Vacation Rentals with Self Check-in in Maidenhead

Curated seaside homes and cottages in Maidenhead

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

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

If Windsor Castle is on your sightseeing list, then you've come to the right place. You'll be staying less than a ten-minute walk away, and near to the train station that can take you up to London in forty minutes.

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

Nestled between two islands on the picturesque banks of the River Thames – this beautiful thatched Edwardian home built in 1903, under a fifteen-minute drive from Windsor, is the perfect riverside retreat. Watch the boats, ducks and swans on the river go by from your own private heated pool.

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.

The Lark Ascending

The Lark Ascending

  • 12 guests

  • 6 bedrooms

Reading, Oxfordshire

Picture a quiet village in the Chiltern Hills, with a gorgeous redbrick house, clematis scaling its exterior and a bloom of white hydrangea to greet you upon entry. Fortunately, it’s not too good to be true, you’ll find this idyllic escape on the cusp of Sonning Common.


We selected the top 3% holiday homes in Maidenhead Vacation Rentals with Self Check-in

Explore the 2570 most perfect homes in our collection

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Most popular homes in Maidenhead

Southampton Star

Southampton Star

  • 2 guests

  • 1 bedrooms

Southampton City Centre, Southampton

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

The King's Repose

The King's Repose

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

The Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

The Barn & The Farmhouse

The Barn & The Farmhouse

  • 12 guests

  • 7 bedrooms

Stokenchurch, Buckinghamshire

Joy & Ease

Joy & Ease

  • 4 guests

  • 2 bedrooms

Warfield, Berkshire

A King's Retreat

A King's Retreat

  • 8 guests

  • 4 bedrooms

Sunninghill and Ascot, Berkshire

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

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Frequently asked questions

Explore our collection of Vacation Rentals with Self Check-in in Maidenhead. Each home in our selection comes fully furnished, with the best-equipped kitchens, essential bathroom toiletries, and all linen included. Choose a holiday home with self check-in today or reach out to our friendly team of experts, on hand to help you secure the perfect stay.

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