, 148 reviews

Mid-Town OC! Ocean Block... Steps to the Beach!

CrystonRating, 5 stars1 month ago
It was great! No complaints!
Guest favorite
The exterior of the beach condo is showcased, featuring a two-story structure with multiple balconies and a spacious open staircase. A gravel driveway is visible beneath the elevated building, where parked vehicles are present. The surrounding area includes residential structures and a clear blue sky.
Condo in Fenwick Island
4.92 out of 5 average rating, 153 reviews

Beach Side Condo on Quiet Bunting Ave.

MarkRating, 5 stars1 week ago
Great location and great home exactly as described . Would rent again. Thanks John
Superhost
A charming house is situated on a spacious green lawn, surrounded by trees. The building features a bright blue metal roof and welcoming front entrance. Clear blue skies enhance the inviting atmosphere of the exterior, showcasing a well-maintained landscape with colorful plants.
Guesthouse in Chincoteague
4.87 out of 5 average rating, 62 reviews

Horseshoe Haven

ThomasRating, 5 stars10 months ago
This was our 3rd time in Chincoteague in the past 4 years and we plan on visiting again in the future. The beach is easily accessible but has never seemed too crowded. We love watching the wildlife (especially the horses). There is plenty to do for the whole family. We really enjoyed our stay at this house from beginning to end. Communication with Gary and Renee was seamless. We spent a lot of time hanging out on the screened-in porch. We had plenty of ping-pong matches. We had a lot of fun in the pool also.

Family-friendly home rentals with Wifi

Top guest favorite
A fire pit is surrounded by log seating and two cushioned chairs, set on a brick patio in a grassy yard. A spacious deck with a railing is visible behind the seating area, framed by trees in a quiet, natural setting.
Home in Selbyville
4.9 out of 5 average rating, 175 reviews

Country Private Vacation House

ReneeRating, 5 stars1 day ago
Spent 3 nights visiting with our son who is in the Marines. The house is really spacious and comfy. It’s private and super peaceful which we really appreciated coming from super packed Bethany beach. So nice to come back to the deck to relax in the shade and watch deer in the big yard. Beds are comfortable. We brought lots of food. Our son loves homemade when visiting. The kitchen is huge and so easy to cook in. 15mins to the beach. So easy to in and out. Josh was a great communicator. A fantastic stay was had! Highly recommend!
Guest favorite
A light grey two-story house features a large front porch with white railings and multiple seating areas. Bright turquoise shutters frame the windows, and an American flag is displayed on the porch. Lush green landscaping complements the inviting facade.
Home in Ocean City
4.93 out of 5 average rating, 42 reviews

West OC Bayside Getaway w/ pool

AlexandraRating, 5 stars2 weeks ago
I highly recommend this house! Doug is a very helpful and responsive host. The house is just as pictured in the photos and very clean. The location is also ideal - private but close to everything! The deck and patio in the backyard are beautiful and right on the water. The pool is also very clean and relaxing. I don’t have one bad thing to say about this house, and I can’t wait to come back next summer! :)
Superhost
The exterior of the waterfront home is shown, with a spacious deck and screened porch overlooking the water. Lush landscaping and a pathway lead to the dock, while large windows create a welcoming atmosphere. A patio umbrella provides shade for outdoor seating.
Home in Ocean Pines
5 out of 5 average rating, 62 reviews

Ocean Pines, Waterfront Oasis

LaDonnaRating, 5 stars10 months ago
We enjoyed a wonderful week at 12 Moonshell. The house is in a great location, on a quiet street with a wide canal, and near both the golf course and OP Yacht Club. The water views are fantastic! The home itself was spacious and well-appointed, with a large, fully equipped kitchen and a great master bedroom suite, as well as a nice deck and screened porch overlooking the water. The garage is stocked as well, with bikes, beach chairs, and outdoor games. 
Superhost
The exterior of the cottage is presented, featuring a welcoming entrance with wooden steps leading up to a porch. The structure is surrounded by lush greenery, offering a serene atmosphere. Large windows enhance natural light, complementing the spacious front area.
Home in Ocean Pines (Berlin)
4.81 out of 5 average rating, 43 reviews

Cozy Affordable Ocean Pines Cottage

GaryRating, 5 stars1 month ago
My partner and I stayed at Nu’s cottage in Ocean Pines while attending the Boardwalk Rock Music Festival in OCMD, and it was absolutely perfect. We scheduled our Ubers to and from the festival weeks in advance which made it very affordable and convenient. The home was spotless, spacious, and located in a quiet, peaceful neighborhood—great for relaxing after a long day. It’s just a short drive or ride share to Ocean City, with tons of restaurants, shops, and grocery stores close by. The house had everything we needed: plenty of space, convenient parking, a nice shaded outdoor area, and a screened-in patio that was perfect for morning coffee or evening drinks. While it was just the two of us, the layout would be ideal for a family or small group—there are three bedrooms (1 queen, 1 double, 2 singles) and plenty of room to spread out. Nu was a fantastic host and made everything seamless. 10/10 would absolutely recommend. We’re already looking forward to our next stay!
Guest favorite
A single-story rancher with a brick facade is showcased, featuring a covered porch and several windows. Nearby, a tree-lined street is visible, lined with restored older homes, providing a quiet residential atmosphere.
Home in Salisbury
4.87 out of 5 average rating, 124 reviews

Hudson House

KarenRating, 5 stars1 week ago
This house is very spacious, comfortable and very homey. We had a great stay! We were initially concerned about it having only one and half bathrooms but once we were there we didn’t even notice it. The bathroom is so big and the half bathroom is ideally situated at the other end of the house, which was very convenient. We would definitely recommend it and will book it again on our next trip to Salisbury.
Superhost
A covered outdoor deck area features a round white table surrounded by four blue chairs. A long, cushioned bench is positioned along one side, providing additional seating. Lush greenery is visible in the background, enhancing the natural ambiance of the space.
Condo in Bethany Beach
4.91 out of 5 average rating, 55 reviews

Old School Beach Cottage-Oceanside Condo

WendellRating, 5 stars2 weeks ago
This wonderful condo is a short stroll from a private beach, with a quiet well-furnished deck and fully-stocked kitchen. Perfect for a beach stay away from the crowds.
Superhost
Cottage in Heathsville
4.7 out of 5 average rating, 23 reviews

I Love to Fish on Chesapeake Bay -New House

PeterRating, 5 stars34 months ago
This is a great place if your family is looking for a beach get away. The fishing pier is large and can accommodate multiple fishing poles. The crabbing was also great! We caught so many crabs that we had crabs everyday. The large dining table and screened porch was perfect for family lunches/dinners. Rangeley (host) was also very responsive and made sure our stay was comfortable. I would highly recommend this place!
Guest favorite
A classic two-story farmhouse is framed by lush greenery and tall trees. A welcoming porch with white rocking chairs offers a place to relax, while the gabled roof adds architectural interest. The exterior features crisp white siding with dark green shutters.
Home in Machipongo
4.84 out of 5 average rating, 79 reviews

The Farmhouse at Chatham Vineyards

DawnRating, 5 stars1 week ago
We had the best time at the farmhouse! The house is as described. Definitely a wonderful opportunity to unplug. The bedding was amazing and Eleanor and her husband were quick to respond with a downstairs AC unit which was a game changer! We loved our flight tasting at the winery and bought a bottle to take home. Great porch sitting time. Read the story of the farm - so interesting. Thanks for your hospitality!

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

  • Total rentals

    560 properties

  • Nightly prices starting at

    G$8,368 GYD 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