Book Luxury October Accommodation in Windsor

We selected the 5762 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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Under 1

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Home spotlights in Windsor

The Queen's Lodge

The Queen's Lodge

  • 4 guests

  • 2 bedrooms

Windsor, Berkshire

If you’ve ever wondered what it would be like to live next door to a member of the royal family, this place might have the answers. Situated just a few metres from iconic Windsor Castle, this simple but stylish apartment is a great base for those looking to get up close and personal with British royalty, tucked just round the corner from the late Queen’s historic weekend home.

Britannia Jewel

Britannia Jewel

  • 5 guests

  • 3 bedrooms

Windsor, Berkshire

Sitting on a quiet residential street in central Windsor, this beautiful upper maisonette offers a warm and welcoming base for those looking to experience the town’s rich and royal history, as well as the delights of nearby Eton, Ascot and Legoland. Laid out over three floors, you’ll find plenty of space to socialise as well as opportunities to steal yourself await for some relaxing privacy.

Sunsets & Swan Feathers

Sunsets & Swan Feathers

  • 7 guests

  • 4 bedrooms

Eton, Windsor

Cloaked in soothing tones, this understated Eton home is the perfect setting for a relaxing staycation, situated within easy reach of Windsor’s most popular attractions. Whether you’re here for the town’s namesake castle or simply to escape the hustle and bustle of city life, you can’t do much better than this gorgeous, family abode which comes complete with its own private garden, perfect for letting little ones and furry friends roam free while you savour a well-deserved cuppa in the fresh air.

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 Vacation Rentals for October

Explore the 5762 most perfect homes in our collection

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Most popular homes in Windsor

The Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

Pink Slice

Pink Slice

  • 6 guests

  • 2 bedrooms

Windsor, Berkshire

Eton Oasis

Eton Oasis

  • 6 guests

  • 2 bedrooms

Eton, Windsor

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Fond Memories

Fond Memories

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

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Check upcoming rates & availability for Windsor Vacation Rentals for October


Frequently asked questions

Book a stay in one of the finest Vacation Rentals for October that Windsor has to offer. With every Plum Guide home having to pass 3 rounds of thorough testing, where everything from Wifi speed to a home's design is put under the microscope, there's no doubting the quality. Each of the luxury homes in our collection also comes fully furnished, with an excellently-equipped kitchen, essential bathroom toiletries, and all linen included. Reserve a remarkable October Holiday Rental in Windsor today, and mark the spookiest month of the year with something truly comfortable. Reach out to our team to find the ideal home for you. Our experts are on hand to guide you through the booking process.

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