Old Windsor Luxury Rentals

We selected the 614 homes worth renting in this location!

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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.

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Whisk your loved one away to this rural retreat on the outskirts of Hungerford, Berkshire. The countryside surroundings are idyllic, especially from the heated pool – it’s exclusively yours to use between June and September.

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 614 most perfect homes in our collection

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Most popular homes in Old Windsor

Willoughby's

Willoughby's

  • 24 guests

  • 13 bedrooms

Chiddingstone, Edenbridge

Simple Presence

Simple Presence

  • 8 guests

  • 4 bedrooms

Aston, Cote, Shifford and Chimney, Oxfordshire

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

Meadow Retreat

Meadow Retreat

  • 4 guests

  • 2 bedrooms

Sevenoaks, Kent

Boysenberries

Boysenberries

  • 18 guests

  • 9 bedrooms

Lockinge, Wantage

Cory's Retreat

Cory's Retreat

  • 15 guests

  • 6 bedrooms

Soberton, Southampton

House of Grain

House of Grain

  • 16 guests

  • 8 bedrooms

Long Hanborough, Witney

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A handpicked selection of the best luxury homes in Old Windsor, 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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