Old Windsor Luxury Rentals

We selected the 654 homes worth renting in this location

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Adults

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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.

The Long Barn

The Long Barn

  • 2 guests

  • 1 bedrooms

Hadlow Down, Uckfield

Set amongst a Medieval farmstead, this gorgeous barn conversion in the heart of the Sussex Weald is the perfect escape. Relax on your private, south-facing terrace, spot the local wildlife, or enjoy an alfresco lunch.

Light & Tranquillity

Light & Tranquillity

  • 10 guests

  • 5 bedrooms

Hook Norton, Banbury

Unspoilt countryside views, a wrap-around garden, wood burning fires and a games room – this home has everything you could need for a refreshing retreat in the Cotswolds. There’s also a heated swimming pool (available for an additional fee) and plenty of space across two reception rooms and the dining room for entertaining.


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

Explore the 654 most perfect homes in our collection

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Most popular homes in Old Windsor

The City Farmhouse

The City Farmhouse

  • 11 guests

  • 6 bedrooms

London, England

Spring Blossoms

Spring Blossoms

  • 2 guests

  • 1 bedrooms

South Hampstead, London

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Boysenberries

Boysenberries

  • 18 guests

  • 9 bedrooms

Lockinge, Wantage

Country Nest

Country Nest

  • 2 guests

  • 1 bedrooms

Pulborough, West Sussex

Rose of Eden

Rose of Eden

  • 6 guests

  • 3 bedrooms

Great Rollright, Chipping Norton

The Regency Boutique

The Regency Boutique

  • 6 guests

  • 3 bedrooms

Belgravia, 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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