Windsor Holiday Homes with Staff

We selected the 5762 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

The Belgian Ambassador

The Belgian Ambassador

  • 8 guests

  • 4 bedrooms

Bray Civil Parish, Berkshire

Built back in 1861, this home was originally a vicarage to an adjacent church, which was demolished in the 1960s — there's a still small cemetery at the front of the property. Things have certainly moved on since the middle of the nineteenth century and the interior is a triumph of modern design.

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

Part of the historic Estate of Dorney Court, this timber-framed house dates back to the sixteenth century and is a magical blend of heritage and modernity. The former great hall is emblematic of this.

The Buttercup Cottage

The Buttercup Cottage

  • 7 guests

  • 4 bedrooms

Fawley, Henley-on-Thames

This country cottage is located in the picturesque Chilterns and offers uninterrupted views of the surrounding countryside. An eclectic decor with colourful furnishings and bold patterns perfectly complements the historic fabric of this old home – it’s certainly unique.

Grace & Light

Grace & Light

  • 4 guests

  • 2 bedrooms

East Molesey, England

On a tree-lined crescent road, this elegant apartment occupies the wing of a traditional Victorian home and welcomes you to enjoy a regal stay in southeast London. Just a short stroll from Hampton Court Palace as well as the River Thames, you’ll find yourself perfectly poised for magical strolls, sightseeing and the endless delights of city living.


We selected the top 3% holiday homes in Windsor Holiday Homes with Staff

Explore the 5762 most perfect homes in our collection

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Most popular homes in Windsor

Sunsets & Swan Feathers

Sunsets & Swan Feathers

  • 7 guests

  • 4 bedrooms

Eton, Windsor

Washbrook Cottage

Washbrook Cottage

  • 6 guests

  • 3 bedrooms

Little Compton, Moreton-in-Marsh

The Windsor Crown

The Windsor Crown

  • 5 guests

  • 3 bedrooms

Old Windsor, England

Secret Garden Games

Secret Garden Games

  • 8 guests

  • 5 bedrooms

Burnham, Slough

Green on My Mind

Green on My Mind

  • 10 guests

  • 5 bedrooms

Shere, Guildford

Teak On White

Teak On White

  • 8 guests

  • 4 bedrooms

Reading, Berkshire

Gather & See

Gather & See

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

Britannia Jewel

Britannia Jewel

  • 5 guests

  • 3 bedrooms

Windsor, Berkshire

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Check upcoming rates & availability for Windsor Holiday Homes with Staff


Frequently asked questions

Are you hoping for a stay in one of the best holiday homes with staff in Windsor? If so, you've definitely come to the right place. Reach out to our expert team who will happily arrange for staff to be present at your home in Windsor as an addition to your booking. Our Plum Guide homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book today and enjoy a short extended stay. Should you need anything, our friendly team is on hand 24/7, so just ask.

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