Rent Luxury Holiday Cottages in Windsor

We selected the 390 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

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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.

Tea Up

Tea Up

  • 8 guests

  • 4 bedrooms

Hersham, Surrey

English charm and elegance await at this pretty seventeenth-century cottage in the countryside. Grade II listed but modernised to create a comfortable home with all modern conveniences, it's a beautiful place to relax with family and friends.

Chilterns Charm

Chilterns Charm

  • 6 guests

  • 3 bedrooms

Walter's Ash, Buckinghamshire

Dating back to the 1800s, this Grade II-listed barn is now a comfortable home-from-home. Underfloor heating keeps toes warm for visits during the cooler months, and the indoor climbing wall and gym equipment will keep active types occupied.

Forgotten Fields

Forgotten Fields

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

Welcome to a rural retreat that serves up not only the perfect idyllic location, surrounded by fields but also bags of style and comfort. There's nothing rustic about this place, with underfloor heating, window walls and a high-end kitchen and bathroom.


We selected the top 3% holiday homes in Windsor Cottages

Explore the 390 most perfect homes in our collection

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Most popular homes in Windsor

Mane Character

Mane Character

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Wildflower Hideaway

Wildflower Hideaway

  • 4 guests

  • 2 bedrooms

Chichester, West Sussex

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

The Peacock Feather

The Peacock Feather

  • 3 guests

  • 2 bedrooms

Nuneham Courtenay, Oxford

Strong and Stables

Strong and Stables

  • 4 guests

  • 2 bedrooms

Thakeham, Pulborough

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Windsor. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Windsor Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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