Book Luxury Holiday Rentals in Windsor

Award-winning homes from £98

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Home spotlights in Windsor

Secret Garden Games

Secret Garden Games

  • 8 guests

  • 5 bedrooms

Burnham, Slough

Despite being tucked away on the outskirts of Burnham village, it’s worth noting that this historic home is situated by the side of an – albeit fairly quiet – road. Although both cosy and capacious – featuring five bedrooms as well as separate breakfast, dining and sitting rooms – we’ll bet it’s this home’s four-poster bedroom and en-suite marble bathroom you’ll be fighting over.

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.

Gather & See

Gather & See

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

This home is a great option for groups looking for a centrally-located stay in Windsor. By day, you can enjoy all that the city has to offer on foot – Windsor Castle is a short walk away and you’ll find the river is within easy reach.


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

Ebony & Ivory

Ebony & Ivory

  • 7 guests

  • 4 bedrooms

Highway, Maidenhead

Wraysbury Dream

Wraysbury Dream

  • 10 guests

  • 4 bedrooms

Wraysbury, England

Surrey Hills Manor

Surrey Hills Manor

  • 16 guests

  • 8 bedrooms

Tadworth, Surrey

The Eclectic Hidden Cottage

The Eclectic Hidden Cottage

  • 5 guests

  • 3 bedrooms

Esher, Surrey

Pink Slice

Pink Slice

  • 6 guests

  • 2 bedrooms

Windsor, Berkshire

The Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

The Great British Retreat

The Great British Retreat

  • 18 guests

  • 9 bedrooms

Bray Civil Parish, 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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