Rent Maidenhead Homes with Swimming Pools

We selected the 170 homes worth renting in this location

Who's coming along?

Adults

Age 13+

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Children

Age 1 to 12

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Infants

Under 1

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Pets

An extra fee may apply

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Home spotlights in Maidenhead

The Fairest Of Seasons

The Fairest Of Seasons

  • 6 guests

  • 3 bedrooms

Kingham, Chipping Norton

It's impossible to choose our favourite thing about this cosy Cotswolds cottage. We adore the warm and inviting living area – original wood floors and traditional beams meet modern upgrades like underfloor heating – and with a collection of books, board games and children's toys, there's plenty to keep the whole family busy on rainy days.

Fresh Squeezed Apple Juice

Fresh Squeezed Apple Juice

  • 6 guests

  • 3 bedrooms

Chipping Norton, Oxfordshire

This Cotswolds stone barn sets the tone for an idyllic English countryside escape. With a provincial feel, antique furniture and soft, creamy hues, this home perfectly embodies a modern, country chic style.

Wild Honey Bee

Wild Honey Bee

  • 10 guests

  • 5 bedrooms

Lechlade, Gloucestershire

This manor house sits within a private estate where it offers a stylish setting for a luxurious retreat. There’s a swimming pool, jacuzzi and manicured gardens – perfect for special events and celebrations (upon request).

Ode to Alhambra

Ode to Alhambra

  • 4 guests

  • 2 bedrooms

Kingham, Chipping Norton

Take the most quintessential English cottage you ever did see, set amidst the rolling Cotswold countryside. Add to your doorstep five acres of sprawling shared gardens (think topiaries and a Moorish-inspired pavilion) complete with a shared indoor heated pool, Turkish hammam, and a hard tennis court.


We selected the top 3% holiday homes in Maidenhead Homes with Swimming Pools

Explore the 170 most perfect homes in our collection

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Most popular homes in Maidenhead

Hang on to Your Hat

Hang on to Your Hat

  • 4 guests

  • 2 bedrooms

Dunstable, Central Bedfordshire

The Simple Magic

The Simple Magic

  • 10 guests

  • 5 bedrooms

Fritwell, Oxfordshire

The Lake Escape

The Lake Escape

  • 8 guests

  • 4 bedrooms

Lechlade, Gloucestershire

Antlers In The Forest

Antlers In The Forest

  • 12 guests

  • 6 bedrooms

Uckfield, East Sussex

Rambler's Barn

Rambler's Barn

  • 8 guests

  • 4 bedrooms

Oddington, Moreton-in-Marsh

Total Splendour

Total Splendour

  • 18 guests

  • 7 bedrooms

Essex, England

Ink & Parchment

Ink & Parchment

  • 11 guests

  • 6 bedrooms

Hurtmore, Godalming

Glistening Lake

Glistening Lake

  • 10 guests

  • 4 bedrooms

Fairford, Gloucestershire

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Check upcoming rates & availability for Maidenhead Homes with Swimming Pools


Frequently asked questions

You've certainly come to the right place if you are hoping to find one of the finest Holiday Homes with Swimming Pools in Maidenhead. Our exclusive collection consists solely of homes that have passed our thorough 150-step vetting process with flying colours, so you can book with true peace of mind, knowing that everything from decibel levels in the bedroom to a room's intangible atmosphere has been tested and approved. We don't list a huge number of homes one our site, just the right ones. Each property in our collection comes fully furnished and ready to welcome you, with a fully-equipped kitchen, essential bathroom toiletries, and all linen included. Contact our dedicated team of experts to find the perfect luxury Maidenhead Home to Rent with a Swimming Pool today, and set up a holiday to remember.

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