Book Luxury Monthly Rentals in Old Windsor

We selected the 5652 homes worth renting in this location

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Home spotlights in Old Windsor

Eton Oasis

Eton Oasis

  • 6 guests

  • 2 bedrooms

Eton, Windsor

Footsteps from the shops, restaurants and cafes that line Eton High Street and a ten-minute walk from Windsor Castle, this cottage suits families, friends and couples alike. Inside, the design blends character with contemporary style, and it's packed with everything you'll need for a comfortable stay.

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

Part of the historic Estate of Dorney Court, this timber-framed house dates back to the sixteenth century and is a magical blend of heritage and modernity. The former great hall is emblematic of this.

Joy & Ease

Joy & Ease

  • 4 guests

  • 2 bedrooms

Warfield, Berkshire

Placing you right in the heart of Warfield, this home provides a practical yet cosy space from which to explore the Berkshire countryside. There are forest walks and cycle trails within easy reach, while it’s just a five-minute drive to the shops and restaurants of the Lexicon – a great option for family entertainment.

The Great British Retreat

The Great British Retreat

  • 18 guests

  • 9 bedrooms

Bray Civil Parish, Berkshire

Set within 40 acres of gardens, paddocks and woodland just west of Windsor, this home is a true escape from it all. Blending contemporary interiors into a traditional English setting, there’s so much to love here.


We selected the top 3% holiday homes in Old Windsor Monthly Rentals

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Most popular homes in Old Windsor

The Whistler

The Whistler

  • 7 guests

  • 4 bedrooms

Old Windsor, Berkshire

The King's Gate

The King's Gate

  • 2 guests

  • 1 bedrooms

Selborne, Alton

The Guildford Gully

The Guildford Gully

  • 12 guests

  • 6 bedrooms

Windsor, Berkshire

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

Teak On White

Teak On White

  • 8 guests

  • 4 bedrooms

Reading, Berkshire

The Eclectic Hidden Cottage

The Eclectic Hidden Cottage

  • 5 guests

  • 3 bedrooms

Esher, Surrey

Sunsets & Swan Feathers

Sunsets & Swan Feathers

  • 7 guests

  • 4 bedrooms

Eton, Windsor

The Windsor Crown

The Windsor Crown

  • 5 guests

  • 3 bedrooms

Old Windsor, England

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Frequently asked questions

Discover the ultimate collection of luxury Monthly Rentals in Old Windsor, England, United Kingdom, and say goodbye to all your travel troubles. Here at Plum Guide, it is our promise that each and every home in our range is in the top 3% of homes in its location, so there is no doubting the consistent quality we are able to offer. Secure your extended or short stay today and enjoy the trip of a lifetime in your fully furnished home, with every property on our site including all linens, essential bathroom toiletries, and a perfectly-equipped kitchen. Our meticulous home critics test everything from Wifi speed to a home's design, so you really can trust our judgement. Rent your perfect Old Windsor Monthly Apartment today with the help of our team of experts, on standby 24/7 to assist you with absolutely anything.

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