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

Windsor Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Aug 21 - Aug 23
In two months
Oct 2 - Oct 4
In three months
Oct 30 - Nov 1
In four months
Nov 27 - Nov 29

Our top choices for Windsor vacation rentals

Golf

1. Chowan Villa 122: Stay & Play on Albemarle Sound

Chowan Villa 122: Stay & Play on Albemarle Sound
Windsor
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay & play golf for a few days!"
United States
Tabitha A.
$380 nightly
The price is $427
Aug 25 - Aug 26
Total with taxes and fees
Chowan Villa 122: Stay & Play on Albemarle Sound
Terrace/patio

2. The Capehart: Stay & Play on Albemarle Sound

The Capehart: Stay & Play on Albemarle Sound
Merry Hill
$529 nightly
The price is $594
Aug 25 - Aug 26
Total with taxes and fees
The Capehart: Stay & Play on Albemarle Sound
Golf

3. Chowan Villa 116: Stay & Play on Albemarle Sound

Chowan Villa 116: Stay & Play on Albemarle Sound
Merry Hill
$464 nightly
The price is $521
Aug 6 - Aug 7
Total with taxes and fees
Chowan Villa 116: Stay & Play on Albemarle Sound
Golf

4. Chowan Villa 118: Stay & Play on Albemarle Sound

Chowan Villa 118: Stay & Play on Albemarle Sound
Windsor
$382 nightly
The price is $429
Aug 25 - Aug 26
Total with taxes and fees
Chowan Villa 118: Stay & Play on Albemarle Sound
Property grounds

5. 1 Bedroom Suite at The Inn - Reider Room

1 Bedroom Suite at The Inn - Reider Room
Merry Hill
$199 nightly
The price is $224
Aug 10 - Aug 11
Total with taxes and fees
1 Bedroom Suite at The Inn - Reider Room
Golf

6. Chowan Villa 114: Stay & Play on Albemarle Sound

Chowan Villa 114: Stay & Play on Albemarle Sound
Merry Hill
$476 nightly
The price is $535
Aug 6 - Aug 7
Total with taxes and fees
Chowan Villa 114: Stay & Play on Albemarle Sound
Property grounds

7. The Inn: Stay & Play on Albemarle Sound

The Inn: Stay & Play on Albemarle Sound
Merry Hill
6.0 out of 10, (1 review)
"Washing machine brokenMinimal kitchen untensils (no restaurants close )Was unaware the rooms are adjacent to the office area. Employees are able to walk around the living space. Each room has an individual key. This information should be shared with renters. "
United States
Trey S.
$533 nightly
The price is $598
Aug 25 - Aug 26
Total with taxes and fees
The Inn: Stay & Play on Albemarle Sound
Property grounds

8. 1 Bedroom Suite at The Inn - Palmer Room

1 Bedroom Suite at The Inn - Palmer Room
Merry Hill
$182 nightly
The price is $204
Aug 6 - Aug 7
Total with taxes and fees
1 Bedroom Suite at The Inn - Palmer Room
Property grounds

9. 1 Bedroom Suite at The Inn - Sutton Room

1 Bedroom Suite at The Inn - Sutton Room
Merry Hill
$185 nightly
The price is $207
Aug 9 - Aug 10
Total with taxes and fees
1 Bedroom Suite at The Inn - Sutton Room
Property grounds

10. 1 Bedroom Suite at The Inn - Avoca Room

1 Bedroom Suite at The Inn - Avoca Room
Merry Hill
8.0 out of 10, Very Good, (1 review)
"Check in was a bit confusing only because since we were there during off season, there wasn't anyone to talk to except at the gate. We were very reluctant to just walk in to a condo. Not too much of a big deal but a few signs would have helped a little more. Very comfortable although when it said it sleeps 4 we thought that a couch or foldout bed was going to be available. The 2 bed could indeed sleep 4.Every place has different amenities, so perhaps unfair to say but... A little bit more coffee...
United States
BC S.
$188 nightly
The price is $211
Aug 9 - Aug 10
Total with taxes and fees
1 Bedroom Suite at The Inn - Avoca Room
1 bedroom, WiFi (free)

