Book Luxury Vacation Rentals in Maidenhead

Award-winning homes from £98

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Home spotlights in Maidenhead

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.

The Boat Race

The Boat Race

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

Whether you're visiting Henley for the famous regatta, or simply want to get to know the area, this apartment is a great place to call home during your stay. Treat yourself to a wonderful trip to this pretty English town, and you'll fall in love with its unique charms.

A Windsor Welcome

A Windsor Welcome

  • 8 guests

  • 5 bedrooms

Datchet, Slough

Whether it's a private gym for morning workouts or a study for digital nomads, this Windsor home has plenty to boast about. Patio doors open straight onto the garden – perfect for evening aperitifs and summer barbecues.

The Gap

The Gap

  • 8 guests

  • 2 bedrooms

Watford District, Hertfordshire

With great transport links into London and just a ten-minute drive from Warner Bros Harry Potter Studio Tour, this ground floor home in Watford gives more than enough bang for your buck. Smart and bright, it's a great option for families, with an open-plan layout to the living area, dining spot and kitchen, and flexible sleeping arrangements.


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

Explore the 6596 most perfect homes in our collection

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Most popular homes in Maidenhead

River & Roses

River & Roses

  • 6 guests

  • 3 bedrooms

Henley-on-Thames, England

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

Rural Yet Refined

Rural Yet Refined

  • 8 guests

  • 4 bedrooms

Binfield Heath, Henley-on-Thames

Life in the Woods

Life in the Woods

  • 6 guests

  • 2 bedrooms

Harpsden, Henley-on-Thames

Butter Soft

Butter Soft

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

Eton Oasis

Eton Oasis

  • 6 guests

  • 2 bedrooms

Eton, Windsor

The Chapel Light

The Chapel Light

  • 3 guests

  • 1 bedrooms

Henley-on-Thames, England

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Frequently asked questions

Take a look at our collection of luxury Vacation Rentals in Maidenhead. All of the homes you'll find on Plum Guide come fully furnished with all linen, the best-equipped kitchens, and essential bathroom toiletries included. Each home is systematically reviewed before becoming part of our collection, so you can book your stay with total confidence. And if you require any assistance in finding the perfect Maidenhead Vacation Rentals for you, get in touch with our team of friendly experts, on hand to help with whatever you need.

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