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Featured Holiday Homes in Wachapreague

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore

Exmore VA
This family-friendly vacation home is 1.7 mi (2.7 km) from Chesapeake Bay and 10.5 mi (16.9 km) from Exmore Town Park.
Opens in a new windowPet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore
Waterfront Oasis in Middle of Virginia Eastern Shore Bayside w/pier

Waterfront Oasis in Middle of Virginia Eastern Shore Bayside w/pier

Hacksneck VA
With a stay at this vacation home in Hacksneck, you'll be on the beach, and 9 mi (14.5 km) from Eastern Shore Yacht and Country Club Golf Course and 9.3 mi (14.9 ...
Opens in a new windowWaterfront Oasis in Middle of Virginia Eastern Shore Bayside w/pier
Nassawadox Creek Waterfront Home with Private Pool

Nassawadox Creek Waterfront Home with Private Pool

Exmore VA
When you stay at this vacation home in Exmore, you'll be on the waterfront and 5 minutes by car from Chesapeake Bay.
Opens in a new windowNassawadox Creek Waterfront Home with Private Pool
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Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!

Onancock VA
With a stay at this vacation home in Onancock, you'll be within a 10-minute drive of North Street Market and Red Queen Gallery.
Opens in a new windowFamily Friendly Waterfront Escape w/pier, gameroom, and fire pit!
Private Country Beach Retreat

Private Country Beach Retreat

Machipongo VA
Located in Machipongo, this vacation home is on the waterfront, a 1-minute drive from Chesapeake Bay and 9 minutes from Chatham Vineyards.
Opens in a new windowPrivate Country Beach Retreat
Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard

Onancock VA
Located in Onancock, this vacation home is within a 15-minute drive of North Street Market and Red Queen Gallery.
Opens in a new windowHarbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard
Visit waterfront Camp Belle Haven now!

Visit waterfront Camp Belle Haven now!

Exmore VA
Located in Exmore, this vacation home is within a 10-minute drive of Exmore Town Park and Northampton Shopping Center.
Opens in a new windowVisit waterfront Camp Belle Haven now!
Inviting Waterfront Cottage on Cedar Creek

Inviting Waterfront Cottage on Cedar Creek

Onancock VA
Located in Onancock, this vacation home is on the waterfront, within a 10-minute drive of North Street Market and Red Queen Gallery.
Opens in a new windowInviting Waterfront Cottage on Cedar Creek
Stunning Waterfront Home with Private Dock - Wright on the Water!

Stunning Waterfront Home with Private Dock - Wright on the Water!

Belle Haven VA
With a stay at this vacation home in Belle Haven, you'll be within a 10-minute drive of Exmore Town Park and Northampton Shopping Center.
Opens in a new windowStunning Waterfront Home with Private Dock - Wright on the Water!
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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.

Wachapreague 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 Wachapreague vacation homes are the perfect way for you to wing it.

Holiday houses in Wachapreague 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 Wachapreague 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 Wachapreague adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Wachapreague 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 Wachapreague 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.

Wachapreague Holiday Homes essential information

Accommodation
36 Holiday Homes
Lowest Price
AU$152
Highest Price
AU$700
Popular accommodation
Pet-Friendly Waterfront Retreat w/ Private Dock on Virginia’s Eastern Shore, Waterfront Oasis in Middle of Virginia Eastern Shore Bayside w/pier, Nassawadox Creek Waterfront Home with Private Pool, Family Friendly Waterfront Escape w/pier, gameroom, and fire pit!, Private Country Beach Retreat, Harbor Master-Waterfront 3 bedroom home with endless pool pickleball fenced yard, Visit waterfront Camp Belle Haven now!, Inviting Waterfront Cottage on Cedar Creek, Stunning Waterfront Home with Private Dock - Wright on the Water!

Top trending hotels in Wachapreague

Wachapreague Inn

Wachapreague Inn

3 out of 5
1 Main St Wachapreague VA
The price is AU$221 per night from 19 May to 20 May
AU$221
19 May - 20 May
includes taxes & fees
Located in Wachapreague, Wachapreague Inn is within the region of Parramore Beach and Wallops Flight Facility.
Opens in a new windowWachapreague Inn
Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Artist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views

Wachapreague VA
The price is AU$700 per night from 19 May to 20 May
AU$700
19 May - 20 May
includes taxes & fees
A stay at this apartment places you in the heart of Wachapreague, steps from Wachapreague Town Hall and Seaside Park.
Opens in a new windowArtist Apartment | Renovated Wachapreague Condo Above Art Gallery w/ Rooftop Deck & Sunset Views
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$152 per night from 24 May to 25 May
AU$152
24 May - 25 May
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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Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

Holiday Inn Express & Suites Exmore - Eastern Shore by IHG

2.5 out of 5
3446 Lankford Hwy Exmore VA
Fully refundable
The price is AU$184 per night from 27 May to 28 May
AU$184
27 May - 28 May
includes taxes & fees
With a stay at Holiday Inn Express & Suites Exmore - Eastern Shore by IHG in Exmore, you'll be within a 15-minute walk of Northampton Shopping Center and Exmore ...
Opens in a new windowHoliday Inn Express & Suites Exmore - Eastern Shore by IHG
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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.