Holiday Rentals Windsor from £142: Find Short-Term Rentals & Holiday Accommodations

Q: What are some of the best holiday rentals that Windsor has to offer?

10 Acre Country Estate, Serene and Relaxing : This holiday home rental outside of Windsor is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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 garden in this rental home to help you unwind.

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Our top choices for Windsor holiday rentals

1. Peaceful Country Retreat Near The Masters

Windsor

includes taxes & fees

13 Sept - 14 Sept

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

Aiken

includes taxes & fees

1 Sept - 2 Sept

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

Aiken

Marcia Lynn M.

includes taxes & fees

6 Sept - 7 Sept

4. Southern Shade, King Beds, Walk to Park

Aiken

Jacquetta S.

includes taxes & fees

15 Sept - 16 Sept

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

Aiken

Torrey H.

includes taxes & fees

1 Sept - 2 Sept

6. Putter's Loft: Aiken Golf Course & Downtown NEW apartment with king bed

Aiken

Anonymous traveller

includes taxes & fees

1 Sept - 2 Sept

7. Golfers Oasis Centrally Located

Aiken

Joseph F.

includes taxes & fees

2 Sept - 3 Sept

8. Secluded Cottage on a Pond

Batesburg-Leesville

Noah

includes taxes & fees

3 Sept - 4 Sept

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Top Windsor Hotel Reviews

Winton Inn & Suites

8/10 Good

"We thought it was a cool Place that just Needs a lot of updating. I side and Out"

The Inn at Houndslake

8/10 Good

"If you want a quiet place on a scenic golf course this is a pretty good choice. The staff were excellent and a pleasure to talk with and ask questions. Room service is provided daily and they keep your room clean and plenty of towels and some toiletries. One thing that is not so good is not every room has been updated, some have older toilets that don’t flush well and some have older Airconditioning systems that are not the greatest. Ask for newer updated rooms. A pretty good continental breakfast is provided and with fruit bowls and other healthy items. One thing the breakfast room is open during the day and at night but I don’t know if they really want you to be in there except for breakfast and maybe to watch a large screen TV. No outside food is allowed. I think it’s because crumbs etc. Would attract bugs. No one wants bugs! So I guess I can see that as a reason. We liked our stay, quiet but near to downtown and other places of interest."

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 £142 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?

10 Acre Country Estate, Serene and Relaxing: This holiday home rental outside of Windsor is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 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 garden 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 Bruce's Field 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.

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Check prices for these dates

Our top choices for Windsor holiday rentals

1. Peaceful Country Retreat Near The Masters

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

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

4. Southern Shade, King Beds, Walk to Park

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