Search Holiday Rentals in Windsor

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Find holiday rentals that suit your style

Apartment image
Apartments
Apartments
Condo image
Condos
Condos

Top Windsor Hotel Reviews

A dining room with a wooden table, white upholstered chairs, a chandelier, a large mirror, and a patterned rug.
Burrell and Flynn's Farm

Burrell and Flynn's Farm

Burrell and Flynn's Farm
Aiken

10/10 Excellent

This place is amazing. Absolutely the best B&B we’ve ever stayed in anywhere in the world, and right up there with the very best accommodation we’ve ever been lucky enough to stay in. Beth is an amazing host, so thoughtful and caring, she has done an unbelievable job in creating this B&B. Her standards are second to none, with so many lovely touches. She couldn’t have done more for us, going out of her way to make our stay better than we could ever have expected. The breakfast was just fab. The...
United Kingdom
Mark
Reviewed April 9, 2026
Burrell and Flynn's Farm

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.

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.