Book Luxury Monthly Rentals in Old Windsor

We selected the best homes worth renting in this location

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Home spotlights

The Vintage Farmhouse

The Vintage Farmhouse

  • 12 guests

  • 6 bedrooms

Thornbury, Herefordshire

Escape to this idyllic Herefordshire retreat, perched on top of a hill beside an iron-age fort and offering breathtaking countryside vistas. Perfect for a multi-generational family stay (with two dogs in tow), alongside the main barn, there's a smaller stone barn (connected on the first floor) offering a snug, two further bedrooms and a well-equipped playroom.

Canal Walk

Canal Walk

  • 6 guests

  • 3 bedrooms

Oxford, Oxfordshire

Perfect for a family seeking a home-from-home in Oxford, this townhouse has an excellent location. Oxford train station is a few minutes away on foot, and you can walk into the city centre in ten minutes.

Shakespearean Elegance

Shakespearean Elegance

  • 2 guests

  • 1 bedrooms

Bidford-on-Avon, Alcester

Enjoy a romantic stay at this handsome barn conversion, lying at the end of a track, on a family-run arable farm, surrounded by fields – this is a sublime retreat. Relax with a glass of bubbly in the private hot tub with its idyllic views through the farm to the fields beyond (your lovely hosts provide bathrobes and slippers), then savour a barbecue lunch in the sun.

Wonder Wall

Wonder Wall

  • 6 guests

  • 3 bedrooms

Hexham, Northumberland

A truly stunning rural retreat, this home is sat on a hill overlooking the beautiful South Tyne Valley – just five minutes from Hadrian's Wall. Away from it all, yet within walking distance of the village pub, this place really has to be one of our favourites in this neck of the woods.


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

Explore the 3 most perfect homes in our collection

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Most popular homes

The Whistler

The Whistler

  • 7 guests

  • 4 bedrooms

Old Windsor, Berkshire

Bentley Brook Cottage

Bentley Brook Cottage

  • 4 guests

  • 2 bedrooms

Ashbourne, Derbyshire

Dovesong

Dovesong

  • 6 guests

  • 3 bedrooms

Weston Subedge (DET), Gloucestershire

Honey Gables

Honey Gables

  • 8 guests

  • 4 bedrooms

Shilton, Burford

Tea Up

Tea Up

  • 8 guests

  • 4 bedrooms

Hersham, Surrey

Astrophil & Stella

Astrophil & Stella

  • 6 guests

  • 3 bedrooms

Tittleshall, King's Lynn

Tranquil Teeside Cottage

Tranquil Teeside Cottage

  • 4 guests

  • 2 bedrooms

Barnard Castle, England

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, 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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