Book Luxury Holiday Rentals in Windsor

Award-winning homes from £98

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Home spotlights in Windsor

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.

Green on My Mind

Green on My Mind

  • 10 guests

  • 5 bedrooms

Shere, Guildford

Just a five-minute walk from the picture-perfect village of Shere in the Surrey Hills, this place is a much-loved family home. Set in five acres of private grounds, with views across the rolling hills, it's bound to be a hit with lovers of the great outdoors, with excellent hiking and cycling routes from your door.

Teak On White

Teak On White

  • 8 guests

  • 4 bedrooms

Reading, Berkshire

Spread out across three floors in this modern townhouse. Unique wooden furniture imported from India adds a touch of elegance to the minimalist, white decor.

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Once owned by celebrities like Michael Caine and Led Zeppelin's Jimmy Page, this hidden gem is as enchanting as it is impressive. The garden room enjoys idyllic river views, while the library and dedicated office allow productivity and creativity to thrive.


We selected the top 3% holiday homes in Windsor Holiday Rentals

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Most popular homes in Windsor

Britannia Jewel

Britannia Jewel

  • 5 guests

  • 3 bedrooms

Windsor, Berkshire

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

Wraysbury Dream

Wraysbury Dream

  • 10 guests

  • 4 bedrooms

Wraysbury, England

Surrey Hills Manor

Surrey Hills Manor

  • 16 guests

  • 8 bedrooms

Tadworth, Surrey

A Royal Regatta

A Royal Regatta

  • 5 guests

  • 2 bedrooms

Henley-on-Thames, England

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

The Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

A King's Retreat

A King's Retreat

  • 8 guests

  • 4 bedrooms

Sunninghill and Ascot, Berkshire

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Windsor. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Windsor has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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