Book Luxury Holiday Rentals in Windsor

Award-winning homes from £98

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Home spotlights in Windsor

Skindles

Skindles

  • 5 guests

  • 2 bedrooms

Maidenhead, Berkshire

Bathed in natural light, decked out with comfortable furniture and blessed with a spacious open-plan layout, this flat in the centre of Maidenhead is perfect for anyone looking to explore the best of Berkshire. A favourite among the Edwardian upper classes who didn't have the time or inclination to travel as far as Bath, Maidenhead is on the up and up.

Haven of the River

Haven of the River

  • 4 guests

  • 2 bedrooms

Henley-on-Thames, England

Moments from the centre of Henley-On-Thames, this apartment offers a relaxing base in a wonderful location. You can stroll to the local pub, restaurants ands shops.

Notes of Sage

Notes of Sage

  • 4 guests

  • 2 bedrooms

St Albans, Hertfordshire

Bright, contemporary, and thoughtfully finished, this lovely two-bedroom terrace home has a great location just off St. Albans High Street – so you'll find yourself ideally placed for shopping, eating out, and getting to grips with the local nightlife.

Britannia Jewel

Britannia Jewel

  • 5 guests

  • 3 bedrooms

Windsor, Berkshire

Sitting on a quiet residential street in central Windsor, this beautiful upper maisonette offers a warm and welcoming base for those looking to experience the town’s rich and royal history, as well as the delights of nearby Eton, Ascot and Legoland. Laid out over three floors, you’ll find plenty of space to socialise as well as opportunities to steal yourself await for some relaxing privacy.


We selected the top 3% holiday homes in Windsor Holiday Rentals

Explore the 6374 most perfect homes in our collection

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Most popular homes in Windsor

Escapade

Escapade

  • 10 guests

  • 5 bedrooms

Eton, Windsor

River Rest

River Rest

  • 2 guests

  • 1 bedrooms

Marlow, England

The Whistler

The Whistler

  • 7 guests

  • 4 bedrooms

Old Windsor, Berkshire

Picture This

Picture This

  • 4 guests

  • 2 bedrooms

Ashwell, Hertfordshire

 The Surrey Hideaway

The Surrey Hideaway

  • 10 guests

  • 5 bedrooms

Bramley, Surrey

Pink Slice

Pink Slice

  • 6 guests

  • 2 bedrooms

Windsor, Berkshire

Gather & See

Gather & See

  • 10 guests

  • 5 bedrooms

Windsor, Berkshire

Winkfield Woods

Winkfield Woods

  • 3 guests

  • 1 bedrooms

Cranbourne, Windsor

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Windsor. The homes in Plum Guide's collection come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Each home is professionally vetted and carefully handpicked, with both measurable and soft 'feel' elements thoroughly tested to ensure the highest quality. Book today and enjoy a short or extended stay in one of the best homes that Windsor has to offer. Our friendly experts are also on hand 24/7, should you need any help finding the perfect Holiday Rentals for your trip.

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