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., 18/11/2017
E.g., 18/11/2017

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Displaying 10 of 854 properties
 Cherry Tree Farmhouse
House

Cherry Tree Farmhouse is a fab 400 yr old farmhouse sleeping 10 plus small children and babies. Private hot tub and use every afternoon of a large indoor pool. Pub in easy strolling distance.

10
5
12
  • Weekly price
    from £ 1300
  • Weekend price
    from £ 1000
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House

Traditional Cotswolds stone cottage located in the picturesque village of Chalford, South Cotswolds, for 10 or 12 guests. One or two night breaks available outside of peak periods. Ideal for walkers.

10
4
12
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
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 House + view of Ben Nevis
House

The Logs 4* Norwegian log house offering self-catering accommodation of a high standard. Quiet rural setting. Views of Ben Nevis, 5 minutes from the Fort William. Ideal for discovering the West Coast.

10
6
10
  • Weekly price
    from £ 790
  • Weekend price
    from £ 490
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House

The Medieval Barn is a luxury 5* property with vast entertainment space. Ideal for gatherings of friends and family, reunions, anniversaries, birthdays and team building.

10
5
34
  • Weekly price
    from £ 1975
  • Weekend price
    from £ 1440
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House

Gwyndy, a 5 star cottage in Snowdonia, offers stylish, luxury accommodation. Ideally suited for 10 guests, it has 2 optional alternative beds sleeping a maximum of 12.

10
5
12
  • Weekly price
    from £ 945
  • Weekend price
    from £ 598
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Heated swimming pool with underwater lighting
House

Victorian Rectory with heated pool, tennis court and far views, near golf course. Peacefully located at Cotswold edge at gateway to Wales and within an hour of Bath and Bristol. Sleeps 10, 5 bedrooms.

10
5
10
  • Weekly price
    from £ 2800
  • Weekend price
    from £ 1200
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House

Luxury 3,800sqft (350m2) 5 bedroom detached house with direct river frontage, landscaped gardens and panoramic views of the historic castle and cathedral of Arundel, in the centre of the town.

10
5
12
  • Weekly price
    from £ 3300
  • Weekend price
    from £ 1750
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House

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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House

Wonderful contemporary 5 bedroomed house offering flexible family and group accommodation for 10 to 12 guests. Within walking distance to Bakewell & Ashford in the Water, a short drive to Chatsworth.

10
5
12
  • Weekly price
    from £ 1680
  • Weekend price
    from £ 1050
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House

This beautiful holiday villa is located on the lovely Monte Pedreguer mountainside, and enjoys beautiful views across mountain terraces. The beaches of Javea and Denia are a short drive away.

10
4
10
  • Weekly price
    from £ 695
  • Weekend price
    Contact Owner
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