Rent Luxury Holiday Cottages in Old Windsor

We selected the 342 homes worth renting in this location

Who's coming along?

Adults

Age 13+

0

Children

Age 1 to 12

0

Infants

Under 1

0

Pets

An extra fee may apply

0

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.

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.

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.

Mane Character

Mane Character

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

One of a collection of three cottages on a thirteen-acre working farm in West Sussex, this home is nowhere near as rustic as these details might suggest. Step behind the front door and you'll find an interior that's contemporarily styled with a few quirky touches.


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

Explore the 342 most perfect homes in our collection

View on map

Most popular homes in Old Windsor

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

Wildflower Hideaway

Wildflower Hideaway

  • 4 guests

  • 2 bedrooms

Chichester, West Sussex

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Teddy Bear's Picnic

Teddy Bear's Picnic

  • 6 guests

  • 3 bedrooms

Chichester, West Sussex

Ivy & Crown

Ivy & Crown

  • 2 guests

  • 1 bedrooms

Charlbury, Chipping Norton

Chilterns Charm

Chilterns Charm

  • 6 guests

  • 3 bedrooms

Walter's Ash, Buckinghamshire

View all

Check upcoming rates & availability for Old Windsor Cottages


Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Old Windsor, England, United Kingdom. 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.

Search our collection