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Windsor Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Windsor holiday rentals

Exterior

1. Peaceful Country Retreat Near The Masters

Peaceful Country Retreat Near The Masters
Windsor
The price is HK$1,498
HK$2,407 total
includes taxes & fees
14 Sept - 15 Sept
Peaceful Country Retreat Near The Masters
Dining

2. Relaxing Beautiful Views Plenty of Back Roads to Ride ATVs-Horses- Pets Welcomed

Relaxing Beautiful Views Plenty of Back Roads to Ride ATVs-Horses- Pets Welcomed
Aiken
The price is HK$1,023
HK$1,322 total
includes taxes & fees
14 Sept - 15 Sept
Relaxing Beautiful Views Plenty of Back Roads to Ride ATVs-Horses- Pets Welcomed
Living area

3. Cozy Airstream "The Silver Saddle" unique stay in Aiken SC

Cozy Airstream "The Silver Saddle" unique stay in Aiken SC
Aiken
10.0 out of 10, Exceptional, (1 review)
"The airstream was exactly as shown in pictures. We were given code prior to checkin and everything went smoothly. Very clean and nicely decorated. The snacks and drinks were very much appreciated. 4 stars given for the expense but it's understandable the price since it is the Masters week and everything is more expensive this week. Definitely recommend the Silver Saddle."
United States
Marcia Lynn M.
The price is HK$855
HK$1,353 total
includes taxes & fees
21 Sept - 22 Sept
Cozy Airstream "The Silver Saddle" unique stay in Aiken SC
Property grounds

4. Secluded Cottage on a Pond

Secluded Cottage on a Pond
Batesburg-Leesville
9.8 out of 10, Exceptional, (6 reviews)
"Room was clean host was very friendly"
United States
Noah
The price is HK$910
HK$2,074 total
includes taxes & fees
13 Sept - 14 Sept
Secluded Cottage on a Pond
Living area

5. Southern Shade, King Beds, Fenced in Yard

Southern Shade, King Beds, Fenced in Yard
Aiken
10.0 out of 10, Exceptional, (1 review)
"The property was truly exceptional, and the hosts meticulously ensured that every detail contributed to a comfortable and welcoming experience. The communication was outstanding, and the location offers a serene and tranquil environment. I wholeheartedly endorse this property."
United States
Jacquetta S.
The price is HK$776
HK$2,328 total
includes taxes & fees
17 Sept - 18 Sept
Southern Shade, King Beds, Fenced in Yard
Private kitchen

6. Bluebell Cottage - Renovated, No Checkout Instructions, Close to Downtown

Bluebell Cottage - Renovated, No Checkout Instructions, Close to Downtown
Aiken
10.0 out of 10, Exceptional, (8 reviews)
"The owners were easy to deal with and made stay a pleasure "
United States
Torrey H.
The price is HK$988
HK$2,855 total
includes taxes & fees
14 Sept - 15 Sept
Bluebell Cottage - Renovated, No Checkout Instructions, Close to Downtown
Exterior

7. New! Clean, bright cottage walking distance to downtown Aiken!

New! Clean, bright cottage walking distance to downtown Aiken!
Aiken
10.0 out of 10, Exceptional, (3 reviews)
"A great place to stay within walking distance if the historic downtown area."
United States
Robert H.
The price is HK$1,098
HK$2,644 total
includes taxes & fees
15 Sept - 16 Sept
New! Clean, bright cottage walking distance to downtown Aiken!
Private kitchen

8. Pet Friendly • Fenced Yard • Putting Green

Pet Friendly • Fenced Yard • Putting Green
Aiken
10.0 out of 10, Exceptional, (72 reviews)
"This is a cute and nice home to stay! Activities are provided and hosts are super fast with communication!! 10/10!"
United States
Jennifer M.
The price is HK$894
HK$2,732 total
includes taxes & fees
14 Sept - 15 Sept
Pet Friendly • Fenced Yard • Putting Green
Interior

9. Downtown Aiken- The Collins Property

Downtown Aiken- The Collins Property
Aiken
9.8 out of 10, Exceptional, (89 reviews)
"Loved our stay. Would book again!"
United States
Jennifer R.
The price is HK$882
HK$1,990 total
includes taxes & fees
13 Sept - 14 Sept
Downtown Aiken- The Collins Property
Interior

10. Mimosa Cottage and Farm- 2br cottage & stalls. Masters

Mimosa Cottage and Farm- 2br cottage & stalls. Masters
Aiken
10.0 out of 10, Exceptional, (9 reviews)
"Wonderful place, especially if you have horses with you. Beautiful paddocks and stalls. The cottage itself is very clean and cute, host is very easy to work with."
United States
Amanda M.
The price is HK$1,176
HK$2,591 total
includes taxes & fees
13 Sept - 14 Sept
Mimosa Cottage and Farm- 2br cottage & stalls. Masters
Living area

11. Spacious 2-bedroom apartment in Salley near Eudora farms

Spacious 2-bedroom apartment in Salley near Eudora farms
Salley
10.0 out of 10, Exceptional, (2 reviews)
"Love the place. Much better then the pictures let on"
United States
Joseph A.
The price is HK$1,059
HK$2,082 total
includes taxes & fees
28 Sept - 29 Sept
Spacious 2-bedroom apartment in Salley near Eudora farms
Private kitchen

