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Family-friendly vacation rentals in Chincoteague Bay

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Chincoteague Bay

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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A charming tiny house features wooden shingles and a welcoming front door. It is framed by colorful flowers in a garden, enhancing the outdoor landscape. A sign above the door adds a personal touch, while large windows allow natural light to fill the space.

Home in Ocean View

4.9 out of 5 average rating, 577 reviews

Tiny House at Good Earth, near Bethany Beach

A custom 165 sq. ft. "Tiny House" located right between our theater and the garden dining area. True to the show "Tiny House Nation".. cool interior with custom woodwork, stairs to a lofted bed. Fully functioning kitchen. Spacious bathroom & shower. We provide TV and internet in the unit. We have 2 on-site restuarants, market, theater, and parking. Our AIRBNB village consists of 2 tiny houses, 2 cottages, tent sites, a loft appartment, and more! Staying at Good Earth is more than a beach trip!

A quaint tiny house presents a welcoming exterior with a red facade and inviting black door. Comfortable seating is arranged on green grass under a large white umbrella, surrounded by planters with flowers. Lush greenery and a pathway enhance the serene outdoor setting.

Tiny home in Accomac

4.94 out of 5 average rating, 490 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a cozy tiny home on a 50-acre farm, surrounded by fields, woods, marsh, and a creek. Curated with hygge comfort and efficiency, you'll love the natural light and calm decor. • Escape the noise & reset in nature • Peaceful sleeping • Thoughtful interior design • Large full bath • Comfy patio for coffee, cocktails, and epic stargazing • Firepit with wood provided • Large private outdoor shower surrounded by woods • Wide open spaces • Fast WIFI • Superhost for 10+ years

A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.

Cottage in Onancock

4.95 out of 5 average rating, 164 reviews

A "True" Chesapeake Bay Waterfront Experience!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!

Top guest favorite

A spacious driveway leads to the entrance of a one-bedroom apartment. The light-colored building features a pair of windows flanking a central door. A large, open grassy area extends beyond the driveway, bordered by trees in the background.

Apartment in Salisbury

4.91 out of 5 average rating, 187 reviews

Private Luxurious One Bedroom Apartment

My place offers a 30-minute drive (may vary) to Ocean City beaches, and less than a 10-minute drive to the Zoological Park, downtown Salisbury, and nice restaurants. You’ll love my place because of the comfy bed, a large driveway, a large backyard for outdoor activities, and its location in a very quiet residential neighborhood. The luxurious one-bedroom apartment is good for couples, solo adventurers, couples with one kid, and business travelers. People from all backgrounds are welcome.

The living area displays a light-filled space with large sliding glass doors that open to an oceanfront balcony. A neutral-colored couch is accompanied by a round wooden dining table. A large mirror and minimalist decor enhance the room's serene atmosphere, with a view of the sea in the background.

Condo in Ocean City

4.92 out of 5 average rating, 813 reviews

Light and Airy Oceanfront Condo with Large Porch

Wake up to the sound of the waves crashing outside your window and finish off your days relaxing on the private balcony as you watch the moon rise over the ocean. Come find your serenity by the sea in our modern oceanfront condo. Located in midtown Ocean City, you can keep your car parked in our dedicated spot and walk to many of the towns best restaurants, bars, and entertainment as well as the Convention Center and Performing Arts Center. Morning beach strolls and evening sips await :)

Top guest favorite

A sandy path leads through lush green grass toward the calm bay waters under a partly cloudy sky. The scenery captures the serene transition from land to water, inviting exploration just steps from the beach.

