Winchester Properties

We selected the 1156 homes worth renting in this location

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Home spotlights in Winchester

Courtyard Breakfast

Courtyard Breakfast

  • 4 guests

  • 2 bedrooms

Chichester, West Sussex

This address might look effortlessly stylish on the surface, but look a little closer and you'll find that all the home comforts are present and correct. In the living room, for instance, there's a log-burner that you can get crackling while you loll about on the plush sofas facing the warmth.

Manor Farm

Manor Farm

  • 9 guests

  • 5 bedrooms

Hamble-le-Rice, Hampshire

This Grade-II listed home's white exterior and large bay windows make this address stand out from its neighbours and it all looks rather palatial, we must say. This impression continues when you head inside and spot the chandeliers hanging from the ceiling, the ornamental fireplaces and the lacquer dining table.

Honey Bee Cottage

Honey Bee Cottage

  • 2 guests

  • 1 bedrooms

Blandford Forum, Dorset

Get far away from the madding crowd in Thomas Hardy’s Dorset with this beautiful home – it’s the perfect romantic retreat. Surrounded by woodland, relax in the hot tub with a glass of fizz (or whip up a smoothie with the blender in the kitchen), and when the sun sets, cosy up by the fire pit.

The Saddler's Rooms

The Saddler's Rooms

  • 6 guests

  • 3 bedrooms

Hampshire, England

There's nothing quite like escaping to the country for a few days and this converted stable barn is a million miles away from the stresses of day-to-day life. Bright, open and immaculate in every way, it's a place to relax, take a deep breath of fresh, country air and enjoy the company of your loved ones.


We selected the top 3% holiday homes in Winchester Properties

Explore the 1156 most perfect homes in our collection

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Most popular homes in Winchester

English Renaissance

English Renaissance

  • 6 guests

  • 3 bedrooms

Itchen Valley, Hampshire

 The Surrey Hideaway

The Surrey Hideaway

  • 10 guests

  • 5 bedrooms

Bramley, Surrey

Dove's Rest

Dove's Rest

  • 2 guests

  • 1 bedrooms

Dinton, Salisbury

Head Over Hills

Head Over Hills

  • 10 guests

  • 5 bedrooms

Amberley, Arundel

Mane Character

Mane Character

  • 4 guests

  • 2 bedrooms

Billingshurst, West Sussex

Days by the River

Days by the River

  • 8 guests

  • 4 bedrooms

Corhampton and Meonstoke, Hampshire

Country Courtyard

Country Courtyard

  • 8 guests

  • 4 bedrooms

Itchen Valley, Hampshire

Round & Round The Garden

Round & Round The Garden

  • 12 guests

  • 6 bedrooms

Wroughton, Swindon

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Frequently asked questions

Plum guide offers a handpicked selection of the most luxurious properties in Winchester. Our homes come fully furnished with the best-equipped kitchens, essential bathroom toiletries and all linen included. Book a short or extended stay and find your dream property in Winchester for a memorable holiday. Our friendly team of Plum Experts are on-hand 24/7 should you need anything.

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