Book Luxury Vacation Rentals in Old Windsor

Award-winning homes from £98

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Home spotlights in Old Windsor

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

Nestled between two islands on the picturesque banks of the River Thames – this beautiful thatched Edwardian home built in 1903, under a fifteen-minute drive from Windsor, is the perfect riverside retreat. Watch the boats, ducks and swans on the river go by from your own private heated pool.

The Windsor Crown

The Windsor Crown

  • 5 guests

  • 3 bedrooms

Old Windsor, England

Located just a short drive from the centre of Window and its famous castle, this two-storey suburban spot is a homely base for excursions. The bedrooms are on the plain side, but the large garden is great for kids – let them tire themselves out as you enjoy alfresco dining on the terrace.

The Whistler

The Whistler

  • 7 guests

  • 4 bedrooms

Old Windsor, Berkshire

This elegant 19th-century home is nestled within the grounds of the former Old Windsor Tapestries factories. It's surrounded by well-maintained communal gardens, but you'll have your own private terrace, too.

Britannia Jewel

Britannia Jewel

  • 5 guests

  • 3 bedrooms

Windsor, Berkshire

Sitting on a quiet residential street in central Windsor, this beautiful upper maisonette offers a warm and welcoming base for those looking to experience the town’s rich and royal history, as well as the delights of nearby Eton, Ascot and Legoland. Laid out over three floors, you’ll find plenty of space to socialise as well as opportunities to steal yourself await for some relaxing privacy.


We selected the top 3% holiday homes in Old Windsor Vacation Rentals

Explore the 5492 most perfect homes in our collection

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Most popular homes in Old Windsor

The Queen's Lodge

The Queen's Lodge

  • 4 guests

  • 2 bedrooms

Windsor, Berkshire

Royal Next Door

Royal Next Door

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

Sunsets & Swan Feathers

Sunsets & Swan Feathers

  • 7 guests

  • 4 bedrooms

Eton, Windsor

Wraysbury Dream

Wraysbury Dream

  • 10 guests

  • 4 bedrooms

Wraysbury, England

The Belgian Ambassador

The Belgian Ambassador

  • 8 guests

  • 4 bedrooms

Bray Civil Parish, Berkshire

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

The Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Old Windsor, England, United Kingdom. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Old Windsor Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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