Book Luxury Holiday Rentals in Maidenhead

Award-winning homes from £98

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Home spotlights in Maidenhead

A Royal Regatta

A Royal Regatta

  • 5 guests

  • 2 bedrooms

Henley-on-Thames, England

You’ll find this cosy apartment on a typically Tudor-style street in the idyllic Henley-on-Thames. Step out the front door and you’re on a charming road lined with boutique shops and cafes as bunting adorns the lamp-posts.

Stroke of Inspiration

Stroke of Inspiration

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

This might not be one of the prettiest homes in the riverside town of Henley-on-Thames, but it's a base that's solidly reliable for those who will be spending most of their time out in surrounding Oxfordshire. The interior itself is bright and airy, thanks to the large windows and the open-concept layout in the main living area that allows natural light to flow about the space.

Teak On White

Teak On White

  • 8 guests

  • 4 bedrooms

Reading, Berkshire

Spread out across three floors in this modern townhouse. Unique wooden furniture imported from India adds a touch of elegance to the minimalist, white decor.

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.


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

Explore the 6212 most perfect homes in our collection

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Most popular homes in Maidenhead

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

The Riverside Refuge

The Riverside Refuge

  • 14 guests

  • 5 bedrooms

Henley-on-Thames, England

The Great British Retreat

The Great British Retreat

  • 18 guests

  • 9 bedrooms

Bray Civil Parish, Berkshire

Life in the Woods

Life in the Woods

  • 6 guests

  • 2 bedrooms

Harpsden, Henley-on-Thames

Eton Oasis

Eton Oasis

  • 6 guests

  • 2 bedrooms

Eton, Windsor

River Rest

River Rest

  • 2 guests

  • 1 bedrooms

Marlow, England

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

The Windsor Crown

The Windsor Crown

  • 5 guests

  • 3 bedrooms

Old Windsor, England

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Maidenhead. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Maidenhead has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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