Old Windsor Luxury Rentals

We selected the 716 homes worth renting in this location

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Adults

Age 13+

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Age 1 to 12

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Home spotlights in Old Windsor

Fond Memories

Fond Memories

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

This Windsor homestay might only be fifteen minutes from the nearest train station, but convenience is far from the only thing this luxury property has to offer. Large windows flood the interior with natural light, highlighting soft textures and thoughtful accents that make you feel at home the second you step over the threshold.

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.

A Hint of Oak

A Hint of Oak

  • 14 guests

  • 6 bedrooms

Radlett, Hertfordshire

This show-stopper of a home is located in leafy Hertfordshire. With an indoor swimming pool, private cinema, and games room, it’s well set up for a group staycation.

Country Nest

Country Nest

  • 2 guests

  • 1 bedrooms

Pulborough, West Sussex

Close to the picturesque South Downs National Park, this home is on the ground floor of a cottage, nestled in the far-reaching grounds of the owner's estate. You'll find a lot of artwork and antiques here, so it might not be the best place for small children.


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

Explore the 716 most perfect homes in our collection

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Most popular homes in Old Windsor

Rose of Eden

Rose of Eden

  • 6 guests

  • 3 bedrooms

Great Rollright, Chipping Norton

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

It’s for the Birds

It’s for the Birds

  • 8 guests

  • 4 bedrooms

Westbury, Buckinghamshire

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Ashworth House

Ashworth House

  • 12 guests

  • 6 bedrooms

Leafield, Witney

Simple Presence

Simple Presence

  • 8 guests

  • 4 bedrooms

Aston, Cote, Shifford and Chimney, Oxfordshire

Ace of Clubs

Ace of Clubs

  • 6 guests

  • 3 bedrooms

Great Tew, Chipping Norton

Spring Blossoms

Spring Blossoms

  • 2 guests

  • 1 bedrooms

South Hampstead, London

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A handpicked selection of the best luxury homes in Old Windsor, England, United Kingdom, as chosen by the experts who've visited and vetted thousands of the city's homes. Luxurious interiors, sumptuous bedrooms and prime city centre locations. Available for short and extended stays.

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