Book Luxury Short Stay Rentals in Old Windsor

We selected the 5798 homes worth renting in this location

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Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

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Home spotlights in Old Windsor

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

There's nothing quite like escaping to the country for a few days and this converted stable barn is a million miles away from the stresses of day-to-day life. Bright, open and immaculate in every way, it's a place to relax, take a deep breath of fresh, country air and enjoy the company of your loved ones.

Butter Soft

Butter Soft

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

This beautiful home ticks every box when it comes to a romantic place to stay. It’s tucked away in the countryside – but close enough to pubs and restaurants to be practical – so the views are glorious.

Nom de Plume

Nom de Plume

  • 9 guests

  • 5 bedrooms

Dorney, Buckinghamshire

One of the many barn conversions peppered across the British countryside, this home is a fine example of the great sense of space and light that's typical of the very best of these former agricultural buildings. Behind the front door, you'll find no clue as to the property's prior life – only stark white walls, shiny wooden floors and a super-sleek kitchen complete with a huge island that would happily slot into the most contemporary of city apartments.

Wraysbury Dream

Wraysbury Dream

  • 10 guests

  • 4 bedrooms

Wraysbury, England

Cosy and comfortable, this family home has everything you need for a stay in the Berkshire countryside. We love the character here, especially the kitchen's exposed beams and stone walls.


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

Explore the 5798 most perfect homes in our collection

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Most popular homes in Old Windsor

It's Aboat Time

It's Aboat Time

  • 6 guests

  • 3 bedrooms

Chertsey, Surrey

Grace & Light

Grace & Light

  • 4 guests

  • 2 bedrooms

East Molesey, England

Masterpiece

Masterpiece

  • 2 guests

  • 1 bedrooms

Woodstock, Oxfordshire

The King's Gate

The King's Gate

  • 2 guests

  • 1 bedrooms

Selborne, Alton

Pink Slice

Pink Slice

  • 6 guests

  • 2 bedrooms

Windsor, Berkshire

Gather & See

Gather & See

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

The Great British Retreat

The Great British Retreat

  • 18 guests

  • 9 bedrooms

Bray Civil Parish, Berkshire

The Eclectic Hidden Cottage

The Eclectic Hidden Cottage

  • 5 guests

  • 3 bedrooms

Esher, Surrey

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Old Windsor, England, United Kingdom. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Old Windsor luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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