Cottage in Cape May

4.92 out of 5 average rating, 611 reviews

Charming Bayfront Tranquility

Bayfront location! Just 20 steps to the beach! My place is close to restaurants and dining, amazing views, the city center, art and culture, and parks. You’ll love my place because of the beachfront access, and the ambiance. My place is good for couples, solo adventurers, and furry friends (pets). Please NOTE: Minimum stays of (2 days or more are required.) Special consideration for longer or shorter stays can be discussed upon booking. PLEASE read over all instructions when booked

Top guest favorite

The kitchen showcases leathered granite counters and a large island with seating. Large windows provide natural light and stunning river views. Cozy seating areas are arranged with colorful cushions, and a gas fireplace adds comfort to the inviting open space.

Home in Deltaville

5 out of 5 average rating, 125 reviews

"No Bad Days" in this Fabulous Beachhouse w/ Dock!

You'll have "No Bad Days" in this beautiful beachfront home on the Rappahannock River with 123' of private beach and private dock with jetski lift. This stylish, comfortable home is well equipped with many inside and outdoor amenities. Watch sunset at the outdoor firepit table or choose the indoor fireplace in colder months. High speed internet and Smart TVs keep you connected while you kayak, bike, fish and enjoy river living at its finest. The town of Deltaville is 2 miles away.

The interior of the cottage features a vaulted wooden ceiling with beams, creating an open atmosphere. A spacious sectional sofa faces a wood-burning stove. The kitchen is equipped with modern appliances, while light streams through large windows draped in sheer curtains.

Guesthouse in Fort Washington

4.93 out of 5 average rating, 741 reviews

Urban Cottage,MD minutes from DC/National Harbor

Come and enjoy our spacious detached cottage,lounge on your private back deck overlooking private parkland forests. A real urban escape in an excellent location! Just a few blocks away from the MGM Resort / Casino, National Harbor, and shopping. Across the river from historic Alexandria and 10-minutes from Washington,DC. Great for a solo adventure,couples,and friends (up to 4 guests). Enjoy the seasonal steam house and personal wood-burning stove if you book in the cold months.

Top guest favorite

The historic home features a charming exterior with a mix of white clapboard and dark shingles. An inviting porch is framed by green shutters and surrounded by well-maintained landscaping. A gravel driveway leads to the front entrance, enhancing the property’s welcoming appeal.

5 out of 5 average rating, 141 reviews

Historic Rousby Hall, Waterfront, Pool, Beach

Rousby Hall is located on the Patuxent River, outside of Solomons Island with a view of the river's opening to the Chesapeake Bay. The 16-acre property is adjacent to our very private conservation area that borders our 300-foot private beach. The year-round property has a pier, and in-ground pool (May-October) with amazing river views. Also hosts weddings+events up to 100 guests (additional event fee applies).

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, 228 reviews

Direct Oceanfront close to Northside Park!

Location, location, location! 2 bed, 2 bath direct oceanfront condo, with incredible ocean sunrise views from your private enclosed patio. Master bedroom features unbelievable views of the ocean, glass slider out to the patio & in suite full bath! Walking distance to Northside Park, restaurants & shopping. 2 assigned parking spaces. Elevator or steps - you pick. Washer/dryer in unit.

An outdoor seating area is showcased with a cozy sectional sofa covered in gray fabric. Colorful tropical-patterned pillows are arranged on the sofa, complementing a rectangular coffee table placed on a patterned outdoor rug featuring leaf designs. Sunlight creates a bright atmosphere.

Cottage in Chincoteague

4.88 out of 5 average rating, 183 reviews

Sunshine Retreat

Cute and cozy two bedroom cottage on the famous island of Chincoteague. Colorful, relaxing getaway for up to four people. Two porches and great place to have that morning coffee. Outdoor shower - HOT and COLD water. NON-SMOKING (please smoke outside near parking area if necessary). NO PETS

Top guest favorite

The charming carriage house features a light-colored exterior with white trim and a metal roof. Two garage doors and multiple windows offer ample natural light, while a gravel driveway provides access to the entrance. Surrounding trees add a touch of greenery to the serene setting.

