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., 24/6/2018
E.g., 24/6/2018

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Displaying 10 of 910 properties
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
  • Weekly price
    from £ 1090
  • Weekend price
    from £ 690
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House

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
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
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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

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

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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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

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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 Craig y Llydan (right hand side of the house)
House

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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 The rear of the house with large patio.
House

Oakland Hall 5 star boutique cottage situated close to the heart of Windermere village with stunning views over lake Windermere and the Langdales beyond. The house has 4 en-suite bedrooms sleeping 10.

10
4
12
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
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House

A purpose built house 5 bedroomed, 5 bathroomed with excellent facilities for families, individuals getting together or interest groups. Close to beaches, village and amenities. Hot Tub. Pets Welcome.

10
5
10
  • Weekly price
    from £ 1995
  • Weekend price
    from £ 1099
View details