Rent Luxury Holiday Cottages in Maidenhead

We selected the 480 homes worth renting in this location

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Age 13+

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Age 1 to 12

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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.

This is Love

This is Love

  • 6 guests

  • 3 bedrooms

Henley-on-Thames, England

You’ll find this characterful cottage tucked in the centre of Henley-on-Thames. The river is a short walk away and you can stroll to the nearest pub and restaurants.

River & Roses

River & Roses

  • 6 guests

  • 3 bedrooms

Henley-on-Thames, England

We love the views from the large kitchen of this home’s courtyard garden with its tranquil water feature. Ideal for families or friends, there’s a snug complete with comfy sofas, woollen throws and a log burner for the cooler nights.

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.


We selected the top 3% holiday homes in Maidenhead Cottages

Explore the 480 most perfect homes in our collection

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Most popular homes in Maidenhead

Life in the Woods

Life in the Woods

  • 6 guests

  • 2 bedrooms

Harpsden, Henley-on-Thames

Forgotten Fields

Forgotten Fields

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

The Song Bird

The Song Bird

  • 2 guests

  • 1 bedrooms

Cranleigh, Surrey

Cinnamon & Ginger

Cinnamon & Ginger

  • 2 guests

  • 1 bedrooms

Winchester, Hampshire

Shepherd's Flock

Shepherd's Flock

  • 6 guests

  • 3 bedrooms

Southrop, Lechlade

Village Life

Village Life

  • 5 guests

  • 3 bedrooms

Newick, East Sussex

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

Hares & Haystacks

Hares & Haystacks

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

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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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