Book Luxury Monthly Rentals in Old Windsor

We selected the 5492 homes worth renting in this location

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Home spotlights in Old Windsor

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 Windsor Lookout

The Windsor Lookout

  • 6 guests

  • 3 bedrooms

Windsor, Berkshire

Minutes away from central Windsor, this riverside apartment is in the perfect spot to discover the many shopping and restaurant areas on your doorstep. Although it isn’t the biggest apartment, and it being on the second floor may be difficult for those with limited mobility to access, multiple openings to the breezy balcony opens up the space when socialising with family or friends.

The Eclectic Hidden Cottage

The Eclectic Hidden Cottage

  • 5 guests

  • 3 bedrooms

Esher, Surrey

This Eclectic Hidden Cottage is the perfect place to relax and unwind. The cottage is warm and inviting, with dark wood flooring, light soft furnishings, and original antique pieces.

Winkfield Woods

Winkfield Woods

  • 3 guests

  • 1 bedrooms

Cranbourne, Windsor

This cosy guest house is in the heart of Winkfield. It’s a great base for discovering all there is to see and do nearby, including visiting Windsor and Eton, enjoying days out at Ascot, and treating the kids to a Legoland adventure.


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

Explore the 5492 most perfect homes in our collection

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Most popular homes in Old Windsor

The Whistler

The Whistler

  • 7 guests

  • 4 bedrooms

Old Windsor, Berkshire

Masterpiece

Masterpiece

  • 2 guests

  • 1 bedrooms

Woodstock, Oxfordshire

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

Read My Mind

Read My Mind

  • 2 guests

  • 1 bedrooms

Reading, Berkshire

The Great British Retreat

The Great British Retreat

  • 18 guests

  • 9 bedrooms

Bray Civil Parish, Berkshire

The Queen's Lodge

The Queen's Lodge

  • 4 guests

  • 2 bedrooms

Windsor, Berkshire

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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