Holiday Rentals in Windsor

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Holiday Rentals in Windsor

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

Graniteville
8.8 out of 10, Excellent, (22)
"The home is in a great location quiet neighborhood. "
United States
Stephon w.
The price is €243
includes taxes & fees
6 Dec - 7 Dec
5 bedroom spacious home, with charcoal grill and seating. Peaceful neighborhood.

10 Acre Country Estate, Serene and Relaxing

Wagener
9.0 out of 10, Wonderful, (88)
"Feels like home "
United States
Kyle K.
10 Acre Country Estate, Serene and Relaxing

Exquisite furnished rental in Downtown Aiken!

Aiken
10.0 out of 10, Exceptional, (24)
"Was great location and very clean"
United States
Matt C.
Exquisite furnished rental in Downtown Aiken!

Downtown Aiken- The Collins Property

Aiken
9.8 out of 10, Exceptional, (51)
"Great property! We enjoyed our stay there!"
United States
Bobbie Jean G.
The price is €235
includes taxes & fees
1 Dec - 2 Dec
Downtown Aiken- The Collins Property

Victory Reins- Quiet Country Stay Near Aiken, Pet Friendly + Parking

Wagener
10.0 out of 10, Exceptional, (15)
"The place was very clean and Quiet"
United States
Rhonda
The price is €366
includes taxes & fees
30 Nov - 1 Dec
Victory Reins- Quiet Country Stay Near Aiken, Pet Friendly + Parking

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

Warrenville
7.8 out of 10, Good, (8)
"The house was very comfortable with everything we needed. It was an older house but every thing worked. Brady was easy to reach and was eager to take care of any issues that would come up (non did). We will use his cottage when we come back to that area, which we will as we have family living 3 minutes from the house."
United States
Gary
The price is €185
includes taxes & fees
30 Nov - 1 Dec
Charming 2-bedroom cottage 3 miles from Historic downtown Aiken!

Beautiful 3BR Townhouse

3.0 star property
East Augusta
9.4 out of 10, Exceptional, (15)
"Clean, quiet and pleasant. A great location for a private weekend away."
United States
Seth
Beautiful 3BR Townhouse

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

Aiken
10.0 out of 10, Exceptional, (102)
"Second time staying. Great location. "
United States
James H.
Historic Cottage - At Hopelands Gardens close to Hitchcock Woods (Remodeled)

Barnwell Estate

Aiken
9.8 out of 10, Exceptional, (12)
"We had a fantastic time in this beautiful historic estate. Easy walk to all the shops and restaurants downtown Aiken has to offer."
United States
William H.
Barnwell Estate

Your perfect getaway nestled in the heart of Aiken.

Aiken
10.0 out of 10, Exceptional, (13)
"Perfect for a golf trip"
United States
John S.
The price is €1,073
includes taxes & fees
1 Dec - 2 Dec
Your perfect getaway nestled in the heart of Aiken.

Trotters Cottage-Close to Bruces Field and Downtown

Aiken
9.4 out of 10, Exceptional, (31)
"It was close to Barton field just as suggested. Easy to locate "
United States
Craig S.
Trotters Cottage-Close to Bruces Field and Downtown

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

Aiken
10.0 out of 10, Exceptional, (43)
"We came to Aiken for a quick overnight stay and found the accommodations perfect for our needs. Would be fun to stay for a longer trip and make use of all the property’s amenities. Thank you for a great stay. "
United States
Stewart T.
The price is €311
includes taxes & fees
30 Nov - 1 Dec
Fun House/King Bed - Close to Town/Full of Entertainment!

Country Cottage

Aiken
9.8 out of 10, Exceptional, (13)
"Had a nice stay! Enjoyed staying at this property very clean and would stay again"
United States
Crystal S.
Country Cottage

Waterfront Oasis: Relax by the Pool, Fish, Kayak, and Enjoy Fire Pit Gatherings!

Augusta
9.6 out of 10, Exceptional, (61)
"Great stay! House is very open and spacious. Comfortable beds. Beautiful, quiet setting. Pool is very nice as well. Overall great place to stay! "
United States
Christopher H.
Waterfront Oasis: Relax by the Pool, Fish, Kayak, and Enjoy Fire Pit Gatherings!

Green Acres - Putting Green, King Bed, Close to Downtown

Aiken
10.0 out of 10, Exceptional, (58)
"Had a great stay!"
United States
Dee R.
The price is €274
includes taxes & fees
30 Nov - 1 Dec
Green Acres - Putting Green, King Bed, Close to Downtown

Charming 1-bedroom cottage in lovely Aiken with AC, WiFi

Aiken
9.2 out of 10, Wonderful, (7)
"Great stay countryside "
United States
Arun N.
Charming 1-bedroom cottage in lovely Aiken with AC, WiFi

Sweet Tea Cottage- Aiken Downtown Location

Aiken
9.8 out of 10, Exceptional, (19)
"Was the perfect space in a charming home near the event we were in town for. "
United States
Tina M.
Sweet Tea Cottage- Aiken Downtown Location

Southern Charm

Aiken
9.8 out of 10, Exceptional, (6)
"The house was nice. Would stay again."
United States
Wanda V.
Southern Charm

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

Aiken
9.2 out of 10, Wonderful, (25)
"Really enjoyed it. We will be back. "
United States
Palmer Q.
The stylish Gentry, just minutes from downtown Aiken and Bruce's Field.

The Loft- Downtown Aiken

Aiken
10.0 out of 10, Exceptional, (130)
"This was our third visit to this lovely apartment which is located right downtown where you can walk to shops and restaurants. Highly recommend."
United States
Chrissy V.
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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Top Windsor Hotel Reviews

Find out more about Windsor

Everything you need to know about Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windsor holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windsor holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windsor. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windsor holiday rentals we have selected for you start as low as €185 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windsor rentals

At Expedia, we put the best Windsor holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windsor holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

5 bedroom spacious home, with charcoal grill and seating. Peaceful neighborhood.: This holiday home rental outside of Windsor offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable in your new surroundings. It has 5 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 Aiken Mall 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.