Book Luxury Holiday Rentals in Old Windsor

Award-winning homes from £98

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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

Anchor & Sail

Anchor & Sail

  • 4 guests

  • 2 bedrooms

Whitby, North Yorkshire

Take in unrivalled sea views from this charming home directly on the beach at Whitby. Best suited for a family due to the layout of the bedrooms, Anchor & Sail offers guests a cosy home with brilliant access to all that Whitby has to offer, and more importantly, direct access to the sea and beach.

Blackbirds Singing At Dusk

Blackbirds Singing At Dusk

  • 2 guests

  • 1 bedrooms

Farnham, Suffolk

With farmland to the front and the owner’s beautiful private nature reserve behind – this gorgeous home, part of a cluster of mill buildings, is in an idyllic spot. Take a stroll through winding footpaths of the reserve that meander through meadows and forests of giant cedars and ancient oaks.

River Dipping

River Dipping

  • 13 guests

  • 6 bedrooms

Woodleigh, Kingsbridge

More a way of life than a holiday home, this unique stay offers a wealth of outdoor activities and add-on experiences. Aimed at families who like to get out into the fresh air, it's a fabulous country house in an idyllic rural setting.

The Little House

The Little House

  • 2 guests

  • 1 bedrooms

Bisley-with-Lypiatt, Gloucestershire

This welcoming 17th-century cottage strikes the perfect blend of rustic farmhouse charm and modern mid-century furnishings to create a stylish, light-filled home with plenty of Cotswolds character. Indulge in the comforts of the house - sinking back into a comfy armchair and finding your new favourite book from the home's collection.


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

Explore the 3 most perfect homes in our collection

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Most popular homes

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

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

Boudica In Blue

Boudica In Blue

  • 4 guests

  • 1 bedrooms

St Albans, Hertfordshire

Palomino Cottage

Palomino Cottage

  • 2 guests

  • 1 bedrooms

Brighstone, Newport

Hammoon Manor

Hammoon Manor

  • 8 guests

  • 4 bedrooms

Hammoon, Sturminster Newton

Pilgrimage Point

Pilgrimage Point

  • 4 guests

  • 2 bedrooms

Beverley, East Riding of Yorkshire

In the Garden of Eden

In the Garden of Eden

  • 7 guests

  • 6 bedrooms

Dormansland, Surrey

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Old Windsor, England, United Kingdom. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Old Windsor, England, United Kingdom has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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