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Kid-friendly vacation rentals in Assateague Island

Find and book unique kid-friendly rentals on Airbnb

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Popular amenities for Assateague Island kid-friendly rentals

Kid-friendly house rentals

Guest favorite
A stone bench is positioned on a paved area surrounded by lush greenery and colorful plants. The white and brown farmhouse is visible in the background, framed by vibrant foliage. Sunlight streams gently across the outdoor space, creating a serene outdoor seating area.
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!
Top guest favorite
A charming house with large windows is situated by the water, framed by lush greenery. A wooden dock leads from the house to the water's edge, surrounded by tall grass. Soft evening light highlights the structure, creating a serene ambiance.
Home in Ocean Pines
4.99 out of 5 average rating, 123 reviews

Charming Waterfront Cottage w/2 King Suites + Dock

JoeRating, 5 stars3 weeks ago
We were blown away by how amazing the house was. We came for a weekend event in OCMD and found ourselves not wanting to leave the house. The backyard and dock leading to the water were relaxing and created a lot of great photos and memories for us. Being able to wake up and go kayaking before starting the day followed by sitting around the fire at night really made for a perfect stay.
Superhost
A cozy living area features a leather armchair positioned next to a small side table with a lamp. A storage chest rests on the floor beneath a collection of framed artworks and a flat-screen television, enhancing the eclectic atmosphere of the space.
Home in Berlin
4.82 out of 5 average rating, 115 reviews

Joy in the Morning @ Berlin Boho Bungalow

MartyRating, 5 stars1 month ago
Beautifully decorated, great location and Kristen was responsive when needed…a real gem of a home.
Top guest favorite
A barn-style exterior of the condo is showcased, featuring a metal roof and three large garage doors at ground level. The second floor includes a deck with an entrance door. Expansive green space surrounds the property, with trees visible in the background under a clear blue sky.
Home in Berlin
4.92 out of 5 average rating, 51 reviews

SpaciousCondo nearOcean City|Winery|Golf on 5Acres

PatrickRating, 5 stars1 week ago
This was a great place to get away for some peace and quiet. We had a lacrosse tournament in Berlin and the field was 15 minutes away. Beautiful home and very cozy. Very easy check in and Brenda was very quick to answer any question. Totally worth it!
Top guest favorite
The country cottage is shown from the front, set against a backdrop of a clear blue sky with fluffy clouds. A gravel driveway leads to the entrance, framed by a grassy yard. A decorative red wheel is positioned in the foreground, adding a rustic touch.
Home in Pittsville
4.98 out of 5 average rating, 106 reviews

Wagon Wheel Cottage

EylenRating, 5 stars1 week ago
I loved it, from the moment I arrived, the environment was very quiet and private, the house was very clean and organized, we had a great time, I will definitely return
Top guest favorite
The living area features a comfortable seating arrangement with a sofa and two chairs, all upholstered in coastal-themed fabrics. A round wooden coffee table sits centrally on a patterned rug, and large windows allow natural light to fill the space. A ceiling fan adds functionality.
Home in Chincoteague
4.98 out of 5 average rating, 63 reviews

Central Location- Walk to Dining & Entertainment!

KaraRating, 5 stars1 day ago
I highly recommend this place!! The house was newly remodeled, very clean, had nice decor and furnishings and most of all felt like home. The hosts were wonderful to deal with and very accommodating!! Thanks for a wonderful place to stay during our family vacation ❤️
Top guest favorite
Home in Chincoteague
5 out of 5 average rating, 39 reviews

Pearl in the Pines

SarahRating, 5 stars6 days ago
Had a great time in this lovely home! We especially enjoyed the large screen porch and being able to walk to the boat dock for some kayaking.
Superhost
A bright living area features large windows allowing natural light to flood the space. A comfortable gray sofa and a vibrant turquoise chair are arranged around a circular coffee table on a plush area rug. A wood dresser adds warmth, while a flat-screen TV is mounted on the wall.
Home in Ocean City
4.92 out of 5 average rating, 12 reviews

Bayshore Beach Bungalow 46 w/ Boat Slip!

ChrisRating, 5 stars3 months ago
My family has a wonderful stay at this Airbnb. the hosts were accommodating in that we needed an extended stay and were very responsive. The location is nice, it's walkable to the beach. Also with a short walk you can see the sunrise or sunset. Waterfront access is nice although we didn't utilize it. The unit looks as advertised. It was cozy for our stay. The couch was comfortable. The hosts have gone out of their way to provide utensils and other kitchen items that were very useful for our time there. We are very grateful for our time there and would recommend it highly.