Guest suite in Berlin

4.97 out of 5 average rating, 603 reviews

Ayers Creek Carriage House

Our beautiful carriage house is located on 5 pristine acres along, scenic Ayers Creek, offering year round beauty. Only minutes from Assateague Island, Berlin, and Ocean City. Serene with abundant wildlife. Ideal oasis for outdoor enthusiasts. Worcester County Maryland Rental License #1324

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Popular amenities for Chincoteague Bay family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Top guest favorite

A cozy bedroom features a spacious bed with neutral bedding and two pillows. Natural light enters through two windows fitted with blinds. A small lamp sits on a nightstand, enhancing the room’s functionality. A blanket is neatly folded at the foot of the bed.

Condo in Bethany Beach

4.93 out of 5 average rating, 300 reviews

Sea Colony Premier Family Resort

The exterior of the two-level condo is depicted, featuring a light green facade with white railings and balconies. The entrance, with a white door and copper awning, is shown along with two garage doors below. A landscaped area with minimal shrubs is visible next to the driveway.

Condo in North Wildwood

4.96 out of 5 average rating, 105 reviews

Beach block condo, pool/spa, 2 parking, 4 bdrms

Top guest favorite

A pet feeding station is set on a textured mat, featuring two stainless-steel bowls. A colorful pet toy stands playfully beside the bowls, and a glass jar labeled with treats is positioned nearby. Light fills the space, enhancing the warm wood flooring.

Townhouse in Baltimore

4.96 out of 5 average rating, 529 reviews

Parkfront Hot Tub Haven for Families & Pets

The exterior of a large white house is displayed, featuring black and white striped awnings over the windows. A welcoming front porch includes a bench and colorful flower pots. A spacious driveway provides parking, and a garage door is visible on the right.

Home in Rehoboth Beach

4.87 out of 5 average rating, 231 reviews

Dodd House Beach Home w/private pool and hot tub

A serene lake view features gentle fountains spraying water, surrounded by well-maintained greenery. Various residential buildings with sloped roofs stand along the water's edge, framed by lush trees and a clear blue sky.

Townhouse in Bethany Beach

4.92 out of 5 average rating, 110 reviews

Lakefront slps 6; beach, pools, tennis, gym, view!

A large, two-story home with a welcoming front porch is set amidst a spacious green lawn. The house features a grey exterior with white trim and multiple windows, surrounded by trees and landscaping, creating a peaceful and private atmosphere.

4.88 out of 5 average rating, 172 reviews

Large Home with Pool & 7 bedrooms; sleeps 21

A spacious in-ground pool is surrounded by lounge chairs in light blue and white. Lush greenery is visible along the perimeter, creating a refreshing outdoor space. A blue umbrella provides shade, while stone steps lead to an elevated area in the background.

Home in Rehoboth Beach

4.95 out of 5 average rating, 105 reviews

Amazing Bay Vista Beauty with Private Pool!

A well-maintained inground pool can be seen surrounded by a spacious deck featuring lounge chairs and shaded seating areas. Lush greenery and trees create a natural backdrop, enhancing the outdoor space’s tranquility with direct views of the water.

Apartment in Arnold

4.96 out of 5 average rating, 176 reviews

Celebrate Summer by Your Private Pool

Family- and pet-friendly home rentals

A cozy living area features a comfortable sofa and two green armchairs, with a decorative rug beneath. Large bifold glass doors open to a lush garden. Natural light fills the space, which is adorned with potted plants and a vibrant piece of wall art.

Apartment in Washington

4.87 out of 5 average rating, 672 reviews

Union Market Garden Apartment

A serene waterfront view showcases a gently sloping yard leading to a wooden dock. A well-maintained path lined with decorative rocks is seen, along with lush greenery and trees bordering the water's edge, inviting relaxation in a tranquil outdoor setting.

4.96 out of 5 average rating, 209 reviews

Williamsburg Hide-A-Way Creekside

Cottage in Deale

4.82 out of 5 average rating, 182 reviews

Watrfnt Cottage @ChesapeakeParadise Kayaks/Dogs OK

Top guest favorite

Guest suite in Dunnsville

5 out of 5 average rating, 271 reviews

The Bird's Nest at Holly Bluff-Riverfront. Beach.

