Discover a selection of 1,000 vacation rentals in Eastern Shore of Virginia, US 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 $102 per night, and houses and cabins are popular options for a stay in Eastern Shore of Virginia. Either way, you'll find a rental for everyone's needs.
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Top rated rentals — Eastern Shore of Virginia
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Destination guide

Explore the natural setting in Eastern Shore of Virginia

The wildlife and island views create a pretty picture of Eastern Shore of Virginia. This city's seafood restaurants, boating and bird watching draw many visitors. Many of our vacation rentals offer full kitchens, spacious living quarters and sometimes even a hot tub—perfect for a relaxing getaway.

Things to do

Sightseeing in and around Eastern Shore of Virginia

Are you looking for attractions to visit while you're in the area? Travelers enjoy Eastern Shore of Virginia for its boating, bird watching and horseback riding. Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Eastern Shore of Virginia a fun place to get away. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city center:

  • Bay Creek Golf Club (28.1 mi / 45.2 km)
  • Chatham Vineyards (15.1 mi / 24.4 km)
  • Bloxom Winery (17.5 mi / 28.1 km)
  • North Street Market (9.9 mi / 15.9 km)
  • SouthEast Expeditions (9.9 mi / 16 km)
  • Holly Grove Vineyards (12 mi / 19.3 km)
Natural features

Exploring the beaches and other natural features in Eastern Shore of Virginia

Travelers enjoy Eastern Shore of Virginia for its wildlife and island views. Whether you're looking for adventure or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Eastern Shore of Virginia. Here are some of the area’s most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • Tangier Island (23.4 mi / 37.7 km)
  • Cape Charles Beach (27.5 mi / 44.2 km)
  • Assateague Point (28.1 mi / 45.2 km)
  • Parramore Beach (5.1 mi / 8.2 km)
  • Savage Neck Dunes Natural Area Preserve (24.2 mi / 38.9 km)

What are the top vacation rentals in Eastern Shore of Virginia?

Whether you're organizing your next epic adventure with pals or a romantic getaway with your sweetheart, one of these top vacation rentals in Eastern Shore of Virginia is sure to attract you:

  • "Elegant Waterfront Residence, Magnificant Sunsets": If you're looking for somewhere in Chincoteague with 5 bedrooms and the comforts of home, this getaway will tick your boxes. Amenities include children's games and books.
  • "Pet - Friendly Just Steps To Famous Chincoteague Pony Penning And Carnival Grounds": Stay at this property in Chincoteague and you'll have access to beach towels, an outdoor pool and more. It has 3 bedrooms to accommodate your favorite people.

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

What are the best tiny house vacation rentals in Eastern Shore of Virginia?

For a unique experience, book one of Vrbo's tiny house rentals in Eastern Shore of Virginia. A word of caution though — after you've experienced what it's like in a tiny house, the temptation to downsize and move into one of these cute-as-a-button digs will be tough to resist!

  • Take a few days off to experience a simpler way of life at "Annapolis Waterfront "tiny House" In Garden Setting". Located in Parole, air conditioning and WiFi are just two of the amenities offered here.
  • "Secluded Log Cabin Tiny House In The Woods And On Lake Russell" in Elberton is another excellent pick. A living room and heating will make your getaway here even more cozy and comfortable.

Can I find log cabins to rent in Eastern Shore of Virginia?

Whether you're looking for a log cabin for a break with your buddies or a family trip, we have the perfect property for you. Choose one of these great vacation rentals in or near Eastern Shore of Virginia and enjoy being surrounded by nature for a while:

  • "Chesapeake Bay Secluded Waterfront Log Cabin" has all you need for a relaxing vacation, such as daily housekeeping services and a heated pool. After you've settled in, get out and about and soak up the scenery.
  • After a full day of being outdoors, rest and relax at "Premium Log Cabin In Williamsburg". This cozy hideaway comes with a water park and a barbecue grill.

What are the top-rated vacation rentals for weekend getaways in Eastern Shore of Virginia?

Nothing's more exciting than getting in the car and making your way to someplace new. If you need to get away and chill for a day or two, take a look at these popular weekend getaways in Eastern Shore of Virginia:

  • Get cozy at "Jay’s Waterfront Retreat: Private Dock" in Deep Hole and make use of all its comforts. But of course a weekend away isn't just about relaxing. Venture out and see natural attractions such as Assateague Point and Wallops Flight Facility. Surfing and boogie boarding and windsurfing are some popular activities to try around here too.
  • "Wonderfully Updated And Renovated 2" in Cape Charles is also perfect for a fast-paced escape. Stay in and relax or get out and enjoy some sailing and fishing. If you're eager to do a bit of sightseeing, Grandview Beach and Bethel Beach Natural Area Preserve should be on your itinerary.

