Rent Luxury Holiday Cottages in Windsor

We selected the 392 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

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.

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

Set on a farm in West Sussex, this charming cottage is the perfect couple’s retreat or solo getaway. The interiors are bright and fun, with pops of block colour punctuating each room.

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Whisk your loved one away to this rural retreat on the outskirts of Hungerford, Berkshire. The countryside surroundings are idyllic, especially from the heated pool – it’s exclusively yours to use between June and September.


We selected the top 3% holiday homes in Windsor Cottages

Explore the 392 most perfect homes in our collection

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Most popular homes in Windsor

The King's Gate

The King's Gate

  • 2 guests

  • 1 bedrooms

Selborne, Alton

The Country Life

The Country Life

  • 6 guests

  • 3 bedrooms

Beckley and Stowood, Oxfordshire

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

Grain of Truth

Grain of Truth

  • 2 guests

  • 1 bedrooms

Leigh, Kent

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

The Grain Store

The Grain Store

  • 8 guests

  • 4 bedrooms

Saint Ann (Without), Lewes

Wildflower Hideaway

Wildflower Hideaway

  • 4 guests

  • 2 bedrooms

Chichester, West Sussex

A Deeper Peace

A Deeper Peace

  • 4 guests

  • 2 bedrooms

Funtington, Chichester

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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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