Kid-friendly apartment rentals

Superhost
A cozy living area features a dark gray sofa positioned near a small dining table set for four. Sunlight filters through two large windows adorned with blinds, illuminating the light-toned flooring. A potted plant adds a touch of greenery to the space.
Apartment in Berlin
4.91 out of 5 average rating, 108 reviews

Downtown Main Street Berlin Apartment

CyndiRating, 5 stars1 month ago
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.
Guest favorite
A spacious balcony view showcases a serene oceanfront landscape, with gentle waves lapping at the shore. Outdoor seating is visible, offering a peaceful spot to enjoy the surroundings. Sunlight filters through the glass sliding doors, illuminating the interior.
Apartment in Ocean City
4.86 out of 5 average rating, 111 reviews

Amazing oceanfront view 3 blocks from boardwalk

Jamie ElizabethRating, 5 stars1 month ago
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!
Top guest favorite
A modern living area features a spacious gray sofa and a wooden coffee table, complemented by a cozy area rug. Large glass doors open to a private oceanfront balcony, allowing natural light to fill the space. Decorative accents include a wall-mounted surfboard and a round mirror.
Apartment in Ocean City
4.98 out of 5 average rating, 240 reviews

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

FalRating, 5 stars1 month ago
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.
Guest favorite
The exterior of a red barn-style structure is highlighted, featuring a wraparound porch with a wooden railing. A large garage door is visible on the lower level, while greenery surrounds the property, offering a serene setting.
Apartment in Rehoboth Beach
4.93 out of 5 average rating, 150 reviews

The Artist’s Barn Studio

PatrickRating, 5 stars2 weeks ago
This place is lovely! It is a little bit of a walk to the beach, but it's a perfect distance to most of the boardwalk area. The place is well-maintained and thoughtfully furnished. I would stay here again.
Guest favorite
A spacious living area features a large L-shaped mahogany leather couch and a brown suede love seat adorned with decorative pillows. An ottoman complements the seating arrangement. A 65" HD flat screen TV is visible, alongside two windows allowing natural light to brighten the room.
Apartment in Dewey Beach
4.93 out of 5 average rating, 221 reviews

DeweyBeach 1 BR + sleeper sofa. Walk to the beach!

EddieRating, 5 stars1 week ago
Great spot; host was extremely responsive and clearly took the time and care to ensure we had a frictionless experience. Thank you Ben!
Top guest favorite
An inviting outdoor space is defined by a colorful area rug featuring floral patterns in blue, orange, and green. Two stylish chairs flank a small table, with decorative plants adding natural elements to the setting. The entrance is framed by a white railing and a glass door.
Apartment in Frankford
5 out of 5 average rating, 104 reviews

Farm View Suite

CrystalRating, 5 stars1 week ago
Donna & Neal’s “sweet suite” was absolutely PERFECT! Beautifully decorated to every detail to make you feel relaxed, cozy & at home! Donna was great at communicating check-in details & any other info or suggestions we may need. We were able to meet Donna & Neal, they are the most kind & sweet people! The suite was VERY clean & free of any chemical cleaner smell like another review mentioned & I really appreciated that. We loved all the treats, fresh flowers & special touches just for us & to feel so welcomed in their lovely town of Frankford. The bed was super comfy, kitchen area had everything you would need, bathroom & shower was AMAZING! This was a last minute getaway for us so we feel so fortunate to have found such a beautiful place to stay! The only Airbnb in the area that met all our needs & wants! We will 100% return again & recommending the “sweetest suite” to all our family & friends! Truly believe this trip was meant to be & our paths were meant to cross w/Donna & Neal!
Guest favorite
The dining area features a light wooden table surrounded by four upholstered chairs, situated across from a modern kitchen. Soft blue walls complement the space, and ocean-themed artwork adds a touch of color. A small area rug enhances the welcoming atmosphere.
Apartment in Ocean City
4.9 out of 5 average rating, 204 reviews

Newly renovated cute apartment 🏄 12 street 🌸

KaitlinRating, 5 stars2 weeks ago
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!
Top guest favorite
A spacious retreat is set on a grassy expanse, surrounded by tall trees. The brick building, with a light-colored façade, features multiple windows and a sloped roof. A gravel driveway leads to the entrance, while a small brick pillar stands at the edge of the property.
Apartment in Pocomoke City
4.96 out of 5 average rating, 83 reviews

Pansy’s Retreat

Anne MishaelRating, 5 stars1 week ago
I had such a wonderful experience at this Airbnb! From the moment I walked in, I could tell how much care and attention went into the space. It was spotlessly clean, with everything neatly arranged and thoughtfully stocked. The homey touches made it feel warm and inviting. The neighborhood was incredibly peaceful and quiet. I wouldn’t hesitate to book again. Highly recommend to anyone looking for a clean, cozy, and tranquil place to unwind!

