Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (58)

Family sailing holidays aren’t just an opportunity for budding skippers to wear silly hats and control the tiller all holiday long – the plus points are rather more numerous than that. Just think about it: you can set sail whenever you like, sailing from one beautiful location to another at the turn of a wheel. Best of all, you don’t have to put up with heaving beaches. Just find your own deserted stretch of sand or an isolated cove, moor up and enjoy the sunshine and quiet. Sailing doesn’t have to be an activity holiday, you know.

The more competent sailors among you might like to take the wheel yourself on one of our yachts in Spain or Greece. Or, for a little added luxury, you can hire your own private skipper.

For families in which there’s an even split between sea legs and landlubbers, there’s the sailing holiday compromise of renting a holiday home that has the use of its own boat and private mooring. Check out these sailing adventures in the Caribbean and along the coast of England.

But if sailing sounds just a little too involving for what’s supposed to be a relaxing holiday, there is the more tranquil option of a houseboat. Either stay put or pootle merrily around the waterways of England and the Netherlands. Whichever appeals more, you should definitely step aboard soon.

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58 Holiday homes

Filters applied: High chair available (58)

(5) Excellent 

1 / 16

Sorrento holiday yacht rental

Province of Naples / Sorrento

4 8 1 night min stay

Yacht / 4 bedrooms / sleeps 8 / 1 night min stay

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from £250 / night

£601 - £11954 / week

Book

from £250 / night

1 / 8

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min stay

Yacht / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £79 / night

£552 / week

Book

from £79 / night

(7) Excellent 

1 / 20

Holiday houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

Houseboat / 1 bedroom / sleeps 4 / Min stay varies

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from £157 / night

£1094 - £2110 / week

Book

from £157 / night

(5) Very Good 

1 / 22

Narrowboat rental in Draveil

Essonne / Draveil

3 6 7 nights min stay

Narrowboat / 3 bedrooms / sleeps 6 / 7 nights min stay

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from £112 / night

£782 / week

Book

from £112 / night

(3) Excellent 

1 / 27

Holiday houseboat rental

North Holland Province / Amsterdam

1 4 Min stay varies

Houseboat / 1 bedroom / sleeps 4 / Min stay varies

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from £125 / night

£1094 - £2188 / week

Book

from £125 / night

1 / 26

Holiday houseboat in Emporio

Santorini / Emporio

2 4 1 night min stay

Houseboat / 2 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £102 / night

£711 / week

Book

from £102 / night

(2) Excellent 

1 / 20

Holiday yacht in Fort Pierce

Florida / Fort Pierce

2 6 3 nights min stay

Yacht / 2 bedrooms / sleeps 6 / 3 nights min stay

Add to shortlist

from £156 / night

£932 - £1221 / week

Book

from £156 / night

1 / 23

Holiday yacht in San Foca

Melendugno / San Foca

2 5 1 night min stay

Yacht / 2 bedrooms / sleeps 5 / 1 night min stay

Add to shortlist

from £118 / night

£625 / week

Book

from £118 / night

1 / 15

Holiday yacht in Central Bodrum

Bodrum / Central Bodrum

6 12 7 nights min stay

Yacht / 6 bedrooms / sleeps 12 / 7 nights min stay

Add to shortlist

from £1500 / night

£10500 / week

Book

from £1500 / night

1 / 7

Holiday houseboat in Labuan Bajo

Flores / Labuan Bajo

4 8 1 night min stay

Houseboat / 4 bedrooms / sleeps 8 / 1 night min stay

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from £2069 / night

£13807 / week

Book

from £2069 / night

(1) Excellent 

1 / 22

Holiday houseboat in Alappuzha

Kerala / Alappuzha

3 4 1 night min stay

Houseboat / 3 bedrooms / sleeps 4 / 1 night min stay

Add to shortlist

from £69 / night

£483 / week

Book

from £69 / night

1 / 19

Holiday yacht in Halong Bay

Quang Ninh Province / Halong Bay

10 20 1 night min stay

Yacht / 10 bedrooms / sleeps 20 / 1 night min stay

Add to shortlist

from £67 / night

£67 - £8965 / week

Book

from £67 / night

1 / 24

Kekova holiday yacht rental

Antalya Province / Kekova

6 12 3 nights min stay

Yacht / 6 bedrooms / sleeps 12 / 3 nights min stay

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from £704 / night

£4922 / week

Book

from £704 / night

(19) Excellent 

1 / 26

Holiday yacht in Barcelona

Barcelona / Port Forum

5 10 Min stay varies

Yacht / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £192 / night

£1340 - £2774 / week

Book

from £192 / night

1 / 13

Ski yacht to rent in Halong Bay

Quang Ninh Province / Halong Bay

14 32 1 night min stay

Yacht / 14 bedrooms / sleeps 32 / 1 night min stay

Add to shortlist

from £228 / night

£1594 / week

Book

from £228 / night

1 / 4

Holiday houseboat in Ho Chi Minh City

Vietnam / Ho Chi Minh City

10 20 1 night min stay

Houseboat / 10 bedrooms / sleeps 20 / 1 night min stay

Add to shortlist

from £2138 / night

£14966 / week

Book

from £2138 / night

1 / 42

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

20 40 1 night min stay

Houseboat / 20 bedrooms / sleeps 40 / 1 night min stay

Add to shortlist

from £182 / night

£1270 / week

Book

from £182 / night

1 / 14

Holiday houseboat rental

Quang Ninh Province / Halong Bay

20 46 1 night min stay

Houseboat / 20 bedrooms / sleeps 46 / 1 night min stay

Add to shortlist

from £206 / night

£1439 / week

Book

from £206 / night

(31) Excellent 

1 / 15

Holiday narrowboat in Newbridge, Bath

Bath / Newbridge, Bath

2 6 Min stay varies

Narrowboat / 2 bedrooms / sleeps 6 / Min stay varies

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from £300 / night

£960 - £2310 / week

Book

from £300 / night

1 / 36

Marmaris ski houseboat to rent.

