Book Holiday Homes in Windsor

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Featured Holiday Homes in Windsor

The Bungalow in Edenton

The Bungalow in Edenton

Edenton
The price is AU$368 per night from 15 Mar to 16 Mar
AU$368
includes taxes & fees
15 Mar - 16 Mar
With a stay at this vacation home in Edenton, you'll be within a 10-minute walk of Cupola House Association and Barker House.
The Bungalow in Edenton
BEST location in Historic Downtown Edenton!

BEST location in Historic Downtown Edenton!

Edenton
A stay at this vacation home places you in the heart of Edenton, steps from Barker House and Cupola House Association.
BEST location in Historic Downtown Edenton!
Cheerful 2-bedroom Edenton bungalow getaway

Cheerful 2-bedroom Edenton bungalow getaway

Edenton
The price is AU$377 per night from 14 Apr to 15 Apr
AU$377
includes taxes & fees
14 Apr - 15 Apr
With a stay at this vacation home in Edenton, you'll be within a 15-minute walk of Cupola House Association and Barker House.
Cheerful 2-bedroom Edenton bungalow getaway
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Charming brick home in a historic 18th century waterfront town.

Charming brick home in a historic 18th century waterfront town.

Edenton
A stay at this vacation home places you in the heart of Edenton, within a 15-minute walk of Cupola House Association and Barker House.
Charming brick home in a historic 18th century waterfront town.
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!

Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!

Edenton
The price is AU$717 per night from 26 Mar to 27 Mar
AU$717
includes taxes & fees
26 Mar - 27 Mar
With a stay at this vacation home in Edenton, you'll be within a 10-minute walk of Cupola House Association and Barker House.
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
Beautiful sunsets, Cypress trees and Spanish moss retreat

Beautiful sunsets, Cypress trees and Spanish moss retreat

Columbia
Located in Columbia, this vacation home is on the waterfront, within a 15-minute drive of Vineyards On The Scuppernong and Tyrrell County Visitor Center.
Beautiful sunsets, Cypress trees and Spanish moss retreat
Spacious waterfront house with private heated pool + dock

Spacious waterfront house with private heated pool + dock

Merry Hill
Located in Avoca, this vacation home is on the waterfront, within a 10-minute drive of Vidant Chowan Hospital and Rocky Hock Playhouse.
Spacious waterfront house with private heated pool + dock
Large Waterfront Home perfect for families/groups - Amazing to relax or play!

Large Waterfront Home perfect for families/groups - Amazing to relax or play!

Hertford
With a stay at this vacation home in Hertford, you'll be on the waterfront, and 9.2 mi (14.8 km) from Newbold-White House and 11.1 mi (17.8 km) from Jim Catfish ...
Large Waterfront Home perfect for families/groups - Amazing to relax or play!
Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!

Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!

Edenton
With a stay at this vacation home in Edenton, you'll be within a 10-minute walk of Cupola House Association and Barker House.
Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!
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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.

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

Holiday houses in Windsor 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 Windsor 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 Windsor adventures, obvs.

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

Windsor Holiday Homes essential information

Accommodation
37 Holiday Homes
Lowest Price
AU$193
Highest Price
AU$717
Popular accommodation
The Bungalow in Edenton, BEST location in Historic Downtown Edenton! , Cheerful 2-bedroom Edenton bungalow getaway, Charming brick home in a historic 18th century waterfront town., Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!, Beautiful sunsets, Cypress trees and Spanish moss retreat, Spacious waterfront house with private heated pool + dock, Large Waterfront Home perfect for families/groups - Amazing to relax or play!, Southern Porch Charmer - Walk to Downtown Main Street and Waterfront!

Top trending hotels in Windsor

"Country Farm House"

"Country Farm House"

Windsor
When you stay at this vacation home in Windsor, you'll be 12 minutes by car from Vidant Bertie Hospital.
"Country Farm House"
Reel'em Inn is  a cozy river front fishing cottage on the Cashie River.

Reel'em Inn is a cozy river front fishing cottage on the Cashie River.

Windsor
When you stay at this cottage in Windsor, you'll be within a 5-minute drive of Vidant Bertie Hospital.
Reel'em Inn is a cozy river front fishing cottage on the Cashie River.
Hampton Inn Edenton

Hampton Inn Edenton

2.5 out of 5
115 Hampton Dr, Edenton, NC
Fully refundableReserve now, pay when you stay
The price is AU$275 per night from 22 Mar to 23 Mar
AU$275
includes taxes & fees
22 Mar - 23 Mar
Located in Edenton, Hampton Inn Edenton is in the historical district, within a 5-minute drive of Rocky Hock Playhouse and Cupola House Association.
Hampton Inn Edenton
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Holiday Inn Express Plymouth by IHG

Holiday Inn Express Plymouth by IHG

2.5 out of 5
840 Us Highway 64 W, Plymouth, NC
Fully refundable
The price is AU$193 per night from 23 Mar to 24 Mar
AU$193
includes taxes & fees
23 Mar - 24 Mar
Located in Plymouth, Holiday Inn Express Plymouth by IHG is in a rural location, within a 5-minute drive of Washington County Hospital and Roanoke River Lighthouse ...
Holiday Inn Express Plymouth 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.