Family-friendly vacation rentals in Chincoteague Bay

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Top-rated family-friendly rentals in Chincoteague Bay

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Guest favorite

Condo in Ocean City

4.91 out of 5 average rating, 290 reviews

Ocean Front 802 Midtown Oasis Pool & Parking

CONSTRUCTION NOTICE NOV 24 to MAY 25 balcony may be inaccessible, noise may be heard Wake up to the ocean sunrise in this modern 2 bedroom, completely renovated, condo. Prime location on 29th street, 2 blocks north of the famous OC Boardwalk, 2 blocks east of OC's premier amusement and water park along with two famous crab house and other restaurants within walking distance. One hassle free off street parking spot, free WIFI, full size washer & dryer, and a beautiful outdoor pool steps from t

Guest favorite

Condo in Lewes

4.84 out of 5 average rating, 266 reviews

A bit of Paradise

Charming end unit secluded in the heart of Lewes. Shady sitting area for viewing the waterfowl & enjoying the peace & quiet. Lewes marina is across the street so is Quest where can rent Kayaks etc. Over the bridge you will enjoy the historic district, town shops, eateries, food market; kiddy park, canal front park; trolley into Rehoboth Beach Henlopen State Park 1 mile; surfing, fishing & nature trails; Bay Beach 1/4 mile w Walk to everything We offer a %15 discount for 7 days or more

Guest favorite

Townhouse in Ocean City

4.97 out of 5 average rating, 397 reviews

Edgewater Escape - Bayfront Condo w/Private Porch

Welcome to our "Edgewater Escape." These buildings were built in the 1960's and literally hang entirely over the bay in downtown in Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a king sized bed and the downstairs couch pulls out into a comfortable queen bed. Full size kitchen with microwave, fridge, electric range, and coffee maker. Located on 7th street, over the bay :)

Guest favorite

Tiny home in Accomac

4.93 out of 5 average rating, 471 reviews

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a tiny house with big charm. This rural cottage on a 50 acre farm is nestled between peaceful fields, woods, marsh and creek. Curated with hygge comfort and efficiency in mind, you'll love the natural light and serene decor. • Epic stargazing • Heavenly private outdoor shower • Firepit with wood provided • Ample open spaces • Peace and quiet for sleeping • Comfy patio seating for chilling, coffee, and cocktails • Fast WIFI. • Proud Superhost for 10+ years!

Guest favorite

Cottage in West Cape May

4.99 out of 5 average rating, 302 reviews

West Cape May Cottage

The cottage is close to the premier birding area of the eastern migratory route , The rural setting is minutes from the city center, art and culture, restaurants and dining.Close to the Beach , Willow Creek Winery, Beach Plum Farm,Cape May Nature Conservatory, the Meadows and numerous hiking trails. The cottage is perfect for couples, solo adventurers, and business travelers. A quiet peaceful setting. The cottage is not childproof and not suitable for children 2 to 12 years.

Guest favorite

Cottage in California

4.97 out of 5 average rating, 219 reviews

Cozy Little Cottage

The "Cottage" is a cozy vacation rental that has an open floor plan that allows for easy hanging out or keeping an eye on the kids. The "Cottage" is not on the water, but is close to Solomons Island where you can enjoy their boardwalk & the view! The "Cottage" is close to history, lighthouses, crab and fishing charters and shark tooth hunting! Also nearby is the Calvert Marine Museum featuring live concerts by top name bands.

Guest favorite

Home in Chincoteague Island

4.91 out of 5 average rating, 198 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.

Guest favorite

Condo in Ocean City

4.98 out of 5 average rating, 210 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.

Guest favorite

Home in Lusby

5 out of 5 average rating, 133 reviews

Historic Rousby Hall, Waterfront, Patuxent River

*Heated pool open to 11/11/24* 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-November 11th) with amazing river views.

Guest favorite

Home in Ocean View

4.88 out of 5 average rating, 493 reviews

Private place near Bethany Beach

Our place is close to Bethany Beach and conveniently located to Fenwick Island, Ocean City Maryland, Rehoboth Beach, Tax Free Outlet Shopping, Golf, Fishing, Surfing, or Hunting. You’ll love our place because of the quiet wooded location perfect for relaxing near all the beaches of the Delaware Eastern shore. This area is a wonderful place to visit all year round.

Guest favorite

Cabin in Gambrills

4.9 out of 5 average rating, 153 reviews

Relaxing Cabin Get Away Near Annapolis & DC

This is a 1,000 sq foot open concept rustic cabin. There are 4 "rooms" including a fully equipped kitchen, a dining room, a family room with a TV for movies and streaming, and a bedroom full of windows. It is located down a 1/3 mile gravel driveway in the woods on 72 acres of land that has been dedicated in perpetuity to not being developed.

Guest favorite

Cabin in Deltaville

4.97 out of 5 average rating, 279 reviews

"The Little Red Cabin" aka The Galley

Called the "The Galley". This is the first cabin built on the property. Right on the water with views of the Bay and beach. Galley kitchen, bedroom, small bathroom with shower, family room with a fireplace and dining area. Big screened in porch w/ fabulous breezes. Literally, right on the water!!! NO PETS. Parking for 1 car.