12. Charming 2-bedroom cottage 3 miles from Historic downtown Aiken!

Charming 2-bedroom cottage 3 miles from Historic downtown Aiken!
Warrenville
8.6 out of 10, Excellent, (22 reviews)
"Great property with tons of character"
United States
John C.
The price is HK$875
HK$1,516 total
includes taxes & fees
14 Sept - 15 Sept
Charming 2-bedroom cottage 3 miles from Historic downtown Aiken!
Interior

13. Aiken Hidden Gem • Dogs Welcome • Walk 2 DT

Aiken Hidden Gem • Dogs Welcome • Walk 2 DT
Aiken
The price is HK$985
HK$2,271 total
includes taxes & fees
21 Sept - 22 Sept
Aiken Hidden Gem • Dogs Welcome • Walk 2 DT
Living area

14. Fun House/King Bed - Close to Town/Full of Entertainment!

Fun House/King Bed - Close to Town/Full of Entertainment!
Aiken
10.0 out of 10, Exceptional, (50 reviews)
"The host communicated well, gave all details throughout the whole process making it the easiest rental we’ve ever stayed at!"
United States
Melissa L.
The price is HK$1,866
HK$4,242 total
includes taxes & fees
2 Oct - 3 Oct
Fun House/King Bed - Close to Town/Full of Entertainment!
Property grounds

15. Saddle up, Tee off! Luxury King in Horse Country

Saddle up, Tee off! Luxury King in Horse Country
Aiken
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,932
HK$3,982 total
includes taxes & fees
21 Sept - 22 Sept
Saddle up, Tee off! Luxury King in Horse Country
Living area

16. Golfers Oasis Centrally Located

Golfers Oasis Centrally Located
Aiken
10.0 out of 10, Exceptional, (1 review)
"House was perfect for a quick trip to play golf. Very clean and well kept. Would definitely stay again. "
United States
Joseph F.
The price is HK$1,105
HK$3,188 total
includes taxes & fees
13 Oct - 14 Oct
Golfers Oasis Centrally Located
Private kitchen

17. Victory Reins- Quiet Country Stay Near Aiken, I-20 + Parking, Golf, Pets Welcome

Victory Reins- Quiet Country Stay Near Aiken, I-20 + Parking, Golf, Pets Welcome
Wagener
10.0 out of 10, Exceptional, (22 reviews)
"The house was beautiful and really well appointed. Check in was a breeze and it was a very nice base to enjoy our daughter’s graduation. Thanks for a wonderful stay! "
United States
Nicole O.
The price is HK$1,961
HK$3,742 total
includes taxes & fees
14 Sept - 15 Sept
Victory Reins- Quiet Country Stay Near Aiken, I-20 + Parking, Golf, Pets Welcome
Private kitchen

18. Downtown Aiken Elegant NEW Home

Downtown Aiken Elegant NEW Home
Aiken
9.8 out of 10, Exceptional, (28 reviews)
"Owners were great and made stay enjoyable "
United States
Torrey H.
The price is HK$1,863
HK$3,369 total
includes taxes & fees
15 Sept - 16 Sept
Downtown Aiken Elegant NEW Home
Living area

19. Lovely, quiet and peaceful home located in the country

Lovely, quiet and peaceful home located in the country
Wagener
9.0 out of 10, Wonderful, (2 reviews)
"This property was excellent! They were very kinda and considerate to us when we inquired about their property. It is on a beautiful piece of land with a lovely gazebo out back and a field of horses and wild flowers on either side. The parking is wonderful and the interior is well updated. If you want a quiet getaway you will not be disappointed"
United States
Emily E.
The price is HK$1,012
HK$2,205 total
includes taxes & fees
20 Sept - 21 Sept
Lovely, quiet and peaceful home located in the country
Exterior detail

20. Historic charm near downtown/Bruce's Field

Historic charm near downtown/Bruce's Field
Aiken
10.0 out of 10, Exceptional, (24 reviews)
"Nice property."
United States
John H.
The price is HK$1,877
HK$3,587 total
includes taxes & fees
22 Sept - 23 Sept
Historic charm near downtown/Bruce's Field
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

Clarion Inn & Suites Aiken South

Clarion Inn & Suites Aiken South

10/10 Excellent
"Room was very clean and front desk was very helpful"
Tyquan 1-night trip
Posted 7 hours ago
Clarion Inn & Suites Aiken South

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?

Downtown Aiken- The Collins Property: This holiday home rental outside of Windsor is located in the city centre, and has a patio, a garden and air conditioning to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of books in this rental home to help you unwind.

How many holiday rentals are there in Windsor?

Expedia has 4 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 God's Acre Healing Springs, or get out into nature at a spot like Aiken State Park. Aiken Gopher Tortoise Heritage Preserve and Cedar Creek are a couple of places you'll find in the wider area.

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 extras such as kitchens and laundry facilities so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from shared hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive choice for family gatherings.