If you're looking for sailing holidays with large accommodation we have you covered. We have holiday cottages in the UK, Europe and the rest of the world that 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., 10/6/2021
E.g., 10/6/2021

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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
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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 £ 1700
  • Weekend price
    from £ 1300
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Houses

Glan y Gors is is situated opposite Snowdon in the dramatic Snowdonia National Park. The cottage is full of character and ideal as a base for exploring the area.

8-10
4
12
  • Weekly price
    from £ 620
  • Weekend price
    from £ 384
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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
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Houses

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

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

A basic, whitewashed lodge on Gupton Farm campsite in Pembrokeshire, minutes away from sandy beaches and ideal for surfers, owned by the National Trust and sleeping 10.

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

On the Fountains Abbey estate in Yorkshire, owned by the National Trust, this striking house was designed by William Burges and sleeps 10 in 5 bedrooms. The North York Moors are on your doorstep.

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

On the edges of the South Downs, this wonderful National Trust-owned farmhouse sleeps 10 in 5 bedrooms and is packed with history. Winkworth Arboretum is a 15-minute drive.

5-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
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Villas

Centrally situated on Lefkas in a quiet location with spectacular views, but is close to all your requirements for a successful holiday. Sleeps 10 in 5 generous en suite bedrooms. Pool.

5-10
5
12
  • Contact for prices Weekly price
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  • Weekend price
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Villas

Stunning 5 bedroom villa sleeping 10, with pool and within walking distance of historic centre of Tavira. Elegant design and quality throughout, the perfect holiday treat for large families.

5-10
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
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