Sailing Holidays | Group Accommodation

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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., 28/10/2021
E.g., 28/10/2021

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Displaying 10 of 650 properties
Country Estates

A Grade II* listed historic family home with a heated indoor pool and 100 Mbs broadband, huge gardens and close to the beach. Ideal for large family gatherings. VisitWales 4 Star.

17
9
17
  • Weekly price
    from £ 2445
  • Weekend price
    from £ 1835
View details
 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

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
View details
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
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

Nestled in the beautiful village of Norham, a traditional, large, self catering home from home. Suitable for family gatherings, anniversaries, birthdays, walking and fishing groups.

8-10
5
12
  • Weekly price
    from £ 1400
  • Weekend price
    from £ 960
View details
New
Country Estates

Grade II* family home located on the Brendon Hills within Exmoor National Park. It sits high on the edge of a secluded valley with beautiful uninterrupted views over parkland.

6-10
5
30
  • Weekly price
    from £ 7000
  • Weekend price
    from £ 4000
View details
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 beautifully furnished, family-friendly house, overlooking a trout pond, on a 450 acre Cotswolds' nature reserve. Access to a luxury spa complex and a wealth of outdoor activities on site & nearby.

5-10
5
10
  • Weekly price
    from £ 1400
  • Weekend price
    from £ 700
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 £ 4200
  • Weekend price
    from £ 1700
View details