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., 21/3/2023
E.g., 21/3/2023

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Displaying 10 of 733 properties

Thornbridge Lodge, Bakewell, Derbyshire, Peak District

4
4-8
New
Houses

Delightful 4 bedroom lodge situated on the Monsal Trail, near to Bakewell. Perfect for all types of groups of for up to 10 guests. Close to the stately homes of Chatsworth and Haddon Hall.

4-8
4
10
  • Weekly price
    from £ 1650
  • Weekend price
    from £ 1009
View details

Medieval Hall Apartment, South Cotswolds, Gloucestershire

3
2-8
Apartments

Self contained apartment in the eclectic South Cotswolds town of Stroud. Dog friendly and perfect for walking weekends. Get together with friends or family in this well-placed apartment for exploring.

2-8
3
8
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details

Samphire Cottage, Wells-next-the-Sea, Norfolk

4
2-8
Houses

North Norfolk barn style cottage in pretty village with pub. Popular with 3 generation families and friends groups. Ground floor bedrooms. Walk to the beach, 1 minute to coastal path. Dog friendly.

2-8
4
8
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details

The Cob at Venn Farm, Bude

4
2-8
New
Houses

A secluded light-filled barn conversion a short hop to Cornwall’s surf beaches. Designed by award-winning architects Feilden Fowles. Hot tub. Family holiday house, perfect for special occasions.

2-8
4
9
  • Weekly price
    from £ 1500
  • Weekend price
    from £ 995
View details

The Farmhouse at Venn Farm, Bude

4
2-8
New
Houses

Venn Farmhouse is beautifully secluded, sitting between two nature reserves - a peaceful haven, close to Bude and some of Cornwall’s best surf beaches. Perfect for family holidays.

2-8
4
9
  • Weekly price
    from £ 1500
  • Weekend price
    from £ 995
View details

The Old Post Office, Hognaston, Ashbourne, Derbyshire

4
2-8
Houses

Lovely period 4-bedroom, dog-friendly holiday cottage in the middle of the quaint Derbyshire Village of Hognaston, directly opposite a traditional English pub. Near Peak District for walking.

2-8
4
8
  • Weekly price
    from £ 1720
  • Weekend price
    from £ 520
View details

Hestead, Ambleside, Cumbria, Lake District

4
4-9
Houses

Self-catering house sleeping 9 guests in a fantastic lakeside location near Ambleside on the north shore of Windermere. Ideal for family holidays, wellbeing retreats and outdoor activities.

4-9
4
9
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    from £ 700
View details

Bell House Apartments, South Cotswolds, Gloucestershire

5
3-9
Bell House, by Wallbridge Lock
Apartments

Characterful canalside apartments. Great venue for a weekend break get together with family & friends. Restaurants & pubs an easy walk. Canal & country walks from the doorstep. London by rail 90 mins.

3-9
5
10
  • Contact for prices Weekly price
    Contact Owner
  • Weekend price
    Contact Owner
View details

Craig Llydan, Rhosneigr, Anglesey

5
10
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 £ 1800
  • Weekend price
    from £ 1000
View details

Glan y Gors, Dinorwig, Caernarfon, Wales

4
8-10
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