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Windsor Holiday Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sept - 27 Sept
In four months
23 Oct - 25 Oct

Our top choices for Windsor holiday rentals

Property grounds

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Sutton Room at The Inn

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Sutton Room at The Inn
Merry Hill
The price is HK$1,169
HK$1,736 total
includes taxes & fees
13 Jul - 14 Jul
1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Sutton Room at The Inn
Golf

Luxury 3 Bedroom House, Arnold Palmer Occano Coastal Club, Villa 122

Luxury 3 Bedroom House, Arnold Palmer Occano Coastal Club, Villa 122
Windsor
10.0 out of 10, Exceptional, (2 reviews)
"Great place to stay & play golf for a few days!"
United States
Tabitha A.
The price is HK$2,075
HK$3,396 total
includes taxes & fees
9 Jul - 10 Jul
Luxury 3 Bedroom House, Arnold Palmer Occano Coastal Club, Villa 122
Golf

Luxury 3 Bedroom Home, Arnold Palmer Occano Coastal Club, Villa 118

Luxury 3 Bedroom Home, Arnold Palmer Occano Coastal Club, Villa 118
Windsor
The price is HK$1,985
HK$3,302 total
includes taxes & fees
8 Jul - 9 Jul
Luxury 3 Bedroom Home, Arnold Palmer Occano Coastal Club, Villa 118
Golf

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 116

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 116
Merry Hill
The price is HK$2,643
HK$4,113 total
includes taxes & fees
9 Jul - 10 Jul
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 116
Terrace/patio

Luxury 4 Bedroom House, Arnold Palmer Occano Coastal Club, The Capehart

Luxury 4 Bedroom House, Arnold Palmer Occano Coastal Club, The Capehart
Merry Hill
The price is HK$2,882
HK$4,425 total
includes taxes & fees
8 Jul - 9 Jul
Luxury 4 Bedroom House, Arnold Palmer Occano Coastal Club, The Capehart
Golf

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 114

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 114
Merry Hill
The price is HK$2,783
HK$4,330 total
includes taxes & fees
12 Jul - 13 Jul
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 114
Property grounds

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, The Inn

Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, The Inn
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.
The price is HK$3,286
HK$4,973 total
includes taxes & fees
15 Jul - 16 Jul
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, The Inn
Property grounds

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Reider Room at The Inn

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Reider Room at The Inn
Merry Hill
The price is HK$1,243
HK$1,828 total
includes taxes & fees
13 Jul - 14 Jul
1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Reider Room at The Inn
Property grounds

1 Bedroom Suite, Arnold Palmer Occano Coastal Club (Palmer Room at The Inn)

1 Bedroom Suite, Arnold Palmer Occano Coastal Club (Palmer Room at The Inn)
Merry Hill
The price is HK$1,169
HK$1,736 total
includes taxes & fees
13 Jul - 14 Jul
1 Bedroom Suite, Arnold Palmer Occano Coastal Club (Palmer Room at The Inn)
Property grounds

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Avoca Room at The Inn

1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Avoca Room at The Inn
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.
The price is HK$1,169
HK$1,736 total
includes taxes & fees
13 Jul - 14 Jul
1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Avoca Room at The Inn
Interior

Reconnect with nature at this unforgettable escape.

Reconnect with nature at this unforgettable escape.
Columbia
The price is HK$682
HK$1,344 total
includes taxes & fees
13 Jul - 14 Jul
Reconnect with nature at this unforgettable escape.
Exterior

The little cabin on the mountainside

The little cabin on the mountainside
Edenton
10.0 out of 10, Exceptional, (207 reviews)
"The stay was wonderful, beautiful house and property! "
United States
Logan J.
The price is HK$1,294
HK$2,308 total
includes taxes & fees
13 Jul - 14 Jul
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
Hertford
9.8 out of 10, Exceptional, (14 reviews)
"Very clean and perfect for a couples"
United States
Richard J.
The price is HK$1,059
HK$2,122 total
includes taxes & fees
10 Jul - 11 Jul
Inner Banks Condo With Golf Course and Marina Access
Exterior

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, (14 reviews)
"I love the smell of new everything. New paint, new home. And caught a catfish on the pier. Absolutely fabulous host. It was relaxing, peaceful and beautiful. "
United States
Janice B.
The price is HK$904
HK$1,509 total
includes taxes & fees
7 Jul - 8 Jul
Charming new in 2026 private apartment on the water in lovely Edenton.
Exterior

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.
The price is HK$1,294
HK$2,812 total
includes taxes & fees
9 Jul - 10 Jul
No Say Left Farm
Fridge, microwave, oven, dishwasher

Cheerful 2-bedroom Edenton bungalow getaway

Cheerful 2-bedroom Edenton bungalow getaway
Edenton
9.8 out of 10, Exceptional, (97 reviews)
"Loved it for a short day in a really fun little town. Property is compact but well done, bed is comfortable, home is.scrupulously clean."
United States
Anne S.
The price is HK$1,059
HK$2,033 total
includes taxes & fees
19 Jul - 20 Jul
Cheerful 2-bedroom Edenton bungalow getaway
Smart TV, fireplace, books, printers

The Prettiest Small Town in the South

The Prettiest Small Town in the South
Edenton Historic District
9.6 out of 10, Exceptional, (78 reviews)
"Lovely historic home in a beautiful part of town."
United States
Melissa C.
The price is HK$1,961
HK$2,472 total
includes taxes & fees
31 Jul - 1 Aug
The Prettiest Small Town in the South
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

Hampton Inn Williamston

Hampton Inn Williamston

8/10 Good
"Great hotel for stop over enroute to putter banks. Only down side is limited restaurants close by. Breakfast was amazing though"
Nigel 1-night trip
Posted 2 days ago
Hampton Inn Williamston

Find out more about Windsor

Search for holiday rentals in Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in Windsor using one of the methods below:

  • View our selection of featured holiday rentals in Windsor
  • Use the map to find apartments and other holiday homes in the Windsor neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Windsor while they last

Look no further and take a look at our great range of rental properties in Windsor!

Frequently asked questions

Can I find a holiday rental in Windsor?

Yes, there are holiday rentals close to the most popular sights in Windsor, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windsor has to offer?

BEST location in Historic Downtown Edenton! : This holiday home rental outside of Windsor is in the city centre, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Windsor?

Expedia has 11 holiday rentals for your stay in Windsor.

What’s there to see and do in Windsor?

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

What’s a holiday rental in Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Windsor. Holiday rentals offer amenities like laundry facilities and kitchens so you'll have everything you need. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for a small group gathering.