Can I find studio apartments for rent in Eastern Shore of Virginia?

Easy to keep tidy and with everything you need close by, studio apartments are a terrific option if you're traveling solo or with a pal. If you're searching for somewhere small and intimate to call home for a few days, consider one of these studio apartments for rent in Eastern Shore of Virginia:

  • Stay at "This Is The No Drama Zone You Have Been Looking For Come Relax And Have Fun" and you'll be ideally placed to cross off cultural attractions like North Street Playhouse and Red Queen Gallery. A beach view and a beach are a couple of amenities at this apartment in Silver Beach.
  • "Island Breeze Cottage With Screened Porch. Water View Quiet Location" in Chincoteague is another fantastic option that comes with a boat and a fridge. Red Queen Gallery and North Street Playhouse should be on your must-do list around these parts.

Can I find short term rentals in Eastern Shore of Virginia?

Short-term rentals come in all budgets, shapes and sizes in Eastern Shore of Virginia. Whether you're planning a family celebration or a few nights with your significant other, Vrbo will help you find the ideal getaway. Here are some irresistible options:

  • You'll be near the heart of Deep Hole when you stay at "Jay’s Waterfront Retreat: Private Dock". Make the most of your quick adventure by visiting the sights around you, beginning with Chincoteague National Wildlife Refuge and Assateague Point.
  • Find out what Cape Charles has to offer from "Wonderfully Updated And Renovated 2". If you opt for this favorite property, Bay Creek Golf Club and Cape Charles Museum & Welcome Center are sights to add to your list.

What are the best romantic weekend getaways in Eastern Shore of Virginia?

If you'd like to woo your someone special, then stay somewhere special! Organize a romantic weekend getaway in Eastern Shore of Virginia at one of these hideaways and let love bloom:

  • Catch up on cuddles and quality time at "Elegant Waterfront Residence, Magnificant Sunsets" in Chincoteague. A fireplace and shopping facilities are among the thoughtful touches you'll find here.
  • Alternatively, book an amorous weekend away at "Pet - Friendly Just Steps To Famous Chincoteague Pony Penning And Carnival Grounds". Located in Chincoteague, it offers a nearby bay, a swimming pool and other highlights.

What are the best large group vacation rentals in Eastern Shore of Virginia?

If you're thinking about taking a memorable trip away, don't go it alone; take everyone along. You'll have more fun sharing your experiences with your friends and family. These vacation rentals in Eastern Shore of Virginia are perfect for larger groups:

  • "Stately Home On Chincoteague Island": Featuring 5 bedrooms, this vacation rental in Chincoteague has more than enough room for the whole gang. Amenities like a garden and a kitchen are on hand to make things nice and comfy.
  • "Beach House With Private Pool": This vacation rental in Cape Charles has 4 bedrooms, so you won't have to leave anybody off your guest list. A beach view and a swimming pool are among its many highlights.

What are the best houses for rent with a pool in Eastern Shore of Virginia?

Get ready to take your pick and jump right in. Here are a couple of superb house rentals in Eastern Shore of Virginia where life is better beside the pool:

  • Mum, dad, kids, grandparents — everyone will want to lounge by the pool at "Beautiful House Near Beaches And Golf Courses". Treat your loved ones to a trip to this Cape Charles rental house which also comes with books and a microwave oven.
  • "Modern Private Beach House" in Mid-Atlantic is another guest favorite. There's plenty to love about this property besides its pool, such as towels and coffee and tea making facilities.

What are the best large family vacation rentals in Eastern Shore of Virginia?

There's nothing like a vacation to bring a family together, but first, you need to find a space that'll let the magic happen. These family vacation rentals in Eastern Shore of Virginia come with tons of room to stretch out and relax with your loved ones:

  • If you're after an escape that'll sleep up to 10 guests, lock in "Elegant Waterfront Residence, Magnificant Sunsets" in Chincoteague. With 5 bedrooms, a kitchen and childrens activities, your next family adventure will be one to remember.
  • "Up To 25% Off - 4bedroom Golf Course Front Home At Bay Creek Resort" in Cape Charles is another terrific choice. You'll be able to invite up to 10 guests to this lovely retreat which offers 4 bedrooms, childrens activities, a barbecue grill and more.