Rent Luxury Holiday Cottages in Maidenhead

We selected the 456 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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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.

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.

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.


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

Rolling Rest

Rolling Rest

  • 2 guests

  • 1 bedrooms

Combe, Berkshire

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

The King's Gate

The King's Gate

  • 2 guests

  • 1 bedrooms

Selborne, Alton

The Country Life

The Country Life

  • 6 guests

  • 3 bedrooms

Beckley and Stowood, Oxfordshire

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

Grain of Truth

Grain of Truth

  • 2 guests

  • 1 bedrooms

Leigh, Kent

Shepherd's Flock

Shepherd's Flock

  • 6 guests

  • 3 bedrooms

Southrop, Lechlade

The Robins & The Roses

The Robins & The Roses

  • 4 guests

  • 2 bedrooms

Stow-on-the-Wold, Gloucestershire

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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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