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
When you stay at Blufin Bungalows & Marina in Chincoteague, you'll be on the beach and 13 minutes by foot from Chincoteague Channel.
Blufin Bungalows & Marina
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental

Cape Charles
When you stay at this vacation home in Cape Charles, you'll be near the beach, within a 15-minute walk of Cape Charles Beach and Cape Charles Museum & Welcome ...
Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!

Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!

Cape Charles
With a stay at this vacation home in Cape Charles, you'll be within a 15-minute walk of Cape Charles Beach and Cape Charles Museum & Welcome Center.
Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!
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Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex

Cape Charles
With a stay at this vacation home in Cape Charles, you'll be near the beach, within a 10-minute drive of Cape Charles Beach and Bay Creek Golf Club.
Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex
Sandy Moose - 3BRWaterfront home on  lake, screened porch, LINENS AND TOWELS

Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS

Chincoteague
When you stay at this vacation home in Chincoteague, you'll be on the waterfront, within a 5-minute drive of Captain Timothy Hill House and Chincoteague ...
Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS
The Brass Crab - Check in/out any day!

The Brass Crab - Check in/out any day!

Chincoteague Island
When you stay at this vacation home in Chincoteague, you'll be near the beach and 9 minutes by foot from Chincoteague Channel.
The Brass Crab - Check in/out any day!
New Home On Rural Eastern Shore Farm

New Home On Rural Eastern Shore Farm

Cape Charles
With a stay at this vacation home in Cape Charles, you'll be within a 10-minute drive of Cape Charles Beach and Kiptopeke State Park.
New Home On Rural Eastern Shore Farm
Water's Edge on Chincoteague Island!

Water's Edge on Chincoteague Island!

Chincoteague
Located in Chincoteague, this vacation home is on the waterfront, within a 5-minute drive of Robert N. Reed Downtown Waterfront Park and Chincoteague ...
Water's Edge on Chincoteague Island!
Doublemint | Chesapeake Properties

Doublemint | Chesapeake Properties

Cape Charles
With a stay at this vacation home, you'll be centrally located in Cape Charles, a 1-minute drive from Cape Charles Beach and 5 minutes from Bay Creek Golf ...
Doublemint | Chesapeake Properties
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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
764 Holiday Homes
Lowest Price
AU$185
Highest Price
AU$219
Popular accommodation
Blufin Bungalows & Marina, Cape Escape-Short Walk to Beach, Pet Friendly, Fenced Yard & Optional GC Rental, Summer Camp Tiny Cottage - Perfect for a couples/friends retreat & small fams!, Across from the park and 2 blocks from beach & restaurants- LEFT side of duplex, Sandy Moose - 3BRWaterfront home on lake, screened porch, LINENS AND TOWELS, The Brass Crab - Check in/out any day!, New Home On Rural Eastern Shore Farm, Water's Edge on Chincoteague Island!, Doublemint | Chesapeake Properties

Top trending hotels in Eastern Shore of Virginia

Key West Cottages

Key West Cottages

3 out of 5
4251 Main Street, Chincoteague, VA
The price is AU$219 per night from 26 Mar to 27 Mar
AU$219
includes taxes & fees
26 Mar - 27 Mar
When you stay at Key West Cottages in Chincoteague, you'll be on the waterfront, within a 10-minute walk of Chincoteague Channel and Robert N. Reed Downtown ...
Key West Cottages
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$185 per night from 26 Mar to 27 Mar
AU$185
includes taxes & fees
26 Mar - 27 Mar
Located in Chincoteague, Comfort Suites Chincoteague Island Bayfront Resort is on the boardwalk/promenade, just a 4-minute walk from Robert N. Reed Downtown ...
Comfort Suites Chincoteague Island Bayfront Resort
Refuge Inn

Refuge Inn

3 out of 5
7058 Maddox Blvd., Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is AU$193 per night from 16 Mar to 17 Mar
AU$193
includes taxes & fees
16 Mar - 17 Mar
With a stay at Refuge Inn in Chincoteague, you'll be 0.6 mi (1 km) from Chincoteague National Wildlife Refuge and 10.4 mi (16.7 km) from Wallops Flight ...
Refuge Inn
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Hampton Inn & Suites Chincoteague Waterfront

Hampton Inn & Suites Chincoteague Waterfront

2.5 out of 5
4179 Main Street, Chincoteague, VA
Fully refundableReserve now, pay when you stay
The price is AU$207 per night from 27 Mar to 28 Mar
AU$207
includes taxes & fees
27 Mar - 28 Mar
When you stay at Hampton Inn & Suites Chincoteague Waterfront in Chincoteague, you'll be near the bay, you'll be a 6-minute drive from Chincoteague National ...
Hampton Inn & Suites Chincoteague Waterfront
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See all available properties in Eastern Shore of Virginia
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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.