Windsor Holiday Rentals

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Holiday Rentals in Windsor

Walk to Powderhouse Polo Fields: Aiken Getaway

10.0 out of 10, Exceptional, (1)
"Thanks for providing a special place for our staycation The decor was amazing along with all the horses in the area!! Great weekend thanks"
Walk to Powderhouse Polo Fields: Aiken Getaway

Historic Cottage - At Hopelands Gardens close to Hitchcock Woods (Remodeled)

9.8 out of 10, Exceptional, (59)
"as soon as we walked in the cottage we felt at home. Everything about it was perfect. Location was across the road from Hopeland Gardens and two streets away from Hickory Trails which were beautiful. The cottage was also a short walk away from the polo grounds, horse racing training tracks, and breathtaking horse farms. Catherine and Bob, the hosts, were so accommodating and friendly. They lived on property and were so helpful, easy and kind. Can’t wait to go back. "
Historic Cottage - At Hopelands Gardens close to Hitchcock Woods (Remodeled)

10 Acre Country Estate, Serene and Relaxing

9.0 out of 10, Wonderful, (73)
"I loved the porch and the kitchen. So very relaxing."
10 Acre Country Estate, Serene and Relaxing

Cozy home! A perfect home to relax!

10.0 out of 10, Exceptional, (1)
"The property host is absolutely amazing! Commination has been super easy and spot on. Any questions where addressed promptly. The property was fresh and clean, just as show. All amenities I needed where just a arm's length away. I definitely recommend this property and hope you enjoy your time here as I did. "
Cozy home! A perfect home to relax!

Sweet Tea Cottage- Aiken Downtown Location

9.8 out of 10, Exceptional, (12)
"The Sweet Tea Cottage was a perfect fit for our stay in Aiken. It was well appointed and comfortable for our stay visiting relatives in the Aiken area. In fact, it's our 3rd time staying there over the last few years. Cara is a great host and was helpful and responsive with any request we had about the place. When we have to be in Aiken again, we'll be sure to check on availability!"
Sweet Tea Cottage- Aiken Downtown Location

The Loft- Downtown Aiken

10.0 out of 10, Exceptional, (114)
"I’ve stayed at this property several times and it is always a pleasure. The place is a lovely location right in downtown and has a warm cozy feel to it. It is always a great place to stay when I’m in Aiken."
The Loft- Downtown Aiken

Beautiful 3BR Townhouse Close to Downtown Augusta

9.8 out of 10, Exceptional, (8)
"Excellent owner. Her response time was unbelievable. Very sweet person "
Beautiful 3BR Townhouse Close to Downtown Augusta

The stylish Gentry, just minutes from downtown Aiken and Bruce's Field.

9.6 out of 10, Exceptional, (15)
"We enjoyed our stay very much."
The stylish Gentry, just minutes from downtown Aiken and Bruce's Field.

Aiken Apt w/ Garden-View Balcony: Half-Mi to Dtwn!

8.0 out of 10, Very good, (3)
"Well appointed, neat and clean. Close to amenities including shops, restaurants, and Hitchcock Woods. Beds were very comfortable. The only reason why it didn't get 5 stars for accuracy of listing is that I didn't see mention of a rather long, steep flight of stairs leading to the 2nd floor where the unit is located. We managed okay but some folks might find getting their luggage upstairs a bit of a challenge. Otherwise, it is perfect."
Aiken Apt w/ Garden-View Balcony: Half-Mi to Dtwn!

Exquisite furnished rental in Downtown Aiken!

10.0 out of 10, Exceptional, (12)
"Adorable house that was clean and spacious!"
Exquisite furnished rental in Downtown Aiken!

New Horse District Barn Apartment in 6 acre gated Winter Colony Estate w/Pool.

2.0 star property
New Horse District Barn Apartment in 6 acre gated Winter Colony Estate w/Pool.

Downtown Aiken- The Collins Property

10.0 out of 10, Exceptional, (35)
"Bethany’s place was the best! We will be back. "
The price is AU$552
includes taxes & fees
23 Feb - 24 Feb
Downtown Aiken- The Collins Property

Upscale Home w/ Poker Room < 1 Mi to Golf!

