Book Holiday Homes in Eastern Shore of Virginia

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Featured Holiday Homes in Eastern Shore of Virginia

Blufin Bungalows & Marina

Blufin Bungalows & Marina

3 out of 5
2477 Main St Chincoteague VA
With a stay at Blufin Bungalows & Marina in Chincoteague (Down the Marsh), you'll be a 2-minute drive from Chincoteague Channel and 6 minutes from Robert N. ...
Opens in a new windowBlufin Bungalows & Marina
The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

The Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!

Cape Charles VA
A stay at this vacation home places you in the heart of Cape Charles, steps from Chesapeake Bay and 13 minutes by foot from Central Park.
Opens in a new windowThe Crows Nest. <br>Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!
A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!

Cape Charles VA
With a stay at this vacation home in Cape Charles (Historic Downtown Cape Charles), you'll be steps from Central Park and 9 minutes by foot from Chesapeake ...
Opens in a new windowA Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!
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Tranquil Shores - Relaxation With a Water View!

Tranquil Shores - Relaxation With a Water View!

Chincoteague VA
Located in Chincoteague, this vacation home is by the sea, within a 5-minute drive of Maui Jack's Waterpark and Chincoteague Channel.
Opens in a new windowTranquil Shores - Relaxation With a Water View!
1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access

Cape Charles VA
The price is AU$578 per night from 3 Feb to 4 Feb
AU$578
3 Feb - 4 Feb
includes taxes & fees
With a stay at this vacation home in Cape Charles, you'll be a 4-minute walk from Bay Creek Golf Club and 9 minutes by foot from Chesapeake Bay.
Opens in a new window1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access
Downtown, Sleeps 9,  Dog-friendly, Short Walk to the Beach

Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach

Cape Charles VA
With a stay at this vacation home in Cape Charles (Historic Downtown Cape Charles), you'll be a 4-minute walk from Central Park and 6 minutes by foot from Cape ...
Opens in a new windowDowntown, Sleeps 9, Dog-friendly, Short Walk to the Beach
Salt Box, One Block to the Beach

Salt Box, One Block to the Beach

Cape Charles VA
The price is AU$427 per night from 4 Feb to 5 Feb
AU$427
4 Feb - 5 Feb
includes taxes & fees
With a stay at this vacation home in Cape Charles (Historic Downtown Cape Charles), you'll be within a 5-minute walk of Central Park and Chesapeake Bay.
Opens in a new windowSalt Box, One Block to the Beach
Sweet cottage with outdoor shower

Sweet cottage with outdoor shower

Chincoteague VA
With a stay at this vacation home in Chincoteague, you'll be within a 5-minute drive of Robert N. Reed Downtown Waterfront Park and Maui Jack's Waterpark.
Opens in a new windowSweet cottage with outdoor shower
Saltwater Pony on Chincoteague Island!

Saltwater Pony on Chincoteague Island!

Chincoteague Island VA
Located in Chincoteague (Snotty Ridge), this vacation home is within a 5-minute drive of Chincoteague Channel and Robert N. Reed Downtown Waterfront Park.
Opens in a new windowSaltwater Pony on Chincoteague Island!
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Eastern Shore of Virginia Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Eastern Shore of Virginia vacation homes are the perfect way for you to wing it.

Holiday houses in Eastern Shore of Virginia let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Eastern Shore of Virginia in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Eastern Shore of Virginia adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Eastern Shore of Virginia with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Eastern Shore of Virginia vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Eastern Shore of Virginia Holiday Homes essential information

Accommodation
922 Holiday Homes
Lowest Price
AU$137
Highest Price
AU$578
Popular accommodation
Blufin Bungalows & Marina, The Crows Nest.
Sunsets at the Harbor. Enjoy bird’s eye view. Unique location!, A Perfect Location Next to Park and Walkable to Town and Beach. Pet Friendly!, Tranquil Shores - Relaxation With a Water View!, 1st Floor King Bed-Screened Porch-Family Friendly! Optional Resort & Golf Access, Downtown, Sleeps 9, Dog-friendly, Short Walk to the Beach, Salt Box, One Block to the Beach, Sweet cottage with outdoor shower, Saltwater Pony on Chincoteague Island!

Top trending hotels in Eastern Shore of Virginia

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street Chincoteague VA
With a stay at Key West Cottages in Chincoteague (Downtown Chincoteague), you'll be a 3-minute walk from Chincoteague Channel and 6 minutes by foot from Robert ...
Opens in a new windowKey West Cottages
Chincoteague Inn

Chincoteague Inn

2 out of 5
4417 Deep Hole Road Chincoteague VA
A stay at Chincoteague Inn places you in the heart of Chincoteague, within a 5-minute drive of Museum of Chincoteague and Captain Timothy Hill House.
Opens in a new windowChincoteague Inn
Comfort Suites Chincoteague Island Bayfront Resort

Comfort Suites Chincoteague Island Bayfront Resort

2.5 out of 5
4195 Main St Chincoteague VA
Fully refundableReserve now, pay when you stay
The price is AU$160 per night from 8 Feb to 9 Feb
AU$160
8 Feb - 9 Feb
includes taxes & fees
Located in Chincoteague (Downtown Chincoteague), Comfort Suites Chincoteague Island Bayfront Resort is within a 5-minute walk of Robert N. Reed Downtown Waterfront ...
Opens in a new windowComfort Suites Chincoteague Island Bayfront Resort
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Hampton Inn & Suites Exmore - Eastern Shore

Hampton Inn & Suites Exmore - Eastern Shore

2.5 out of 5
4129 Lankford Hwy Exmore VA
Fully refundableReserve now, pay when you stay
The price is AU$137 per night from 31 Jan to 1 Feb
AU$137
31 Jan - 1 Feb
includes taxes & fees
With a stay at Hampton Inn & Suites Exmore - Eastern Shore in Exmore, you'll be within a 15-minute walk of Northampton Shopping Center and Exmore Town Park.
Opens in a new windowHampton Inn & Suites Exmore - Eastern Shore
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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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^Subject to availability and chosen travel dates.