Windsor Vacation Rentals

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Oct 27 - Oct 28
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Oct 28 - Oct 29
This weekend
Oct 31 - Nov 2
Next weekend
Nov 7 - Nov 9

Vacation Rentals in Windsor

Outdoor pool
Golfing Paradise, Arnold Palmer Signature Golf Community, Luxury 4 BD, Villa 116
Golfing Paradise, Arnold Palmer Signature Golf Community, Luxury 4 BD, Villa 116
$506 nightly
The price is $562
Oct 29 - Oct 30
Total with taxes and fees
Golfing Paradise, Arnold Palmer Signature Golf Community, Luxury 4 BD, Villa 116
Fridge, microwave, oven, stovetop
Back to the Basics
Back to the Basics
9.0 out of 10, Wonderful, (15)
"Host was super helpful!"
United States
william n.
$143 nightly
The price is $160
Nov 2 - Nov 3
Total with taxes and fees
Back to the Basics
Smart TV
Charming 2-bedroom house in Williamston with AC, WiFi
Charming 2-bedroom house in Williamston with AC, WiFi
8.4 out of 10, Very Good, (7)
"Clean & quiet location. Would stay again."
United States
Joe K.
$130 nightly
The price is $147
Oct 28 - Oct 29
Total with taxes and fees
Charming 2-bedroom house in Williamston with AC, WiFi
Terrace/patio
No Say Left Farm
No Say Left Farm
10.0 out of 10, Exceptional, (4)
"The property was perfect! We will definitely be staying again!!!"
United States
Katie R.
$308 nightly
The price is $338
Oct 29 - Oct 30
Total with taxes and fees
No Say Left Farm
Property grounds
Cheerful 2-bedroom Edenton bungalow getaway
Cheerful 2-bedroom Edenton bungalow getaway
9.8 out of 10, Exceptional, (74)
"Wonderful stay! Clean and accurate description. "
United States
Erin R.
$201 nightly
The price is $225
Oct 31 - Nov 1
Total with taxes and fees
Cheerful 2-bedroom Edenton bungalow getaway
Beach
The little cabin on the mountainside
The little cabin on the mountainside
10.0 out of 10, Exceptional, (202)
"Very accomodating and lovely property! Comfy bed"
United States
Ashley I.
$326 nightly
The price is $349
Oct 28 - Oct 29
Total with taxes and fees
The little cabin on the mountainside
Smart TV
Inner Banks Condo With Golf Course and Marina Access
Inner Banks Condo With Golf Course and Marina Access
9.8 out of 10, Exceptional, (11)
"Very clean and perfect for a couples"
United States
Richard J.
$240 nightly
The price is $271
Oct 28 - Oct 29
Total with taxes and fees
Inner Banks Condo With Golf Course and Marina Access
Exterior
No Say Right Farm
No Say Right Farm
10.0 out of 10, Exceptional, (3)
"If you like quietness, this is the place for you. A place to stay for a full week. "
United States
Jackie M.
$308 nightly
The price is $338
Oct 28 - Oct 29
Total with taxes and fees
No Say Right Farm
TV
Cozy 2B Home in Edenton
Cozy 2B Home in Edenton
8.0 out of 10, Very Good, (1)
"We did leave a suggestion list that hopefully will improve your guests stay. This was given from over twenty years of experience renting. The rug was a gift.Over all we enjoyed the house. The area felt safe and it was clean. We would return."
United States
Diana K.
$189 nightly
The price is $211
Oct 30 - Oct 31
Total with taxes and fees
Cozy 2B Home in Edenton
Exterior
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
10.0 out of 10, Exceptional, (52)
"The place is great and we had an amazing weekend in Edenton. Nicole is very responsive and checked in on us to ensure we were having the best time at her property.House was very clean and very well equipped. Had everything we needed!We will definitely come back!"
United States
Ana H.
$417 nightly
The price is $466
Nov 16 - Nov 17
Total with taxes and fees
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
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

The Edenton Collection-Captain's Quarters Inn

The Edenton Collection-Captain's Quarters Inn

10/10 Excellent
"our room was spacious, the windows overlooking street made the room. The staff were all very helpful and friendly. The breakfast was awesome !"
John 1-night trip
Posted 4 days ago
The Edenton Collection-Captain's Quarters Inn

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 $147 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.

Explore a world of travel with Expedia

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?

Spacious waterfront house with private heated seasonal pool + dock: Located near Windsor, this vacation home rental is located on a river and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

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 Rocky Hock Playhouse.

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.