Old Windsor Luxury Rentals

We selected the 716 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.

Simple Presence

Simple Presence

  • 8 guests

  • 4 bedrooms

Aston, Cote, Shifford and Chimney, Oxfordshire

Set within a private garden and surrounded by fields, this home is ideally placed for a restorative retreat. Take your pick from two sitting rooms – both of which feature wood burning stoves.

A Glorious Place

A Glorious Place

  • 14 guests

  • 7 bedrooms

Broughton, Banbury

Surrounded by a beautiful garden with an outdoor heated pool, this former rectory is the perfect setting for a relaxing rural retreat. There’s also a pool house with a gym and a children’s playground – making this a great option for families.


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

The Simple Magic

The Simple Magic

  • 10 guests

  • 5 bedrooms

Fritwell, Oxfordshire

Where to Look

Where to Look

  • 4 guests

  • 2 bedrooms

Hammersmith and Fulham, London

The Lily Rose

The Lily Rose

  • 10 guests

  • 5 bedrooms

Fetcham, Surrey

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Country Nest

Country Nest

  • 2 guests

  • 1 bedrooms

Pulborough, West Sussex

Boysenberries

Boysenberries

  • 18 guests

  • 9 bedrooms

Lockinge, Wantage

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

You Got This

You Got This

  • 2 guests

  • 1 bedrooms

Hammersmith and Fulham, 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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