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., 25/6/2020
E.g., 25/6/2020

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Displaying 10 of 596 properties
Houses

Stylish, contemporary accommodation in East Portlemouth on the Salcombe Estuary. Close to glorious beaches and 5 minutes from the ferry to Salcombe.

10
5
10
  • Weekly price
    from £ 1500
  • 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 £ 1265
  • Weekend price
    from £ 900
View details
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
View details
Houses

Nestled in the dunes behind the seven mile sandy beach at Camber, The Warrens offers relaxed and comfortable holiday accommodation for up to ten people, great for family groups travelling together.

8-10
5
10
  • Weekly price
    from £ 922
  • Weekend price
    from £ 678
View details
Houses

Mulberry House, which sleeps up to 10 guests, is located on the Llys Dulas Country Estate and has a stunning interior and fantastic coastal views of Anglesey.

8-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
 Cancello Rosso with the village behind
Villas

Cancello Rosso is a converted farmhouse, sleeping 10, with a swimming pool on the edge of a hill village in the Tuscan Maremma area of Italy. Surrounded by unspoilt countryside but near sandy beaches.

8-10
4
10
  • Weekly price
    from £ 1500
  • Weekend price
    Contact Owner
View details
Houses

Cot Cottage is a luxury cottage with an outdoor hot tub set in a secluded location near the towns of Castle Douglas and Kirkcudbright. Beautifully presented and promising a unique getaway experience.

8-10
5
10
  • Weekly price
    from £ 1500
  • Weekend price
    from £ 1050
View details
Houses

Luxury lochside Scottish holiday house near Kilchrenan in Argyll with magnificent scenic views across Loch Awe and accommodation for up to 12 persons. Games room and hot tub. Private jetty.

8-10
5
12
  • Weekly price
    from £ 2420
  • Weekend price
    from £ 1694
View details
Houses

Fabulous, spacious property with sea views where you can truly relax and recharge your batteries. Great location for extended family or groups of friends. A minute's walk to the beach and coastal path

6-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details
Houses

Handsome Victorian sandstone House with luxurious, bright interior, spacious kitchen and dining area with underfloor heating and bifold doors onto south facing terrace. Minutes to Edinburgh City.

5-10
5
10
  • Weekly price
    from £ 3050
  • Weekend price
    from £ 1600
View details