Book Luxury Holiday Rentals in Sunninghill and Ascot

Award-winning homes from £98

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Home spotlights in Sunninghill and Ascot

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.

Chilterns Charm

Chilterns Charm

  • 6 guests

  • 3 bedrooms

Walter's Ash, Buckinghamshire

Dating back to the 1800s, this Grade II-listed barn is now a comfortable home-from-home. Underfloor heating keeps toes warm for visits during the cooler months, and the indoor climbing wall and gym equipment will keep active types occupied.

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.

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 Sunninghill and Ascot Holiday Rentals

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Most popular homes in Sunninghill and Ascot

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

The Whistler

The Whistler

  • 7 guests

  • 4 bedrooms

Old Windsor, Berkshire

Secret Garden Games

Secret Garden Games

  • 8 guests

  • 5 bedrooms

Burnham, Slough

Forgotten Fields

Forgotten Fields

  • 2 guests

  • 1 bedrooms

Tetsworth, Thame

The Song Bird

The Song Bird

  • 2 guests

  • 1 bedrooms

Cranleigh, Surrey

A Day at the Regatta

A Day at the Regatta

  • 14 guests

  • 4 bedrooms

Dorney, Buckinghamshire

The Belgian Ambassador

The Belgian Ambassador

  • 8 guests

  • 4 bedrooms

Bray Civil Parish, Berkshire

Stately in Surrey

Stately in Surrey

  • 6 guests

  • 3 bedrooms

Chobham, Surrey

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Frequently asked questions

Explore our selection of the finest luxury Holiday Rentals for your next getaway in Sunninghill and Ascot. 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 Sunninghill and Ascot 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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