Rent Luxury Holiday Cottages in Old Windsor

We selected the 360 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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Infants

Under 1

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Pets

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Home spotlights in Old 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.

The King's Gate

The King's Gate

  • 2 guests

  • 1 bedrooms

Selborne, Alton

This characterful cottage is perfect for a romantic getaway. Set among 80 acres of vineyards, woodland, and fishing lakes, with views as far as the eye can see from the private patio, you’ll feel like you’ve escaped to the country here.

Wildflower Hideaway

Wildflower Hideaway

  • 4 guests

  • 2 bedrooms

Chichester, West Sussex

Sandwiched between the South Downs National Park and the Chichester Harbour AONB, it doesn’t get more away-from-it-all country glam than this little Sussex nook. It’s on the edge of a wildlife meadow, so sessions on the private terrace come with the soundtrack of birdsong and a gentle summer breeze.

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.


We selected the top 3% holiday homes in Old Windsor Cottages

Explore the 360 most perfect homes in our collection

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Most popular homes in Old Windsor

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

Forgotten Fields

Forgotten Fields

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

The Song Bird

The Song Bird

  • 2 guests

  • 1 bedrooms

Cranleigh, Surrey

Cotswold Spirit

Cotswold Spirit

  • 4 guests

  • 2 bedrooms

Witney, Oxfordshire

Ivy & Crown

Ivy & Crown

  • 2 guests

  • 1 bedrooms

Charlbury, Chipping Norton

Mane Character

Mane Character

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Old 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 Old 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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