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Windsor Holiday Rentals

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Windsor holiday rentals

An aerial view of a property with a central building surrounded by a fenced area, trees, and a dirt road.

1. Peaceful Country Retreat Near The Masters

Peaceful Country Retreat Near The Masters
Windsor
The price is HK$1,247
HK$2,091 total
includes taxes & fees
2 Nov - 3 Nov
Peaceful Country Retreat Near The Masters
A kitchen with a bar area, wooden cabinets, and a large mirror.

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$1,024
HK$1,322 total
includes taxes & fees
5 Nov - 6 Nov
Relaxing Beautiful Views Plenty of Back Roads to Ride ATVs-Horses- Pets Welcomed
A two-story house with a front porch, a black door, and the number 310 on the front.

3. 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, (5 reviews)
"A great place to stay within walking distance if the historic downtown area."
United States
Robert H.
The price is HK$1,138
HK$2,794 total
includes taxes & fees
29 Nov - 30 Nov
New! Clean, bright cottage walking distance to downtown Aiken!
A compact RV interior with a kitchenette, a dining area, and a window with curtains.

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

Cozy Airstream "The Silver Saddle" unique stay in Aiken SC
Aiken
8.0 out of 10, Very good, (2 reviews)
"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.
Cozy Airstream "The Silver Saddle" unique stay in Aiken SC
A wooden dock extending into a calm lake surrounded by trees.

5. Secluded Cottage on a Pond

Secluded Cottage on a Pond
Batesburg-Leesville
9.8 out of 10, Exceptional, (7 reviews)
"Room was clean host was very friendly"
United States
Noah
The price is HK$996
HK$2,266 total
includes taxes & fees
2 Nov - 3 Nov
Secluded Cottage on a Pond
A spacious barn with multiple stalls, a green door, and a concrete floor.

6. 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$1,177
HK$2,680 total
includes taxes & fees
31 Oct - 1 Nov
Mimosa Cottage and Farm- 2br cottage & stalls. Masters
A bedroom with a bed, bedside table, lamp, and a hallway leading to a bathroom.

7. Aiken Equestrian | Dog Friendly |Bruce's Field

Aiken Equestrian | Dog Friendly |Bruce's Field
Aiken
Aiken Equestrian | Dog Friendly |Bruce's Field
A room with a wooden dining table, a white desk with a chair, a brown sofa, and a door leading to another room.

8. 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.
Golfers Oasis Centrally Located
A spacious hallway with hardwood flooring, white walls, and a ceiling light fixture.

9. Downtown Aiken- The Collins Property

Downtown Aiken- The Collins Property
Aiken
9.8 out of 10, Exceptional, (93 reviews)
"Loved our stay. Would book again!"
United States
Jennifer R.
The price is HK$883
HK$2,078 total
includes taxes & fees
9 Nov - 10 Nov
Downtown Aiken- The Collins Property
A hallway with a wooden floor, white walls, a white door, and a ceiling light fixture.

10. 4BR Ranch • Sleeps 7 • Near Bruces Field • Trailer Parking • Dogs OK

4BR Ranch • Sleeps 7 • Near Bruces Field • Trailer Parking • Dogs OK
Aiken
10.0 out of 10, Exceptional, (1 review)
The price is HK$1,872
HK$4,574 total
includes taxes & fees
3 Nov - 4 Nov
4BR Ranch • Sleeps 7 • Near Bruces Field • Trailer Parking • Dogs OK
A modern kitchen with a central island, bar stools, a stainless steel refrigerator, and a brick backsplash.

11. 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)
"Great stay"
United States
MATTHEW H.
The price is HK$1,961
HK$3,717 total
includes taxes & fees
31 Oct - 1 Nov
Victory Reins- Quiet Country Stay Near Aiken, I-20 + Parking, Golf, Pets Welcome
A porch with two rocking chairs, a potted plant, and a sign reading 'Highland Cottage.'