Mugla Province / Marmaris

5 10 7 nights min stay

Houseboat / 5 bedrooms / sleeps 10 / 7 nights min stay

Add to shortlist

from £696 / night

£4868 / week

Book

from £696 / night

1 / 5

Yacht accommodation in French Harbour with shared pool

Roatan / French Harbour

3 4 1 night min stay

Yacht / 3 bedrooms / sleeps 4 / 1 night min stay

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from £949 / night

£3794 / week

Book

from £949 / night

1 / 34

Srinagar holiday houseboat rental

Kashmir / Srinagar

4 8 1 night min stay

Houseboat / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £297 / night

£642 / week

Book

from £297 / night

1 / 44

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

27 50 1 night min stay

Houseboat / 27 bedrooms / sleeps 50 / 1 night min stay

Add to shortlist

from £69 / night

£345 - £621 / week

Book

from £69 / night

1 / 12

Holiday houseboat in Lindow

Brandenburg / Lindow

1 3 2 nights min stay

Houseboat / 1 bedroom / sleeps 3 / 2 nights min stay

Add to shortlist

from £125 / night

£781 / week

Book

from £125 / night

1 / 30

Holiday houseboat with golf nearby in Srinagar

Kashmir / Srinagar

8 18 1 night min stay

Houseboat / 8 bedrooms / sleeps 18 / 1 night min stay

Add to shortlist

from £9 / night

£83 / week

Book

from £9 / night

(28) Very Good 

1 / 24

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

50 50 1 night min stay

Houseboat / 50 bedrooms / sleeps 50 / 1 night min stay

Add to shortlist

from £125 / night

£1835 / week

Book

from £125 / night

1 / 22

East London, England holiday houseboat rental

London / East London, England

49 4 Min stay varies

Houseboat / 49 bedrooms / sleeps 4 / Min stay varies

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from £12 / night

£40 / week

Book

from £12 / night

(5) Good 

1 / 9

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

15 30 1 night min stay

Houseboat / 15 bedrooms / sleeps 30 / 1 night min stay

Add to shortlist

from £169 / night

£1183 / week

Book

from £169 / night

(5) Excellent 

1 / 36

Holiday houseboat in Srinagar

Kashmir / Srinagar

8 13 1 night min stay

Houseboat / 8 bedrooms / sleeps 13 / 1 night min stay

Add to shortlist

from £27 / night

£276 / week

Book

from £27 / night

1 / 20

Srinagar holiday houseboat rental

Kashmir / Srinagar

8 16 1 night min stay

Houseboat / 8 bedrooms / sleeps 16 / 1 night min stay

Add to shortlist

from £28 / night

£208 - £2052 / week

Book

from £28 / night

(6) Excellent 

1 / 22

Ski houseboat to rent in Srinagar

Kashmir / Srinagar

3 9 Min stay varies

Houseboat / 3 bedrooms / sleeps 9 / Min stay varies

Add to shortlist

from £18 / night

£138 - £276 / week

Book

from £18 / night

1 / 7

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

15 35 1 night min stay

Houseboat / 15 bedrooms / sleeps 35 / 1 night min stay

Add to shortlist

from £70 / night

£650 / week

Book

from £70 / night

1 / 12

Yacht rental in Bodrum City with golf nearby

Bodrum / Bodrum City

6 12 1 night min stay

