Rent Luxury Holiday Cottages in Maidenhead

We selected the 456 homes worth renting in this location

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Age 13+

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Children

Age 1 to 12

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Under 1

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Home spotlights in Maidenhead

Secret Garden Games

Secret Garden Games

  • 8 guests

  • 5 bedrooms

Burnham, Slough

Despite being tucked away on the outskirts of Burnham village, it’s worth noting that this historic home is situated by the side of an – albeit fairly quiet – road. Although both cosy and capacious – featuring five bedrooms as well as separate breakfast, dining and sitting rooms – we’ll bet it’s this home’s four-poster bedroom and en-suite marble bathroom you’ll be fighting over.

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.

Cherry Blossom Corner

Cherry Blossom Corner

  • 10 guests

  • 4 bedrooms

Henley-on-Thames, England

This pretty home is as quintessentially English as they come. It’s spacious and bright but has that cottage feel, with heaps of historic charm that blends with modern touches.

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.


We selected the top 3% holiday homes in Maidenhead Cottages

Explore the 456 most perfect homes in our collection

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Most popular homes in Maidenhead

Forgotten Fields

Forgotten Fields

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

Tea Up

Tea Up

  • 8 guests

  • 4 bedrooms

Hersham, Surrey

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Mane Character

Mane Character

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

Under the Stars

Under the Stars

  • 4 guests

  • 1 bedrooms

Amport, Andover

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

Flint Fields

Flint Fields

  • 2 guests

  • 1 bedrooms

Hinton Parva, Swindon

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Frequently asked questions

Discover our curated collection of luxury holiday Cottages in Maidenhead. We painstakingly review all homes available in a destination and accept only the top 3% to ensure quality our guests can trust. Each of the Maidenhead Cottages in our collection comes fully furnished with essential bathroom toiletries, expertly-equipped kitchens and all linens included. Book your dream stay today and should you need some help, our friendly team of experts are on hand to help plan your perfect Cottage break.

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