Enjoy a sailing holiday in the UK, Europe or the rest of the world with your own private holiday property as the perfect base.All of the properties listed here offer sailing instruction or facilities either on site or locally, making them the ideal holiday homes for sailing holidays.

For a sailing holiday abroad, you could rent a large private yacht in the Greek Islands with crew, offering you luxury accommodation and one of the most idyllic sailing destinations in the world. Or you could rent a large holiday villa in Spain with marinas nearby for a sailing holiday in the sun; a large holiday house in Lisbon in Portugal; a villa in the Cote d'Azur; or a chalet by Lake Annecy in France.

In Britain, there are countless places to sail, whether you fancy a day trip in a power boat on the sea, an instructional sailing course, or an easy day drifting quietly along a river. For a sailing holiday in the UK you could stay at an outdoor centre in the Isle of Wight; rent a bunkhouse in the Scottish Highlands; hire a large farm cottage in Devon; or rent a holiday house in the Lake District or Derbyshire, amongst countless other options.

E.g., 11/12/2018
E.g., 11/12/2018

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Displaying 10 of 936 properties
Houses

Stylish holiday house newly renovated sleeping 10 + 2 in the coastal town of Aldeburgh. Enclosed garden. Perfect for group occasions and family holidays. A few minutes walk to the beach and town.

10
5
12
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Houses

Perfect for a reunion, family celebration, or just a relaxing holiday. Rural location, ideal for exploring Shropshire, Cheshire and Wales. With indoor pool, Toddler play area & tennis/games court

10
6
10
  • Weekly price
    from £ 1100
  • Weekend price
    from £ 900
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 Craig y Llydan (right hand side of the house)
Houses

Right on the beach, this 5-star luxury semi-detached house is situated in an area of award-winning beaches and just yards from the Anglesey Coastal Path. First floor living area with panoramic views.

10
5
10
  • Weekly price
    from £ 1015
  • Weekend price
    from £ 775
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Houses

Lochside house, full of character, overlooking Loch Long and the Arrochar Alps, Loch Lomond 2 miles. Ideal for family gatherings of up to 12, reunions, celebrations, hen or stag weekend breaks.

8-10
5
12
  • Weekly price
    from £ 1050
  • Weekend price
    from £ 795
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Houses

Mulberry House sleeping 10 is located on the Llys Dulas Country Estate and looked after by The Sage & Sea Team. A superb house with stunning interiors and fantastic coastal views of Anglesey.

8-10
5
10
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  • Weekend price
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Houses

Large 5 bedroom, 4 bathroom very pretty holiday cottage on the beautiful North Norfolk coast. Sleeps 10. Very well equipped, in a quiet setting on the outskirts of the coastal village of Heacham.

8-10
5
10
  • Weekly price
    from £ 750
  • Weekend price
    from £ 525
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Houses

House in Hastings is an important Georgian house with spectacular sea views on Croft Road in the Old Town. Sleeps ten guests in five bedrooms, this is an exquisitely decorated jewel of a house.

8-10
5
12
  • Weekly price
    from £ 2850
  • Weekend price
    from £ 2150
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Houses

4 bedroomed detached Victorian property that benefits from off road parking and a games room. Close to Portmouth's historic dockyard.

8-10
4
12
  • Weekly price
    from £ 1800
  • Weekend price
    from £ 1350
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Apartments

Praia Village is in the centre of Vilamoura with a pool. The apartment is beautifully furnished. Near Faro on the popular holiday destination, the Algarve. For sun, golfing and family holidays.

8-10
3
12
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  • Weekend price
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Houses

Historic, quirky cottage sleeping 10. Dog friendly with access to the grounds of Seaton Hall. Great location on the North York Moors near the Heritage coast. Ideal for families and friends gatherings.

8-10
5
10
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