Windsor Vacation Rentals

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Vacation Rentals in Windsor

Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf

10.0 out of 10, Exceptional, (78)
"This was our 2nd stay here and just love it! Very clean, charming and has all we needed."
Cottage Downtown Aiken*Horse Events*Pet Friendly*Polo*Golf

Trotters Cottage-Close to Bruces Field and Downtown

9.4 out of 10, Exceptional, (23)
"We truly enjoyed this beautiful little cottage. It was very clean and well stocked. This visit back to my hometown of Aiken was to attend a funeral and it was nice to come back to the quiet and comfort of the cottage. The fenced yards were perfect for our two fur babies to run in. "
Trotters Cottage-Close to Bruces Field and Downtown

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

9.8 out of 10, Exceptional, (80)
"A delightful and comfortable cottage next to Hopelands Gardens and convenient for exploring the town. "
Historic Cottage - At Hopelands Gardens close to Hitchcock Woods (Remodeled)

Beautiful 3BR Townhouse Close to Downtown Augusta

9.8 out of 10, Exceptional, (15)
"Wonderful property. Easy access and well kept. "
Beautiful 3BR Townhouse Close to Downtown Augusta

Barnwell Estate

9.6 out of 10, Exceptional, (5)
"Four couples came to Aiken for the spring races. The house was just as advertised: great location, very clean home with wonderful amenities (gas fireplaces, outdoor seating and grilling area, pool etc.). The host was proactive, communicating with us prior to check-in with all the necessary details. "
Barnwell Estate

Downtown Aiken- The Collins Property

10.0 out of 10, Exceptional, (42)
"Everything was wonderful. We will be staying here again..."
Downtown Aiken- The Collins Property

5 bedroom spacious home, with charcoal grill and seating. Peaceful neighborhood.

8.8 out of 10, Excellent, (8)
"The residence was beautiful. Well maintained. Very nice accommodations. Pleasant and quick responses to questions from the owner. Well equipped kitchen. Everything worked. The showers were amazing! Beautiful laundry room and appliances. We will definitely keep this place in mind when visiting, again!"
The price is ¥19,567
¥39,609 total
includes taxes & fees
Jun 29 - Jun 30
5 bedroom spacious home, with charcoal grill and seating. Peaceful neighborhood.

Walk to Powderhouse Polo Fields: Aiken Getaway

9.6 out of 10, Exceptional, (5)
"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

Charming 1-bedroom house with AC, WiFi in peaceful Warrenville

10.0 out of 10, Exceptional, (1)
"Mrs. Queen was so kind to rent this place to me and my daughters. It is comfortable and clean. "
The price is ¥5,836
¥17,976 total
includes taxes & fees
Jun 30 - Jul 1
Charming 1-bedroom house with AC, WiFi in peaceful Warrenville

Sweet Tea Cottage- Aiken Downtown Location

9.8 out of 10, Exceptional, (15)
"We enjoyed our stay and highly recommend this rental."
Sweet Tea Cottage- Aiken Downtown Location

Spacious Aiken Home ~ 8 Mi to Downtown!

9.4 out of 10, Exceptional, (10)
"Great location, close to horse show grounds and downtown. House was exactly as described and very clean. Have booked this house for the next two horse shows we have in Aiken."
Spacious Aiken Home ~ 8 Mi to Downtown!

Historic charm near downtown/Bruce's Field

10.0 out of 10, Exceptional, (13)
"We loved the cottage and the location. We were in town for a tennis tournament and it was so convenient to the tennis courts and to the downtown restaurants."
The price is ¥22,828
¥53,652 total
includes taxes & fees
Jun 29 - Jun 30
Historic charm near downtown/Bruce's Field

Home away from home. Close to everything Aiken SC

10.0 out of 10, Exceptional, (2)
"We enjoyed our stay in Aiken. The property was well maintained and clean, and the host was very responsive!"
Home away from home. Close to everything Aiken SC

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

9.6 out of 10, Exceptional, (18)
"We enjoyed our stay very much."
The stylish Gentry, just minutes from downtown Aiken and Bruce's Field.

A quiet place to relax, yet close to everything. Minutes from downtown.

10.0 out of 10, Exceptional, (41)
"During our house-hunting trip, we stayed at this property, and we were so impressed that we might have considered buying it ourselves if it had been for sale! The owners were pleasant and accommodating, and the home was very clean and comfortable. We thoroughly enjoyed our stay."
A quiet place to relax, yet close to everything. Minutes from downtown.

2 Mi to Historic Horse District: Dog-Friendly Home

9.0 out of 10, Wonderful, (2)
"House was great, needed batteries in the smoke detector, had roaches in kitchen and bathroom. Outdoor sofa covered in hair. "
2 Mi to Historic Horse District: Dog-Friendly Home

Country Cottage

9.8 out of 10, Exceptional, (12)
"Had a nice stay! Enjoyed staying at this property very clean and would stay again"
Country Cottage

"Carol's" Aiken's Place, Your Private, Comfort Zone.

9.6 out of 10, Exceptional, (48)
"We had everything necessary for a wonderful holiday time!"
"Carol's" Aiken's Place, Your Private, Comfort Zone.

Charming 3-bedroom Charleston Row Style Home

Charming 3-bedroom Charleston Row Style Home

The Loft- Downtown Aiken

10.0 out of 10, Exceptional, (121)
"A cute, quaint and clean place in an amazing location. We really enjoyed hanging on the Juliet balcony. We’ll stay again if we plan another weekend trip to Aiken. "
The Loft- Downtown 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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Frequently asked questions

Can I find a vacation rental in Windsor?

Yes, we offer vacation rentals near the most popular points of interest in Windsor, or you can go with a more secluded option if you're looking for relaxation.

What's the top vacation rental in Windsor?

Trotters Cottage-Close to Bruces Field and Downtown: Visitors like this Windsor vacation home rental. It offers a garden, a barbecue grill, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Windsor?

Expedia has 4 vacation 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 Aiken Mall are a couple of places you'll find in the larger area.

What’s a vacation rental in Windsor like?

A vacation rental is a private property you can stay in for a long or short time in Windsor. Vacation rentals provide amenities like WiFi and washers and dryers so your stay will be comfortable. If you're concerned about a sanitized environment, a vacation rental can offer a sense of privacy away from shared hotel elevators and lobbies packed with people while still allowing you a great travel experience. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for family gatherings.