Book Family Friendly Rentals in Old Windsor

We selected the 4888 homes worth renting in this location

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Age 13+

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Children

Age 1 to 12

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Under 1

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Home spotlights in Old Windsor

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.

Green on My Mind

Green on My Mind

  • 10 guests

  • 5 bedrooms

Shere, Guildford

Just a five-minute walk from the picture-perfect village of Shere in the Surrey Hills, this place is a much-loved family home. Set in five acres of private grounds, with views across the rolling hills, it's bound to be a hit with lovers of the great outdoors, with excellent hiking and cycling routes from your door.

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

If Windsor Castle is on your sightseeing list, then you've come to the right place. You'll be staying less than a ten-minute walk away, and near to the train station that can take you up to London in forty minutes.

The Queen's Lodge

The Queen's Lodge

  • 4 guests

  • 2 bedrooms

Windsor, Berkshire

If you’ve ever wondered what it would be like to live next door to a member of the royal family, this place might have the answers. Situated just a few metres from iconic Windsor Castle, this simple but stylish apartment is a great base for those looking to get up close and personal with British royalty, tucked just round the corner from the late Queen’s historic weekend home.


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

Explore the 4888 most perfect homes in our collection

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Most popular homes in Old Windsor

Grace & Light

Grace & Light

  • 4 guests

  • 2 bedrooms

East Molesey, England

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

Mane Character

Mane Character

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

The Lark Ascending

The Lark Ascending

  • 12 guests

  • 6 bedrooms

Reading, Oxfordshire

The Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

Sunsets & Swan Feathers

Sunsets & Swan Feathers

  • 7 guests

  • 4 bedrooms

Eton, Windsor

A King's Retreat

A King's Retreat

  • 8 guests

  • 4 bedrooms

Sunninghill and Ascot, Berkshire

Ebony & Ivory

Ebony & Ivory

  • 7 guests

  • 4 bedrooms

Highway, Maidenhead

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Old Windsor. Here at Plum Guide, we prioritise customer satisfaction over everything, which is why we are so meticulous in what we do. Every home in our collection has been put through a vigorous 150-step vetting process, so we promise consistent quality you can count on. Each rental also comes fully furnished will essential bathroom toiletries, an excellently-equipped kitchen, and all linen included. Rent Old Windsor Family Friendly Homes now and secure yourself a trip to remember for all the right reasons. And call on the help of our friendly team, on standby night and day to ensure that your decision process is made as straightforward as possible.

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