A cozy living space features a wall-mounted television above a white cabinet with a range of games and books visible inside. A wire basket stand holds additional books, while a soft pet bed rests in a corner. Natural light enters through a nearby window.

Cottage in Lewes

4.87 out of 5 average rating, 202 reviews

BnB’s Dog-Friendly Cottage

Top guest favorite

The image captures a serene waterfront scene, showcasing a long wooden dock extending into the calm river. Lush greenery lines the riverbank, while a clear blue sky with scattered clouds provides a picturesque backdrop. The tranquil water reflects the surrounding landscape.

Apartment in Lexington Park

4.97 out of 5 average rating, 571 reviews

Historic St. Mary's City, MD

Top guest favorite

A spacious deck is surrounded by trees, providing a serene outdoor setting. A large table with multiple chairs offers ample seating, while a single dog relaxes on the deck. Lanterns add a subtle decorative touch, enhancing the natural ambiance.

Home in Greensboro

4.97 out of 5 average rating, 156 reviews

Cozy Riverside Cottage in the Woods

Top guest favorite

An aerial view of a two-story farmhouse is captured overlooking a calm waterfront. Lush trees with autumn foliage surround the property, while Sturgeon Creek glistens in the background. A private dock extends into the water, highlighting the serene outdoor environment.

Home in Deltaville

4.99 out of 5 average rating, 113 reviews

Camp Rappahannock - Deltaville Waterfront Living

Family-friendly home rentals with a pool

The exterior of a twinhome is showcased, featuring a stone-accented garage with two doors. Lush green landscaping surrounds the entrance, while large windows with black shutters offer a glimpse of the welcoming interior. A paved driveway leads up to the garage.

Townhouse in Millville

4.95 out of 5 average rating, 229 reviews

⛱ Quiet 3 Bed Twinhome just 3 miles from Beach! ⛱

An aerial view reveals a pair of adjoining units with dark roofs and light-colored exteriors, surrounded by trees. A calm body of water reflects the seasonal foliage, while a parking lot is visible in the foreground. The peaceful setting is enhanced by a winding path leading to the shoreline.

Condo in Rehoboth Beach

4.89 out of 5 average rating, 148 reviews

Right on Silver Lake walk to the beach and town!

Condo in Ocean City

4.95 out of 5 average rating, 154 reviews

Waterview, Steps from Beach, Linens Included!

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!

Top guest favorite

The private pool is surrounded by a spacious wooden deck. Two lounge chairs and a small side table are positioned adjacent to the pool, along with additional seating in the background. Clear water can be seen invitingly reflecting the daylight.

Home in Rehoboth Beach

5 out of 5 average rating, 196 reviews

Beautiful Beach House in Rehoboth

A clear, inviting pool is featured within a sun deck area. Light reflects off the water's surface, surrounded by a decorative stone border. Lounge chairs are positioned nearby, providing space for relaxation under the open sky.

Condo in Rehoboth Beach

4.93 out of 5 average rating, 137 reviews

Beach Front living

Top guest favorite

An aerial view of a community swimming pool is presented, surrounded by neatly manicured greenery. Poolside loungers are visible alongside a gazebo that offers shaded seating. Clear blue water fills the spacious pool, inviting relaxation under the sunlight.

Home in Rehoboth Beach

4.9 out of 5 average rating, 122 reviews

Luxury Carriage House in Rehoboth Beach

The community pool area is showcased, featuring a clear blue pool surrounded by a deck with lounge chairs. A spacious clubhouse can be seen in the background, and the area is framed by a white fence and clear blue skies.

Townhouse in Ocean City

4.92 out of 5 average rating, 235 reviews

Beach Paradise 108D - Beach Home at Broad Marsh OC

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