Rent Windsor Homes with Swimming Pools

We selected the 146 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Windsor

Needlework

Needlework

  • 8 guests

  • 4 bedrooms

Chipping Norton, Oxfordshire

Boasting gongs, awards, and stars from every tourist body going, you can set your expectations high at this elegant cottage, sunk deep in the heart of the Cotswolds. Formerly 19th-century stables, the buildings have been lovingly converted into a series of luxury holiday homes within the immaculate grounds of the Bruern's Estate.

Meadowbrook House

Meadowbrook House

  • 16 guests

  • 9 bedrooms

Broughton, Stockbridge

This home is a 16th-century cabinet of curiosities. Originally built in 1590, this marvellous treasure trove of a family home has been carefully added to over the years.

The Harvester

The Harvester

  • 2 guests

  • 1 bedrooms

Whitchurch, Hampshire

Take glamping to the next level with a stay in this cosy shepherd’s hut overlooking North Wessex Downs. Set within the grounds of a farm and B&B, and with shared access to a pool (you’ll need to confirm the dates with your host), you may bump into other guests during your stay.

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.


We selected the top 3% holiday homes in Windsor Homes with Swimming Pools

Explore the 146 most perfect homes in our collection

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Most popular homes in Windsor

Chalford Manor

Chalford Manor

  • 12 guests

  • 8 bedrooms

Aston Rowant, Oxfordshire

Hanging Wisteria

Hanging Wisteria

  • 4 guests

  • 2 bedrooms

Chipping Norton, Oxfordshire

The Simple Magic

The Simple Magic

  • 10 guests

  • 5 bedrooms

Fritwell, Oxfordshire

Manor House Marvel

Manor House Marvel

  • 26 guests

  • 7 bedrooms

Chiddingstone, Edenbridge

Green & Stone

Green & Stone

  • 6 guests

  • 3 bedrooms

Kingham, Chipping Norton

Total Splendour

Total Splendour

  • 18 guests

  • 7 bedrooms

Essex, England

Ink & Parchment

Ink & Parchment

  • 11 guests

  • 6 bedrooms

Hurtmore, Godalming

Hillside Retreat

Hillside Retreat

  • 10 guests

  • 7 bedrooms

Ware, Hertfordshire

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Check upcoming rates & availability for Windsor Homes with Swimming Pools


Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Windsor. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Windsor Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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