Book Family Friendly Rentals in Maidenhead

We selected the 5288 homes worth renting in this location

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Home spotlights in Maidenhead

The Coxswain

The Coxswain

  • 14 guests

  • 6 bedrooms

Henley-on-Thames, England

Nestled away in rural Oxfordshire, you'll find this modern manor home that's sure to make any family get-together an unforgettable one. Everything feels super-sized here, from the generous bedrooms and sleek white kitchen complete with an island to the two separate living rooms.

Life in the Woods

Life in the Woods

  • 6 guests

  • 2 bedrooms

Harpsden, Henley-on-Thames

This charming wood-clad barn is tucked away down a tranquil private lane surrounded by idyllic Oxfordshire countryside. Inside, high vaulted ceilings and a log-burning fire bring the wow factor, and the green vistas seen through the floor-to-ceiling windows are a delight, whatever the season.

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.


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

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Most popular homes in Maidenhead

A Royal Regatta

A Royal Regatta

  • 5 guests

  • 2 bedrooms

Henley-on-Thames, England

Pink Slice

Pink Slice

  • 6 guests

  • 2 bedrooms

Windsor, Berkshire

The Barn & The Farmhouse

The Barn & The Farmhouse

  • 12 guests

  • 7 bedrooms

Stokenchurch, Buckinghamshire

Stroke of Inspiration

Stroke of Inspiration

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

Britannia Jewel

Britannia Jewel

  • 5 guests

  • 3 bedrooms

Windsor, Berkshire

The Queen's Lodge

The Queen's Lodge

  • 4 guests

  • 2 bedrooms

Windsor, Berkshire

Eton Oasis

Eton Oasis

  • 6 guests

  • 2 bedrooms

Eton, Windsor

The Boat Race

The Boat Race

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

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Frequently asked questions

Discover the ultimate collection of luxury Family Friendly Rentals in Maidenhead. 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 Maidenhead 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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