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Winchester

Known as one of the most desirable places to live in England, the historic city of Winchester also provides a lovely cottage holiday destination for the hundreds of visitors who come here each year.

Winchester is actually the former capital of England, which brings with it a rich, historical legacy. Here you’ll find a number of attractions that could easily rival those of the current capital city. For example Winchester Cathedral; this world-famous cathedral is now over 1,000 years old and no visit to Winchester is complete without a visit to this most impressive building. In addition to the cathedral, history is at every turn in Winchester, such is the incredible legacy of the city.

Although most of Winchester Castle no longer stands, the surviving structure, The Great Hall, remains as a glorious reminder of the building’s great past. In addition to its structural splendour, The Great Hall is home to the legendary Arthurian Round Table. Perhaps not surprisingly for such a historic city, Winchester is home to a number of fascinating museums. There are no less than five military museums here, housing one of the largest collections of military artefacts outside of London. Meanwhile, you can trace the history of Winchester from Roman times through to the present day at the City Museum.

There’s plenty more to Winchester apart from all the historical interest; the whole family will enjoy a day out at Marwell Zoo or a visit to the largest planetarium in the country, there are a host of fascinating visitor attractions nearby as well as the South Downs National Park just to the east.

Consider staying in holiday cottages in Winchester for your next break and immerse yourself in centuries of glorious history.
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  • Old Alresford, Hampshire
    Old Alresford, Hampshire×

    April Cottage

    Old Alresford, Hampshire

    2
    1
    1
    0
    Ref: PTK
    Key Features:
    - Wifi - Open Fire
    Sweet, thatched cottage, ideal romantic retreat for couples, lovely local walks, Ox Drove cycle trail runs through the village.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This lovely listed 17th-century thatched cottage has its own garden and is set at the end of the village green in friendly Old Alresford (with shops and pub/restaurant within walking distance). It is spacious, attractively furnished and well equipped – a romantic and characterful retreat for couples. The area abounds in fine walks and, just a mile from the cottage, the Mid-Hants ‘Watercress’ Railway operates steam trains to Alton, where connection can be made to the...

  • Alresford, Hampshire
    Alresford, Hampshire×

    Garden Cottage

    Alresford, Hampshire

    2
    1
    1
    1
    Ref: 28837
    Key Features:
    - Wifi - Car parking on site - Garden / Patio
    This detached former barn, located amongst rolling countryside, has been renovated to provide a relaxing and peaceful holiday base.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    This detached former barn, located amongst rolling countryside, has been thoughtfully renovated to provide a relaxing and peaceful base. Alresford, 2½ miles, is the perfect place for strolling, and has many historical features worth a visit including old Alresford Pond, The Millennium Walk and Broad Street with its Georgian coloured buildings. Visit Jane Austen’s house at Chawton, the Watercress Line steam railway, running from Alresford to Alton through 10 miles of...

  • Woodmancott, near Winchester, Hampshire
    Woodmancott, near Winchester, Hampshire×

    Dunley Den

    Woodmancott, near Winchester, Hampshire

    2
    1
    1
    2
    Ref: W44185
    Key Features:
    - Wifi - Car parking on site - Rural Location
    Providing a tranquil escape, this rural retreat for two is beautifully located surrounded by woodland and fields.
    Prices from
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    Pets included
    Pets go free

    Accommodation at

    This spacious holiday cottage adjoins the owners’ home in a peaceful rural area surrounded by woodland and fields on a no-through road. The private patio is an ideal spot to enjoy watching the visiting wildlife and birds. Woodmancott is a hamlet close to Winchester, a medieval city surrounded by picturesque villages and scenic countryside, and is a culturally rich and vibrant destination.

    Visit the magnificent 900-year-old Winchester Cathedral and take a tour. Enjoy lunch...

  • Kings Worthy, near Winchester, Hampshire
    Kings Worthy, near Winchester, Hampshire×

    Little Lansker

    Kings Worthy, near Winchester, Hampshire

    4
    2
    2
    0
    Ref: 30132
    Key Features:
    - Wifi - Car parking on site - Pub within 1 mile - Detached Property - Garden / Patio - Rural Location
    Enjoy a fantastic holiday at Little Lansker and be sure to delve into the history of nearby Winchester city.
    Prices from
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    Pets included
    Pets go free

    Accommodation at


    This “upside down” detached holiday property has the bedrooms on the ground floor and living areas on the first floor, with lovely views over the fields. It is located along a peaceful single track lane on the edge of the village of Kings Worthy, which offers local shops and pubs. Only 2 miles from the lively and attractive city of Winchester, the ancient capital of England. Sometimes known as the legendary Camelot, it is steeped in history and culture and was one of...

  • Owslebury, near Winchester, HampshireHampshire
    Owslebury, near Winchester, HampshireHampshire×
    Newly Listed
    Acorn Cottages - The Joinery

    Acorn Cottages - The Joinery

    Owslebury, near Winchester, HampshireHampshire

    8
    4
    3
    2
    Ref: UKC2198
    Key Features:
    - Hot Tub - Luxury Property - Wifi - Car parking on site - Enclosed Garden / Patio - Pub within 1 mile - Pets go free - Garden / Patio
    Enjoy the walking and cycling routes on the South Downs National Park, and along the way visit nature reserves, historic sites, buildings and museums.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Acorn Cottages are peacefully located within the South Downs National Park, yet conveniently situated for visiting many attractions. This converted carpenter’s studio offers two semi-detached properties, Boxwood (ref UKC1655) and The Joinery (ref UKC2198) and are an ideal retreat for families or couples. Both enjoy an open plan living area, lawned garden and a private hot tub.
    Winchester, Southampton and The New Forest are within easy driving distance. As well as its...

    Acorn Cottages - Boxwood
    8
    4
    4
  • Owslebury, near Winchester, HampshireHampshire
    Owslebury, near Winchester, HampshireHampshire×
    Newly Listed
    Acorn Cottages - Boxwood

    Acorn Cottages - Boxwood

    Owslebury, near Winchester, HampshireHampshire

    8
    4
    3
    2
    Ref: UKC1655
    Key Features:
    - Hot Tub - Luxury Property - Wifi - Car parking on site - Pub within 1 mile - Pets go free - Garden / Patio
    This carefully converted carpenters studio stands as one of a pair, on the edge of picturesque Owslebury, 7 miles from historic Winchester with its magnificent cathedral.
    Prices from
    0
    Pets included
    Pets go free

    Accommodation at

    Acorn Cottages are peacefully located within the South Downs National Park, yet conveniently situated for visiting many attractions. This converted carpenter’s studio offers two semi-detached properties, Boxwood (ref UKC1655) and The Joinery (ref UKC2198) and are an ideal retreat for families or couples. Both enjoy an open plan living area, lawned garden and a private hot tub.
    Winchester, Southampton and The New Forest are within easy driving distance. As well as its...

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