Discover a selection of 500 vacation rentals in Chincoteague, VA that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, Vrbo vacation homes have the best amenities for hanging out with the people that matter most, including swimming pools and private pools. Prices start at $85 per night, and houses and cabins are popular options for a stay in Chincoteague. Either way, you'll find a rental for everyone's needs.
Top rated rentals — Chincoteague
Destination guide

Chincoteague Island—a magical blend of sea and land

There's more than a touch of magic about Chincoteague Island, the Virginia idyll where sea and land lap into one another until they blend as one. Here, you'll find uncrowded beaches, hidden creeks, and brightly painted shacks. And ponies. Lots of ponies. The famous Assateague Island horses run wild here, grazing in its delightful meadows and swimming in its inlets. Chincoteague Island vacation rentals can be magical, too, housed in historic B&Bs or charming country inns. A book could be written about this place. And of course, it already has, as fans of Marguerite Henry's Misty of Chincoteague know to their joy.

Things to do

Chincoteague is ranches and sands

No matter how much you're pining to get on the yellow sands and splash in the wild Atlantic waves, it's certainly worth making a detour to Beebe Ranch and the small Museum of Chincoteague Island before you head out. The first tells tales of the region's famous wild ponies, while the latter is the perfect intro to the seafaring past of the isles. Then you can head to the beaches, which run the whole length of the protected Assateague Island National Seashore – don't forget to get a snap of handsome Assateague Lighthouse along the way.


Let the Chincoteague magic wash over you

While a vacation in Chincoteague Island means getting out and about, it's in an easy-going kind of way. Strolling and pedaling its lanes open up the island's beauty to you. A backwater boat tour gives you glimpses of those famed ponies at their most photogenic. Or you can head out on your own adventure, paddling a kayak or canoeing along winding inlets. Then again, you could just plump down on a rickety pier and dangle a line into the water for lunch. Or watch others doing so. After all, why push it in paradise?


Chincoteague Island—think shoulder seasons

Summer is when the Chincoteague Island experience is at its most magical. This being Virginia, expect it to be warm and sunny, and a tad humid. July sees highs approaching 80°F. Either side of that summer-time peak, you'll find both lanes and backwaters more peaceful, and the daytime temperatures a comfortable 60-70°F. There's no rainy season as such here, with only occasional refreshing showers. And if you do enjoy a winter break from it all, you'll find it a gentle season here, with plenty of affordable Chincoteague Island vacation rentals.

Natural features

Exploring the beaches and other natural features in Chincoteague

Chincoteague is famous for its island views, wildlife and sunsets. Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chincoteague is a great place to get outside. Here are some of the area’s most stunning sights, all within 30 miles (48.2 km) of the city center:

  • Robert N. Reed Downtown Waterfront Park (0.1 mi / 0.1 km)
  • Chincoteague National Wildlife Refuge (2.6 mi / 4.2 km)
  • Assateague Point (2.8 mi / 4.4 km)
  • Assateague State Park (24.7 mi / 39.8 km)
  • Oyster Bay (2.4 mi / 3.9 km)
  • Chincoteague Channel (2.7 mi / 4.3 km)
How to get there

How to get to and around Chincoteague

Fly into Salisbury, MD (SBY-Salisbury - Ocean City Wicomico Regional), the closest airport, located 29.3 mi (47.1 km) from the city center. If you can't find a flight that works for your travel itinerary, you might consider flying into Ocean City, MD (OCE-Ocean City Municipal), which is 29.6 mi (47.6 km) away.

What are the top vacation rentals in or near Chincoteague?

Whatever vacation experience you're seeking, you'll find a rental in or around Chincoteague that's perfect for you. These are some of our top picks:

  • Make use of handy amenities like an elevator and nearby museums at "Elegant Waterfront Residence, Magnificant Sunsets". Situated around 1 mile from Chincoteague, this quality property has 5 bedrooms and good guest reviews.
  • Another excellent choice is "Pet - Friendly Just Steps To Famous Chincoteague Pony Penning And Carnival Grounds", which is around 1 mile from Chincoteague. With 3 bedrooms, nearby birdwatching activities and shopping, it has everything you need to make your stay comfortable.

For even more great options, use the search bar at the top of the page to find the perfect Chincoteague vacation rental for you.

What are the best tiny house vacation rentals in or near Chincoteague?

You need only open the door to Vrbo's tiny house vacation rentals in Chincoteague to realize that great things really do come in little packages. Sensibly designed to maximize space, these mini digs deliver a big vacation experience:

  • Expect a simpler way of life at "Tiny House 3 Min From Down Town Cape Charles". Amenities at this retreat in Cape Charles include air conditioning and a nearby beach.
  • "Whimsical Tiny House, Cape Charles Virginia" in Županići is another highly rated pick. Heating and a hair dryer will make your stay here even more comfortable.

What are the top-rated vacation rentals for weekend getaways in or near Chincoteague?

Those chores can wait, because weekends were made for having fun. Book one of these weekend getaways in and around Chincoteague and make the most of all the incredible things to do close by:

  • Spend your whirlwind escape at "Jay’s Waterfront Retreat: Private Dock", which is around 2 miles to the northeast of Chincoteague. There's lots of nature and adventure to keep you happy here. Try some fishing and basketball or just appreciate the sights of Oyster Bay and Assateague Point.
  • "Breezy Pines - Relax On The Dock Of The Bay" will also make you feel comfortable. Around 1 mile southeast of Chincoteague, use it as a base to try some horse riding or fishing. Assateague Point and Robert N. Reed Downtown Waterfront Park should also be on your to-do list while you're here.

