Book Luxury Short Stay Rentals in Winchester

We selected the 1038 homes worth renting in this location

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Home spotlights in Winchester

Millstone

Millstone

  • 4 guests

  • 2 bedrooms

Bosham, West Sussex

A gorgeous period cottage on the banks of the millstream, this home puts you in the heart of the picturesque English coastal village of Bosham. It’s incredibly quiet here, with barely any sound other than the burbling of the stream and the quacking of ducks.

Sugar & Lime

Sugar & Lime

  • 4 guests

  • 2 bedrooms

Rodmarton, Cirencester

Situated on a historic private estate in the heart of Gloucestershire, this dreamy cottage is the perfect setting for your next family getaway to the Cotswolds. You’d be hard-pressed to find a cosier base than this – boasting a snug living room complete with soft throws and a toasty fireplace, this is the kind of place we all dream of coming home to after a chilly day in the English countryside.

Days by the River

Days by the River

  • 8 guests

  • 4 bedrooms

Corhampton and Meonstoke, Hampshire

Surrounded by woodland with beautiful views across the River Meon, this home is ideally placed for a relaxing rural retreat. You can enjoy the views while sitting on the deck next to the water.

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 Short Stay Rentals

Explore the 1038 most perfect homes in our collection

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Most popular homes in Winchester

One of England's Watery Gems

One of England's Watery Gems

  • 10 guests

  • 5 bedrooms

Wraysbury, England

Stud Cottage

Stud Cottage

  • 2 guests

  • 1 bedrooms

Billingshurst, West Sussex

The Riding House

The Riding House

  • 18 guests

  • 8 bedrooms

Wimborne Saint Giles, Wimborne

The King's Gate

The King's Gate

  • 2 guests

  • 1 bedrooms

Selborne, Alton

In The Potting Shed

In The Potting Shed

  • 2 guests

  • 1 bedrooms

East Boldre, Brockenhurst

Cities & Villages

Cities & Villages

  • 4 guests

  • 2 bedrooms

Southampton City Centre, Southampton

Teak On White

Teak On White

  • 8 guests

  • 4 bedrooms

Reading, Berkshire

Tangerine Lodge

Tangerine Lodge

  • 2 guests

  • 1 bedrooms

Wimborne Saint Giles, Wimborne

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Frequently asked questions

Browse our curated collection of Short Stay Rentals in Winchester. From impeccable interior design and chef-worthy kitchens, to fully furnished bathrooms and the inclusion of all linens, the homes in our collection come complete with everything you need. Each of the Winchester luxury short stay apartments in our collection has been expertly reviewed to ensure the quality standards you can trust, so book today to enjoy a getaway to remember. And should you need any assistance, our friendly team of experts are here to help you find the perfect home.

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