Book Luxury Vacation Rentals for September 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

The Great British Retreat

The Great British Retreat

  • 18 guests

  • 9 bedrooms

Bray Civil Parish, Berkshire

Set within 40 acres of gardens, paddocks and woodland just west of Windsor, this home is a true escape from it all. Blending contemporary interiors into a traditional English setting, there’s so much to love here.

Gather & See

Gather & See

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

This home is a great option for groups looking for a centrally-located stay in Windsor. By day, you can enjoy all that the city has to offer on foot – Windsor Castle is a short walk away and you’ll find the river is within easy reach.

The Windsor Crown

The Windsor Crown

  • 5 guests

  • 3 bedrooms

Old Windsor, England

Located just a short drive from the centre of Window and its famous castle, this two-storey suburban spot is a homely base for excursions. The bedrooms are on the plain side, but the large garden is great for kids – let them tire themselves out as you enjoy alfresco dining on the terrace.

Sonning Serenity

Sonning Serenity

  • 10 guests

  • 4 bedrooms

Eye and Dunsden, Oxfordshire

Peace and quiet await at this eye-catching, 300-year-old barn. It sits on the lakeside in idyllic Sonning Eye, an eight-minute drive from the buzzing shops and pretty high street of Henley-on-Thames.


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

Explore the 5912 most perfect homes in our collection

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Most popular homes in Maidenhead

Secret Garden Games

Secret Garden Games

  • 8 guests

  • 5 bedrooms

Burnham, Slough

Winkfield Woods

Winkfield Woods

  • 3 guests

  • 1 bedrooms

Cranbourne, Windsor

The Buttercup Cottage

The Buttercup Cottage

  • 7 guests

  • 4 bedrooms

Fawley, Henley-on-Thames

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

Life in the Woods

Life in the Woods

  • 6 guests

  • 2 bedrooms

Harpsden, Henley-on-Thames

The Lark Ascending

The Lark Ascending

  • 12 guests

  • 6 bedrooms

Reading, Oxfordshire

Nom de Plume

Nom de Plume

  • 9 guests

  • 5 bedrooms

Dorney, Buckinghamshire

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

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Check upcoming rates & availability for Maidenhead Vacation Rentals for September


Frequently asked questions

Take a look at our remarkable collection of luxury September Holiday Rentals in Maidenhead Make this month a special one, and stay in one of the finest homes around. Every single home on our books comes fully furnished, with all linen and essential toiletries included, and a well-equipped kitchen waiting for you. With just the top 3% of homes being awarded the Plum Award, we're making it easier than ever to discover your dream home, so book today. Our caring experts love nothing more than helping you choose from the homes in our exclusive Maidenhead collection of Vacation Rentals for September, so give us a call and plan the perfect getaway.

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