10.0 out of 10, Exceptional, (22)
"We stayed at this property in Aiken,SC over Thanksgiving while visiting family. We could not have asked for more comfortable accommodations. The home beautifully appointed with every amenity you could think of and it is centrally located in a quiet neighborhood. We thoroughly enjoyed our stay. "
Upscale Home w/ Poker Room < 1 Mi to Golf!

Spacious Aiken Home ~ 8 Mi to Downtown!

9.2 out of 10, Wonderful, (5)
"We were visiting family for Christmas and needed more space. This house was perfect - roomy with a good lay-out - open spaces to be together, but plenty of room to get away as well. Very clean and comfortable. We would stay there again."
Spacious Aiken Home ~ 8 Mi to Downtown!

Lone Magnolia Historic Home. Peaceful and elegant.

10.0 out of 10, Exceptional, (18)
"We had a great time visiting with nearby family. Wonderful location for playground and Wilcox"
Lone Magnolia Historic Home. Peaceful and elegant.

Beautiful 3BR Townhouse

3.0 star property
9.2 out of 10, Wonderful, (9)
"Really nice property, clean and fully stocked with amenities. as other reviews mentioned, there is a lot of stairs, but that wasn’t a problem for us."
Beautiful 3BR Townhouse

CLOSE TO THE MASTERS - Newly Renovated Designer Home in Downtown Aiken

CLOSE TO THE MASTERS - Newly Renovated Designer Home in Downtown Aiken

Condo located downtown Aiken that's only a 5-minute walk to the Alley!

10.0 out of 10, Exceptional, (23)
"This place was perfect. Location perfect. Went to shop for horses and stayed here. And stayed in another place last time and this was much better (and the other place was decent too). Flight arrived late and it was just my trainer and I. Porch light was left on for us. Little snacks and treats on the counter were much appreciated, great touch, and came in handy. Was so relieved to see dishwasher detergent, laundry detergent, decent blow dryer. This was perfect. Felt safe for two women to be...
Condo located downtown Aiken that's only a 5-minute walk to the Alley!

Cozy Magnolia Cottage at Mill Race Farm, Bring your horse, 10 minutes to Aiken

10.0 out of 10, Exceptional, (3)
"Wonderful visit"
Cozy Magnolia Cottage at Mill Race Farm, Bring your horse, 10 minutes to Aiken

Sly Fox Cottage

10.0 out of 10, Exceptional, (2)
"I stayed here with my 2 dogs for 8 days. The cottage was a perfect size for us with everything one could want for a short stay and the fenced back yard was great. It had a nice area for setting up to work and the wifi was strong. It was very close to the city of Aiken dog park and there was no neighborhood noise to speak of.. all in all we had a great day."
Sly Fox Cottage
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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Other types of properties in Windsor you may be interested in

Country Inn & Suites by Radisson, Aiken, SC

2.5 star property
8.2 out of 10, Very good, (1007)
"Pretty clean and polite. But the weed odor was not pleasant "
The price is AU$216
includes taxes & fees
23 Feb - 24 Feb
Country Inn & Suites by Radisson, Aiken, SC

Holiday Inn Express & Suites Aiken by IHG

2.5 star property
9.4 out of 10, Exceptional, (489)
"I would stay again"
The price is AU$266
includes taxes & fees
2 Mar - 3 Mar
Holiday Inn Express & Suites Aiken by IHG

Garner Aiken South by IHG

2.5 star property
7.8 out of 10, Good, (462)
"My stay at this hotel was absolutely magnificent.I will definitely be staying again. Nicole was extremely nice and friendly. Thanks for everything."
The price is AU$162
includes taxes & fees
25 Feb - 26 Feb
Garner Aiken South by IHG
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.

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?

Your perfect getaway nestled in the heart of Aiken.: This holiday home rental outside of Windsor is equipped with a BBQ, air conditioning and laundry facilities to help you feel comfortable during your stay. It has 6 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

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 Citizens Park 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.