Kid-friendly condo rentals

Guest favorite
A bright living area features a spacious blue couch paired with a light ottoman, accented by a patterned area rug. Large windows with sheer curtains allow natural light to fill the space, while a wall-mounted TV and decorative shelving complete the welcoming atmosphere.
Condo in Ocean City
4.97 out of 5 average rating, 159 reviews

Family Condo Oceanside in Midtown OC

EmmettRating, 5 stars2 days ago
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!
Top guest favorite
A modern kitchen features light blue SMEG appliances contrasted against white cabinetry and a patterned backsplash. A wooden countertop extends into a breakfast bar with seating for four. Natural light brightens the space, enhancing the inviting atmosphere for meal preparation and gatherings.
Condo in Ocean City
4.97 out of 5 average rating, 148 reviews

Stylish Apartment Steps From the Beach

CarissaRating, 5 stars1 week ago
I had a lovely stay! The house was so chic, cute, and most importantly CLEAN! Loved being steps away from the beach! I had a wonderful little solo getaway, where I could get work done and relax right afterwards! I will definitely be back! 😊
Guest favorite
An oversized balcony features comfortable seating with deep blue cushions. A glass-top table sits between the chairs. Below, the water view showcases boat traffic, while string lights add a gentle ambiance. The surrounding area includes other residential units and docks.
Condo in Ocean City
4.89 out of 5 average rating, 221 reviews

Bayside Retreat in the Heart of Ocean City!

AdrianaRating, 5 stars2 weeks ago
We loved staying at Heathers place. Very comfortable and felt like home. We really appreciated the Welcome book she provided which gave us all kinds of recommendations for food, drink and activity. We will be coming back!
Top guest favorite
An enclosed patio provides a direct view of the ocean, with sandy beach and water visible beyond a railing. Comfortable seating options are arranged with a small table, allowing for relaxation while enjoying the ocean scenery.
Condo in Ocean City
4.98 out of 5 average rating, 227 reviews

Direct Oceanfront close to Northside Park!

SteveRating, 5 stars1 week ago
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!
Top guest favorite
A serene waterfront scene is captured at sunset, with vibrant colors reflected in the calm water. A charming building with large windows is illuminated, surrounded by lush trees, and boats are docked along the waterfront, creating a peaceful atmosphere.
Condo in Ocean Pines
4.97 out of 5 average rating, 167 reviews

Getaway in Ocean Pines

MaureenRating, 5 stars1 week ago
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.
Guest favorite
The living area features soft blue furnishings and a light wood coffee table. Floor-to-ceiling windows offer direct views of the ocean, while two lamps provide warm lighting. A coastal-themed artwork adorns the wall, enhancing the serene atmosphere of the space.
Condo in Ocean City
4.96 out of 5 average rating, 274 reviews

Direct Oceanfront with a View and Amenities Galore

CourtneyRating, 5 stars2 weeks ago
Bryan is super responsive and easy to communicate with. He notified us of detailed check in and check out instructions. He then checked in on us towards the end of the trip to make sure all of our expectations were met; to which they were. This condo is exactly as described in the listing and pictures. It’s clean and cozy. The view from the bedroom is unmatched. The location is perfect in a sense that it’s not too close to the boardwalk, making the area a little more quiet, but also within 10 mins to the best restaurants and bars. The staff at the condo and even other guests were friendly and courteous. If you’re afraid of heights, this might not be the best place to stay for you, but as I previously mentioned, the view from the master bedroom can’t be beat. That view alone, would have us stay again. I would definitely recommend this stay to others.
Top guest favorite
A cozy living area displays a light blue color scheme. A white sofa is positioned beside a coffee table on a patterned rug, while a dining table is set nearby. Floor-to-ceiling sliding doors open to a balcony, offering views of the ocean.
Condo in Ocean City
4.96 out of 5 average rating, 252 reviews

Caramar Couples Retreat

LiciaRating, 5 stars3 weeks ago
There aren't enough words proper enough to describe how spot on this amazing place is. It looks EXACTLY as the photos show. As soon as I walked in the door, I was met with a beautiful & relaxing relief. I literally let out an "Oh my gosh". I just knew, it was going to be enjoyable. It was quiet & so serene. The bed truly is so comfortable. I was also so impressed with the amount of kitchen supplies as well as the products that were offered in the bathroom & kitchen. They were not your typical "hotel brand" products. Plenty of nearby places within walking distance from food to shopping. I hope I was a good a guest for them because I want to return again. I am in love with it. Such an amazing getaway. Thank you ×100!
Top guest favorite
A pair of blue Adirondack chairs are positioned at a small table on a balcony overlooking the ocean. The expansive view of the sandy beach and distant umbrellas is visible, creating a serene spot for relaxation.
Condo in Ocean City
4.98 out of 5 average rating, 167 reviews

Luxury Oceanfront Escape!

PatrickRating, 5 stars2 weeks ago
We had an amazing stay! The place was clean, the bed was very comfortable and the view off the balcony was amazing! Shiri was incredibly responsive and kind. Would definitely recommend this place!

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