12. Cozy 1930s Cottage · Fenced Yard for Dogs · Walk to Downtown Aiken

Cozy 1930s Cottage · Fenced Yard for Dogs · Walk to Downtown Aiken
Aiken
10.0 out of 10, Exceptional, (1 review)
"Lovely cottage with ample areas to walk our large golden retrievers! Very clean and well appointed. Tara was so easy to communicate with and provided everything we needed for our stay! I would stay there again when in Aiken. The cottage is so close to down town."
United States
Patricia D.
The price is HK$1,203
HK$2,701 total
includes taxes & fees
30 Nov - 1 Dec
Cozy 1930s Cottage · Fenced Yard for Dogs · Walk to Downtown Aiken
A modern kitchen with a central island, wooden chairs, and a dining table.

13. 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.
Charming 2-bedroom cottage 3 miles from Historic downtown Aiken!
A spacious living room with a high ceiling, exposed beams, a large sofa, a coffee table, and a staircase leading to an upper level.

14. 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, (3 reviews)
"In town for work, great place to stay!"
United States
Dakota G.
The price is HK$1,216
HK$2,302 total
includes taxes & fees
8 Nov - 9 Nov
Spacious 2-bedroom apartment in Salley near Eudora farms
A spacious living room with a wooden floor, a ceiling fan, a TV, a sofa, and a dining area with a table and chairs.

15. 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$2,206 total
includes taxes & fees
4 Nov - 5 Nov
Lovely, quiet and peaceful home located in the country
A modern kitchen with a black and gold color scheme, featuring a double sink, a refrigerator, and a bar area with stools.

16. Downtown Aiken Elegant NEW Home

Downtown Aiken Elegant NEW Home
Aiken
9.8 out of 10, Exceptional, (29 reviews)
"Owners were great and made stay enjoyable "
United States
Torrey H.
The price is HK$1,801
HK$3,291 total
includes taxes & fees
9 Nov - 10 Nov
Downtown Aiken Elegant NEW Home
A house with a black front door, a number '133' on the wall, and a small porch with steps.

17. Historic charm near downtown/Bruce's Field

Historic charm near downtown/Bruce's Field
Aiken
10.0 out of 10, Exceptional, (26 reviews)
"Nice property."
United States
John H.
The price is HK$2,126
HK$4,024 total
includes taxes & fees
17 Nov - 18 Nov
Historic charm near downtown/Bruce's Field
A spacious living room with hardwood floors, a blue sofa, a coffee table, and a fireplace.

18. 4BR + Putting Green | Fenced Yard | No Checkout Chores

4BR + Putting Green | Fenced Yard | No Checkout Chores
Aiken
10.0 out of 10, Exceptional, (50 reviews)
"Excellent host and very accommodating. House was just what we needed for our stay. Kids and doodle loved the fenced in backyard. Will stay here again in our next visit to the area."
United States
Brooke W.
The price is HK$1,067
HK$3,234 total
includes taxes & fees
16 Nov - 17 Nov
4BR + Putting Green | Fenced Yard | No Checkout Chores
A dining table set with plates, glasses, and a vase with flowers.

19. Quaint house, king bed 2min from down town

Quaint house, king bed 2min from down town
Aiken
10.0 out of 10, Exceptional, (1 review)
"Great house and in a very convenient location. "
United States
Creg F.
The price is HK$2,197
HK$3,796 total
includes taxes & fees
29 Nov - 30 Nov
Quaint house, king bed 2min from down town
A modern kitchen with a central island, white cabinetry, and a large window providing natural light.

20. Your perfect getaway nestled in the heart of Aiken.

Your perfect getaway nestled in the heart of Aiken.
Aiken
10.0 out of 10, Exceptional, (23 reviews)
"Perfect for a golf trip"
United States
John S.
The price is HK$4,773
HK$8,114 total
includes taxes & fees
1 Nov - 2 Nov
Your perfect getaway nestled in the heart of Aiken.
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
"Clean and very nice staff"
Gail 1-night trip
Posted 5 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.