Can I find studio apartments for rent in and around Chincoteague?

Typically small, affordable and conveniently located, it's not hard to succumb to the charms of a studio apartment. Escape to one of these vacation rentals and experience the vibe of Chincoteague up close:

  • Make "Island Breeze Cottage With Screened Porch. Water View Quiet Location" your home away from home. This fantastic vacation rental comes with amenities including a water view and a porch.
  • "Cabin At Holdens Creek On Eastern Shore Of Va" is another tempting option. Get comfy and enjoy the use of an iron and ironing board, a living room and more.

With the money you save on your studio apartment, you can afford to see even more of Chincoteague. Cultural sights like Maier Museum of Art and Longwood Center for the Visual Arts will help you better understand the character of this destination.

Can I find short term rentals in or near Chincoteague?

From funky studio apartments to large vacation homes, Vrbo has your mini vacation sorted. Here are two of our top picks in and around Chincoteague:

  • If you can only spare a couple of nights, "Chesapeake Bay Boating, Fishing" is a great choice. It's close to central Chincoteague, so you'll be within easy reach of lots of attractions.
  • Another terrific option is "Wonderfully Updated And Renovated 2". Round up your squad and enjoy a comfy stay close to the heart of Chincoteague.

What are the best romantic weekend getaways in or near Chincoteague?

Forget chocolates and roses. Sometimes all you need is to get away for the weekend, just the two of you. At Vrbo, we've got romantic getaways in and around Chincoteague that would make Cupid swoon. Here are a few that'll sweep you off your feet:

  • Put on some soft music and chill together at "Elegant Waterfront Residence, Magnificant Sunsets". Around 1 mile from Chincoteague, this property has all you need for a romantic getaway, including a fireplace and outdoor furniture.
  • "Pet - Friendly Just Steps To Famous Chincoteague Pony Penning And Carnival Grounds" is another popular option that's guaranteed to impress. It's about 1 mile from Chincoteague and comes with a nearby bay and air conditioning.

What are the best houses for rent with a pool in or near Chincoteague?

A pool is often a must-have when choosing where to stay, especially if you're taking the kids. Browse these houses with a pool in or near Chincoteague and fill your days with frolicking and fun:

  • Pack your swim gear and book a few days or more at "Chincoteague Island House "sir Whelk". There are also lots of other great amenities here, including a smart TV and childrens activities.
  • Alternatively, enjoy a change of scenery at "Sunshine House - Single Family Home". In addition to its inviting pool, you'll also have use of cable/satellite TV services and a barbecue grill.

Chincoteague has a humid subtropical climate, with average summertime temperatures ranging between 70 ºF and 80 ºF. But you don't have to wait until summer to visit. Check out the search bar at the top of the page and adjust the filters to find the perfect Chincoteague vacation rental and organize your getaway for whenever you like.

What are the best large family vacation rentals in or near Chincoteague?

Every family catch-up should be a memorable one. Whether you're planning a getaway with the kids or a party with relatives, Vrbo's large family vacation rentals in or near Chincoteague offer a home away from home with enough space for everyone:

  • Located around 1 mile to the northeast of Chincoteague, "Elegant Waterfront Residence, Magnificant Sunsets" has 5 bedrooms and fits up to 10 guests. It's equipped with a range of amenities, including a DVD player and on-site watersports.
  • "Breezy Pines - Relax On The Dock Of The Bay" also has the space you need to connect with the ones you love. This option is around 1 mile to the southeast of central Chincoteague and accommodates 8 guests in its 3 bedrooms. Coffee and tea making facilities and a kitchen will help keep everyone comfortable.

When you're ready to get out and explore, there are plenty of family-friendly attractions nearby to keep everyone happy. The Adventure Park at Sandy River Retreat, Amazement Square and AMF Lynchburg Lanes should be on your itinerary.

Can I find family cabin rentals in or near Chincoteague?

Vacation with the kiddos in a family cabin rental in or near Chincoteague and get ready to create some unforgettable memories together. Here are a couple we think you'll love:

  • "Cabin At Holdens Creek On Eastern Shore Of Va" - Enjoy fun times with your gang at this escape, which is around 14 miles west of central Chincoteague. A pool table and a porch are some of its family-friendly amenities.
  • "Awesome Private Off Grid Cabin With Creek View" - Another superb option, this property comes with towels, free toiletries and more. You'll find it around 25 miles to the southwest of Chincoteague.

For more options, use the search bar at the top of the page and adjust the filters to find the Chincoteague vacation rental that's perfect for your needs.

What are the best large houses to rent with indoor pools in or near Chincoteague?

Nothing says ooh-la-la like your own indoor pool. Pack your favorite bikini and enjoy a dip in the privacy of one of these large houses in or near Chincoteague:

  • Invite your loved ones over for a leisurely paddle around at "Baydream Believer In Captain's Cove Is A Water Lover's Paradise". This home has space to spare, with 4 bedrooms comfortably sleeping up to 8 guests. A kitchen and a swimming pool are other things your team will love about this place.
  • Besides its awesome indoor pool, "Double - N ° 5 - Luxury - L'arbre Rouge" features a swimming pool and a garden. It has 4 bedrooms that can accommodate up to 12 guests, so you can bring the whole gang along.

Want to see more options? Find your dream stay by using the search bar at the top of the page. Simply adjust the filters to find the Chincoteague vacation rental that's perfect for you.