
Windsor Holiday Rentals
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Our top choices for Windsor holiday rentals

1. Charming 2-bedroom cabin with AC, WiFi in serene Jamesville
Charming 2-bedroom cabin with AC, WiFi in serene Jamesville
2. King Bed|Smoking|Williamston
King Bed|Smoking|Williamston
3. The little cabin on the mountainside
The little cabin on the mountainside
4. King Bed Non Smoking
King Bed Non Smoking
5. 2 Full Beds | Williamston
2 Full Beds | Williamston
6. 2 Full Bed|Smoking|Williamston
2 Full Bed|Smoking|Williamston
7. Steps to Downtown! Family Home in Historic Edenton
Steps to Downtown! Family Home in Historic Edenton
8. Cheerful 2-bedroom Edenton bungalow getaway
Cheerful 2-bedroom Edenton bungalow getaway
9. Steps to Downtown! Family Home in Historic Edenton
Steps to Downtown! Family Home in Historic Edenton
10. Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
11. Charming new in 2026 private apartment on the water in lovely Edenton.
Charming new in 2026 private apartment on the water in lovely Edenton.
12. No Say Left Farm
No Say Left Farm
13. No Say Right Farm
No Say Right Farm
14. Reconnect with nature at this unforgettable escape.
Reconnect with nature at this unforgettable escape.
15. Spacious 4-bedroom house in Creswell NC right on Lake Phelps.
Spacious 4-bedroom house in Creswell NC right on Lake Phelps.
16. Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, SwimmingFind holiday rentals that suit your style
Top Windsor Hotel Reviews

Quality Inn Williamston
Find out more about Windsor
You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Windsor holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.
As much as you love your vacation rental, it’s always good to get out and explore to soak up Windsor. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Windsor. Seeing all the best attractions is bound to make you fall in love with Windsor. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.
It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Windsor short-term rentals, that won’t be hard to do.






















































