Book Luxury Vacation Rentals for May in Maidenhead

We selected the 5912 homes worth renting in this location

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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 in Maidenhead

Nom de Plume

Nom de Plume

  • 9 guests

  • 5 bedrooms

Dorney, Buckinghamshire

One of the many barn conversions peppered across the British countryside, this home is a fine example of the great sense of space and light that's typical of the very best of these former agricultural buildings. Behind the front door, you'll find no clue as to the property's prior life – only stark white walls, shiny wooden floors and a super-sleek kitchen complete with a huge island that would happily slot into the most contemporary of city apartments.

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

Bathed in natural light, decked out with comfortable furniture and blessed with a spacious open-plan layout, this flat in the centre of Maidenhead is perfect for anyone looking to explore the best of Berkshire. A favourite among the Edwardian upper classes who didn't have the time or inclination to travel as far as Bath, Maidenhead is on the up and up.

Pink Slice

Pink Slice

  • 6 guests

  • 2 bedrooms

Windsor, Berkshire

A fifteen-minute stroll from the shop-lined High Street, you'll find Windsor Castle beyond – a must-see fortress for royal family fans. Fancy afternoon tea at a nearby racecourse?

Good Mews

Good Mews

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

Sitting slap bang in the middle of Henley-on-Thames, this four-person mews home is brimming with charm. Complete with a sunny patio, the modern pad has everything you need for a memorable stay in this pretty riverside town.


We selected the top 3% holiday homes in Maidenhead Vacation Rentals for May

Explore the 5912 most perfect homes in our collection

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Most popular homes in Maidenhead

Stroke of Inspiration

Stroke of Inspiration

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

Joy & Ease

Joy & Ease

  • 4 guests

  • 2 bedrooms

Warfield, Berkshire

The Belgian Ambassador

The Belgian Ambassador

  • 8 guests

  • 4 bedrooms

Bray Civil Parish, Berkshire

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

The Boat Race

The Boat Race

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

The King's Repose

The King's Repose

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

The Coxswain

The Coxswain

  • 14 guests

  • 6 bedrooms

Henley-on-Thames, England

Teak On White

Teak On White

  • 8 guests

  • 4 bedrooms

Reading, Berkshire

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Check upcoming rates & availability for Maidenhead Vacation Rentals for May


Frequently asked questions

Discover our exclusive collection of the finest Vacation Rentals for May that Maidenhead has to offer, and mark the month with an unforgettable trip. At Plum Guide, we carefully select only the very best homes around, so you know that every rental is one to be proud of. Each home in our range comes fully furnished, with a well-equipped kitchen, all linen, and essential toiletries included. Our meticulous testing process ensures that no stone is left unturned, with everything from shower pressure and Wifi speed to a home's design aesthetic being thoroughly tested. Book a luxury Holiday Rental for May in Maidenhead today, and see what all the fuss is about. If you need any guidance, call on our experts, ready night and day to help you find your ideal home.

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