Windsor Holiday Rentals

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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 Aug

Our top choices for Windsor holiday rentals

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$1,118
HK$1,677 total
includes taxes & fees
12 May - 13 May
1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Palmer Room at The Inn
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$1,118
HK$1,677 total
includes taxes & fees
12 May - 13 May
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
The price is HK$2,466
HK$3,894 total
includes taxes & fees
12 May - 13 May
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$2,466
HK$3,920 total
includes taxes & fees
14 May - 15 May
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$2,894
HK$4,411 total
includes taxes & fees
7 Jun - 8 Jun
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 116
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$2,927
HK$4,482 total
includes taxes & fees
10 Jun - 11 Jun
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, Villa 114
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$3,264
HK$4,879 total
includes taxes & fees
7 Jun - 8 Jun
Luxury 4 Bedroom House, Arnold Palmer Occano Coastal Club, The Capehart
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$1,208
HK$1,796 total
includes taxes & fees
12 May - 13 May
1 Bedroom Suite, Arnold Palmer Occano Coastal Club, Reider Room at The Inn
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$3,297
HK$4,950 total
includes taxes & fees
10 Jun - 11 Jun
Luxury 4 Bedroom, Arnold Palmer Occano Coastal Club, 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$1,118
HK$1,677 total
includes taxes & fees
12 May - 13 May
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$431
HK$1,059 total
includes taxes & fees
17 May - 18 May
Reconnect with nature at this unforgettable escape.
Internet, bed sheets

Warm & Comfortable Stay

Warm & Comfortable Stay
Princeville
The price is HK$951
HK$1,252 total
includes taxes & fees
17 May - 18 May
Warm & Comfortable Stay
Exterior

The little cabin on the mountainside

The little cabin on the mountainside
Edenton
10.0 out of 10, Exceptional, (205 reviews)
"The stay was wonderful, beautiful house and property! "
United States
Logan J.
The price is HK$1,292
HK$2,304 total
includes taxes & fees
12 May - 13 May
The little cabin on the mountainside
Exterior

No Say Left Farm

No Say Left Farm
Cofield
9.6 out of 10, Exceptional, (5 reviews)
"The property was perfect! We will definitely be staying again!!!"
United States
Katie R.
The price is HK$1,292
HK$2,790 total
includes taxes & fees
19 May - 20 May
No Say Left Farm
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, (12 reviews)
"Very clean and perfect for a couples"
United States
Richard J.
The price is HK$1,057
HK$2,119 total
includes taxes & fees
12 May - 13 May
Inner Banks Condo With Golf Course and Marina Access
Fridge, microwave, oven, dishwasher

Cheerful 2-bedroom Edenton bungalow getaway

Cheerful 2-bedroom Edenton bungalow getaway
Edenton
9.8 out of 10, Exceptional, (91 reviews)
"The bungalow was very comfortable, clean and cozy. We had a great time!!"
United States
Nanette S.
The price is HK$846
HK$1,767 total
includes taxes & fees
14 May - 15 May
Cheerful 2-bedroom Edenton bungalow getaway
Terrace/patio

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
9.8 out of 10, Exceptional, (6 reviews)
The price is HK$902
HK$1,507 total
includes taxes & fees
12 May - 13 May
Charming new in 2026 private apartment on the water in lovely Edenton.
Dining

No Say Right Farm

No Say Right Farm
Cofield
10.0 out of 10, Exceptional, (3 reviews)
"If you like quietness, this is the place for you. A place to stay for a full week. "
United States
Jackie M.
The price is HK$1,292
HK$2,808 total
includes taxes & fees
12 May - 13 May
No Say Right Farm
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 Edenton

Hampton Inn Edenton

8/10 Good
"Pretty good stay. Breakfast was unimpressive. Chef was called away so…"
Denis 1-night trip
Posted 6 hours ago
Hampton Inn Edenton

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?

East of Edenton! Romantic sunset waterfront getaway on the Albemarle Sound!: This holiday home rental outside of Windsor is located on the waterfront, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Windsor?

Expedia has 10 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 Roanoke River Lighthouse and Maritime Museum, 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 Deadwood.

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.