An aerial view of a university campus with multiple buildings, roads, and surrounding greenery.

Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Windsor vacation rentals

A hotel room with a bed, a TV, a desk, and a sofa.

1. King Bed Non Smoking

King Bed Non Smoking
Williamston NC
10.0 out of 10, Exceptional, (53 reviews)
"Perfectly adequate stay with all basics covered, just felt like home away from home."
United States
Anonymous traveler
$52 nightly
The price is $59
Oct 23 - Oct 24
Total with taxes and fees
King Bed Non Smoking
A hotel room with a bed, a TV, a desk, and a sofa.

2. King Bed|Smoking|Williamston

King Bed|Smoking|Williamston
Williamston NC
10.0 out of 10, Exceptional, (51 reviews)
"Had fun exploring nearby museums while enjoying this convenient lodging option, worth every penny spent on our trip!"
United States
Anonymous traveler
$52 nightly
The price is $59
Oct 23 - Oct 24
Total with taxes and fees
King Bed|Smoking|Williamston
A hotel room with a bed, desk, chair, television, and a mirror.

3. 2 Full Beds | Williamston

2 Full Beds | Williamston
Williamston NC
10.0 out of 10, Exceptional, (55 reviews)
"The location is convenient near local attractions with an easy drive to museums around Williamston,great for sightseeing!"
United States
Anonymous traveler
$59 nightly
The price is $67
Oct 20 - Oct 21
Total with taxes and fees
2 Full Beds | Williamston
A hotel room with a bed, desk, chair, television, and a mirror.

4. 2 Full Bed|Smoking|Williamston

2 Full Bed|Smoking|Williamston
Williamston NC
10.0 out of 10, Exceptional, (52 reviews)
"WiFi worked well for browsing and planning activities during our stay."
United States
Anonymous traveler
$59 nightly
The price is $67
Oct 20 - Oct 21
Total with taxes and fees
2 Full Bed|Smoking|Williamston
A modern kitchen with white cabinets, a stainless steel refrigerator, and a microwave.

5. Cheerful 2-bedroom Edenton bungalow getaway

Cheerful 2-bedroom Edenton bungalow getaway
Edenton
9.8 out of 10, Exceptional, (110 reviews)
"Wonderful stay!"
United States
lindsay m.
$230 nightly
The price is $257
Oct 21 - Oct 22
Total with taxes and fees
Cheerful 2-bedroom Edenton bungalow getaway
A kitchen with a wooden table, chairs, a refrigerator, and a 'Welcome Friends' sign.

6. Steps to Downtown! Family Home in Historic Edenton

Steps to Downtown! Family Home in Historic Edenton
3.0 star property
Edenton Historic District
$274 nightly
The price is $306
Nov 9 - Nov 10
Total with taxes and fees
Steps to Downtown! Family Home in Historic Edenton
A two-story house with a garage, a gravel driveway, and a view of a lake.

7. Charming new in 2026 private apartment on the water in lovely Edenton.

Charming new in 2026 private apartment on the water in lovely Edenton.
Edenton
10.0 out of 10, Exceptional, (28 reviews)
"We had a wonderful stay on this beautiful property, it was very clean and the Host provided everything we need. we truly enjoyed our stay. I highly recommend this property."
United States
Ronald R.
$172 nightly
The price is $192
Oct 20 - Oct 21
Total with taxes and fees
Charming new in 2026 private apartment on the water in lovely Edenton.
A compact RV interior with a kitchenette, a seating area, and windows offering views of greenery.

8. Reconnect with nature at this unforgettable escape.

Reconnect with nature at this unforgettable escape.
Columbia
$123 nightly
The price is $139
Nov 3 - Nov 4
Total with taxes and fees
Reconnect with nature at this unforgettable escape.
A two-story house with a front porch, a staircase leading to the entrance, and a mailbox.

9. No Say Left Farm

No Say Left Farm
Cofield
9.8 out of 10, Exceptional, (10 reviews)
"The property was perfect! We will definitely be staying again!!!"
United States
Katie R.
$326 nightly
The price is $359
Oct 27 - Oct 28
Total with taxes and fees
No Say Left Farm
A black door with a wooden bead garland and a green leafy wreath.

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

Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
Edenton Historic District
10.0 out of 10, Exceptional, (68 reviews)
"Wonderful property. Great stay."
United States
Nick R.
$391 nightly
The price is $437
Oct 21 - Oct 22
Total with taxes and fees
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
A covered porch with a table and chairs, large windows, and string lights.

11. No Say Right Farm

No Say Right Farm
Cofield
10.0 out of 10, Exceptional, (4 reviews)
"If you like quietness, this is the place for you. A place to stay for a full week. "
United States
Jackie M.
$326 nightly
The price is $359
Oct 27 - Oct 28
Total with taxes and fees
No Say Right Farm
Terrace/patio

12. Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming

Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
Hertford
9.8 out of 10, Exceptional, (10 reviews)
"Host communication was very fast - check in and out went smoothly: lovely home to stay and hot tub was great to have on site"
United States
Danyelle M.
$198 nightly
The price is $224
Oct 21 - Oct 22
Total with taxes and fees
Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
A single-story house with a blue roof, a porch with white railings, and a small attached shed.

13. Spacious 4-bedroom house in Creswell NC right on Lake Phelps.

Spacious 4-bedroom house in Creswell NC right on Lake Phelps.
Creswell
$255 nightly
The price is $288
Oct 27 - Oct 28
Total with taxes and fees
Spacious 4-bedroom house in Creswell NC right on Lake Phelps.
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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Top Windsor Hotel Reviews

Charming new in 2026 private apartment on the water in lovely Edenton.

Charming new in 2026 private apartment on the water in lovely Edenton.

10/10 Excellent
"Thanks so much for the hospitality and being dog friendly! Also enjoyed the bottle of wine on the dock"
Randolph B. 5-night trip
Posted 1 day ago
Charming new in 2026 private apartment on the water in lovely Edenton.

Find out more about Windsor

Everything you need to know about Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $192 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, you can find vacation rentals close to the most popular local attractions in Windsor, or you can select a more remote option if you'd like a relaxing place to stay.

What's the top vacation rental that Windsor has to offer?

"Country Farm House" : Visitors give good reviews to this Windsor vacation home rental, which is located in a rural location and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

How many vacation rentals are there in Windsor?

Expedia has 7 vacation rentals for your stay in Windsor.

What’s there to see and do in Windsor?

Explore the area and family-friendly sights such as Roanoke River Lighthouse and Maritime Museum, or get out into nature at a spot like Albemarle Sound. In the larger area, you’ll find Senator Bob Martin Eastern Agricultural Center and Deadwood.

What’s a vacation rental in Windsor like?

A vacation rental is a private property where you can stay for several days or longer in Windsor. Vacation rentals offer amenities like WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from shared hotel elevators and bustling concierge desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.