11. King Bed Non Smoking

King Bed Non Smoking
Williamston NC
10.0 out of 10, Exceptional, (53 reviews)
"Solid accommodations, comfortable bed and decent TV channels available to relax after a long day out."
United States
Anonymous traveler
$84 nightly
The price is $95
Aug 9 - Aug 10
Total with taxes and fees
King Bed Non Smoking
1 bedroom, WiFi (free)

12. King Bed|Smoking|Williamston

King Bed|Smoking|Williamston
Williamston NC
10.0 out of 10, Exceptional, (51 reviews)
"Convenient location near attractions made getting around easy enough."
United States
Anonymous traveler
$84 nightly
The price is $95
Aug 9 - Aug 10
Total with taxes and fees
King Bed|Smoking|Williamston
1 bedroom, WiFi (free)

13. 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
$90 nightly
The price is $102
Aug 9 - Aug 10
Total with taxes and fees
2 Full Beds | Williamston
1 bedroom, WiFi (free)

14. 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
$90 nightly
The price is $102
Aug 9 - Aug 10
Total with taxes and fees
2 Full Bed|Smoking|Williamston
Exterior

15. The little cabin on the mountainside

The little cabin on the mountainside
Edenton
10.0 out of 10, Exceptional, (211 reviews)
"The stay was wonderful, beautiful house and property! "
United States
Logan J.
$275 nightly
The price is $294
Aug 4 - Aug 5
Total with taxes and fees
The little cabin on the mountainside
Coffee/tea maker, fridge, microwave, oven

16. Cheerful 2-bedroom Edenton bungalow getaway

Cheerful 2-bedroom Edenton bungalow getaway
Edenton
9.8 out of 10, Exceptional, (100 reviews)
"Lovely, clean cottage. Wonderful walk ability to downtown. We enjoyed our stay very much. "
United States
Margaret D.
$232 nightly
The price is $259
Aug 6 - Aug 7
Total with taxes and fees
Cheerful 2-bedroom Edenton bungalow getaway
Interior

17. 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, (66 reviews)
"Wonderful property. Great stay."
United States
Nick R.
$353 nightly
The price is $395
Aug 30 - Aug 31
Total with taxes and fees
Edenton Historic District, Walk Downtown, Dogs Welcome, Fenced Yard!
Dining

18. 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
Aug 5 - Aug 6
Total with taxes and fees
No Say Right Farm
Exterior

19. No Say Left Farm

No Say Left Farm
Cofield
9.8 out of 10, Exceptional, (6 reviews)
"The property was perfect! We will definitely be staying again!!!"
United States
Katie R.
$326 nightly
The price is $359
Aug 5 - Aug 6
Total with taxes and fees
No Say Left Farm
Terrace/patio

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

Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
Hertford
9.6 out of 10, Exceptional, (5 reviews)
"Had a great time hanging out with my best friend and family. The house was terrific and very well set up. Thank you got the lovely start Sharon!"
United States
Heather S.
$195 nightly
The price is $219
Aug 10 - Aug 11
Total with taxes and fees
Heaven on the River, A Tranquil Home, Boaters Paradise, Fishing, Swimming
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windsor Hotel Reviews

Holiday Inn Express Williamston by IHG

Holiday Inn Express Williamston by IHG

10/10 Excellent
"The staff was amazing! We were there for a four-day baseball tournament that ended up being canceled with no baseball being played, however the two days that the hotel was full the staff ran it exceptionally from finding rooms to late reservations to keeping the breakfast trays full. Kudos to the evening desk clerk for keeping her head on straight and the cook who kept our bellies fed!"
Tamara 3-night trip
Posted 3 days ago
Holiday Inn Express Williamston by IHG

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 $154 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 Kekukee Park.

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.