Kid-friendly vacation rentals in Accomack County

A charming cottage features a two-story structure with a white exterior and red roof accents. Balconies with railings are present on both levels, complemented by landscaped greenery and flowers at the entrance. Nearby structures are visible, creating a cozy neighborhood atmosphere.

4.88 out of 5 average rating, 112 reviews

Sunny Claire-Beautiful Downtown Cottage w/Hot Tub

LOCATION, LOCATION, LOCATION!!! Located in the heart of Chincoteague, Sunny Claire is just steps away from downtown restaurants, shopping, theater, town park, fishing pier & carnival grounds. Relax in the hot tub, read a book or enjoy sunsets from one of the cozy porches, or just stroll along Historic South Main Street. This well appointed cottage offers the perfect vacation spot for your Chincoteague vacation. Sleeps 8 Master w/ King Sleep Number Bed Bedroom #2 (1 Q) Bedroom #3( 1 Q, 1 F)

4.91 out of 5 average rating, 185 reviews

Rest A'Shored charming Chincoteague getaway

Spacious open floor plan great for entertaining family and friends with all the modern amenities you need! Eat inside at the large dining room table or enjoy the cool evening breeze outside on the fully screened in porch. 3 bedrooms and 2 full baths can comfortably accommodate 2 families with children or 3 couples. Located on Willow street, you are just a short walk to the Chincoteague carnival grounds and Main Street. We are dog friendly as we know they are really part of the family!

A charming two-story island home is nestled among tall trees, providing a natural setting. The structure features a sloped roof and a front porch with a railing. Sunlight filters through the branches, casting dappled shadows on the ground.

4.97 out of 5 average rating, 159 reviews

Charming Island Home "Sandy Pines"

Come and enjoy a nice, relaxing vacation at this charming island home. "Sandy Pines" lies just a half a block from the water and a block and a half from the bridge to Assateague (where the beach is). The downstairs features a living room and dining room, 2 bedrooms (equipped with two twin beds each), a lovely kitchen, full bathroom and screened porch. On the second level you'll find the master bedroom with a private full bathroom, movie/game/yoga room, and a 2nd fully screened porch.

4.95 out of 5 average rating, 154 reviews

A cozy corner is presented with a circular rug and a light-colored table surrounded by two green chairs. A round mirror hangs on the wall, reflecting the airy kitchen space visible in the background, featuring smooth cabinetry and bright accents.

Cottage in Chincoteague

Summer's Sea Shanty on Chincoteague Island

Summer's Sea Shanty is a delightful Chincoteague coastal cottage that’s perfect for couples, families, or small groups of friends. We've worked hard to make this the ideal modern day beach retreat. This home boasts screened in front and back porches, a fire pit, an open/functional floor plan. We're pet and kid friendly with luxury linens and rugs and dish ware... We're proud to be the best of the best on the island. We're centrally located and minutes from Assateague National Seashore.

4.98 out of 5 average rating, 258 reviews

Home in Accomac

Heartsong Farmhouse , a nature lover's retreat.

Heartsong Farmhouse was completely renovated in 2019. Beautiful hardwood floors, brand new furniture, in a modern farmhouse style with a Boho vibe. The entire home is filled with beautiful natural light and the brick walls ensure a peaceful nights sleep. The yard is completely surrounded by a 15ft hedgerow of holly, magnolia and camellias, like walking into a secret garden. You will feel welcome from the moment you drive up. The Farmhouse is also beautifully decorated for the holidays.

A spacious family room showcases a large sectional couch in a neutral tone, complemented by decorative pillows. A TV is mounted on the wall above a modern fireplace, with natural light filtering through the window blinds.

4.9 out of 5 average rating, 112 reviews

Chincoteague Island Creekside Cottage

Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!

4.94 out of 5 average rating, 104 reviews

The Neigh-Neigh - Location! Location! Location!

Named in honor of the ponies that first put Chincoteague on the map, this charming newly renovated family getaway is walking/biking/and wheeling distance to shops, galleries, restaurants, waterfront park, library and movie theater. Come relax in a stunning 2 BR, 2 full BA plus oversized upstairs den with queen and twin beds and a futon bed that comfortably sleeps 8. The amenities and unique offers this place has, is not to be missed.

Guest suite in Chincoteague

A cozy bedroom is presented with a spacious bed adorned in light blue bedding. Rattan side tables are positioned beside the bed, each topped with a lamp. Natural light filters through the window, partially covered by sheer curtains, creating a warm atmosphere.

4.98 out of 5 average rating, 280 reviews

Baywatch Upper-Waterfront & Roaming Ponies!

Discounted rates for weekly rentals Summer ‘25. Beautiful space in and out! Situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises. Coastal charm at its finest, there are 2 queen bedrooms and livingroom/breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area, sink and bbq grill.

A charming blue cottage features a screened-in porch, inviting outdoor seating, and a welcoming front entrance. A well-maintained yard is accented by greenery, and bicycles are casually positioned nearby. An American flag is displayed proudly, adding a touch of patriotism to the outdoor scene.

4.92 out of 5 average rating, 205 reviews

We’ve Thought of Everything So You Can Relax!

Relax and enjoy nature in our home with a light and airy coastal feel in every room. Get away from the sights and sounds of traffic and city chaos in our private, secluded cul-de-sac location. Take a peek at the water through the trees from our private, second floor deck. Listen to the song birds, ducks, toads and frogs all flourishing in the undeveloped lots surrounding our property.

Superhost

A charming two-story house is situated in a grassy area, featuring red shutters and a sign reading 'Island Breeze Vacation Rental' in front. Flower beds with vibrant blooms surround the sign. A porch with steps leads to the entrance of the home.

Home in Saxis

4.86 out of 5 average rating, 138 reviews

ISLAND BREEZE Near Chincoteague Island

Waterman’s fishing village Surrounded by water on three sides & Virginia Wildlife Refuge on fourth side. Walking distance to beach (located on Dennis Lane) Kayaking & Canoeing Wildlife Fishing Pier Boat Ramp Marina Public Pavilion Ice Cream Shop 1-Restaurant (Capt E’s Hurricane Grill & Tiki Bar) Museum Multiple Seafood Shanty’s (Steamed Crabs Available during season)