Book Luxury Vacation Rentals in Old Windsor

Award-winning homes from £98

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

Counting Stars

Counting Stars

  • 4 guests

  • 2 bedrooms

Heptonstall, Hebden Bridge

Set in a tiny hamlet above bohemian Hebden Bridge, the location of this home is everything. Thick with artists, crafters, beekeepers, and people who like to do things a bit differently, HB must be one of the most unique villages in England.

Honey Stone

Honey Stone

  • 12 guests

  • 6 bedrooms

North Barrow, Somerset

Renovated to the highest standards by the current owners, this gorgeous former rectory is the perfect place for a large family retreat. Dating back to the seventeenth century, the home is built from local honey-coloured stone and faces south across the Somerset countryside.

Serving Up Style

Serving Up Style

  • 4 guests

  • 2 bedrooms

Wimborne Saint Giles, Wimborne

Part of a nineteenth-century groom’s cottage on the grounds of St Giles House in Dorset, this maisonette in a former stable block looks like a scene straight out of Bridgerton. A stylish mishmash of antique brickwork, vintage pieces and modern design touches, every inch has been cleverly renovated by Lord and Lady Shaftesbury to enhance the history and character in an uber-cool way.

Boudica In Blue

Boudica In Blue

  • 4 guests

  • 1 bedrooms

St Albans, Hertfordshire

Bright, modern and colourful, this home has everything you need for a comfortable stay in St Albans. From its wood floors to its Chesterfield-style sofa and sleek kitchen, this apartment instantly makes you feel welcome.


We selected the top 3% holiday homes in Old Windsor Vacation Rentals

Explore the 3 most perfect homes in our collection

View on map

Most popular homes

Hammoon Manor

Hammoon Manor

  • 8 guests

  • 4 bedrooms

Hammoon, Sturminster Newton

The Great Outward

The Great Outward

  • 2 guests

  • 1 bedrooms

East Portlemouth, Salcombe

A Northerly Wind

A Northerly Wind

  • 2 guests

  • 1 bedrooms

Deal, Kent

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Lady Of The Lodge

Lady Of The Lodge

  • 2 guests

  • 1 bedrooms

Holkham, Wells-next-the-Sea

A Little Peach

A Little Peach

  • 2 guests

  • 1 bedrooms

Wimborne Saint Giles, Wimborne

The Little House

The Little House

  • 2 guests

  • 1 bedrooms

Bisley-with-Lypiatt, Gloucestershire

The Burrow

The Burrow

  • 2 guests

  • 1 bedrooms

Brewham, Somerset

View all

Check upcoming rates & availability for Old Windsor Vacation Rentals


Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Old Windsor, England, United Kingdom. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Old Windsor Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

Search Our Collection