Yacht / 6 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £2343 / night

£16406 / week

Book

from £2343 / night

1 / 19

Halong Bay holiday houseboat rental

Quang Ninh Province / Halong Bay

50 50 Min stay varies

Houseboat / 50 bedrooms / sleeps 50 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

(1) Excellent 

1 / 17

Agrigento holiday yacht let

Province of Agrigento / Agrigento

4 8 Min stay varies

Yacht / 4 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £188 / night

£1165 / week

Book

from £188 / night

1 / 4

Holiday yacht in Venice

City of Venice / Venice

3 8 Min stay varies

Yacht / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £547 / night

£3125 / week

Book

from £547 / night

1 / 43

Marmaris holiday houseboat rental

Mugla Province / Marmaris

5 10 1 night min stay

Houseboat / 5 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £677 / night

£4736 / week

Book

from £677 / night

(3) Excellent 

1 / 6

Ho Chi Minh City holiday houseboat rental

Vietnam / Ho Chi Minh City

26 50 Min stay varies

Houseboat / 26 bedrooms / sleeps 50 / Min stay varies

Add to shortlist

from £14799 / night

£44398 / week

Book

from £14799 / night

(16) Excellent 

1 / 28

Tuan Chau Island ski yacht to rent.

Halong Bay / Tuan Chau Island

18 30 1 night min stay

Yacht / 18 bedrooms / sleeps 30 / 1 night min stay

Add to shortlist

from £165 / night

£16154 - £241380 / week

Book

from £165 / night

1 / 5

Holiday yacht with indoor pool in Hanoi

Vietnam / Hanoi

9 18 1 night min stay

Yacht / 9 bedrooms / sleeps 18 / 1 night min stay

Add to shortlist

from £63 / night

£68 / week

Book

from £63 / night

(2) Excellent 

1 / 7

Srinagar ski houseboat to rent.

Kashmir / Srinagar

4 12 Min stay varies

Houseboat / 4 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £155 / night

£1014 / week

Book

from £155 / night

1 / 7

Piraeus holiday yacht rental

Piraeus Region / Piraeus

4 8 1 night min stay

Yacht / 4 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £3907 / night

£3907 / week

Book

from £3907 / night

1 / 4

Holiday houseboat in Aluva

Kochi, Cochin / Aluva

2 10 1 night min stay

Houseboat / 2 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £69 / night

£69 / week

Book

from £69 / night

1 / 48

Holiday yacht with shared pool in Lisbon

Lisbon / Santos

5 12 Min stay varies

Yacht / 5 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £704 / night

£3829 / week

Book

from £704 / night

1 / 11

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 7 1 night min stay

Houseboat / 3 bedrooms / sleeps 7 / 1 night min stay

Add to shortlist

from £20 / night

£30 / week

Book

from £20 / night

1 / 11

Srinagar ski houseboat to rent.

Kashmir / Srinagar

3 10 1 night min stay

Houseboat / 3 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £23 / night

£36 / week

Book

from £23 / night

1 / 18

Holiday yacht in Fethiye Town

Fethiye / Fethiye Town

6 12 Min stay varies

Yacht / 6 bedrooms / sleeps 12 / Min stay varies

Add to shortlist

from £469 / night

£3282 - £5469 / week

Book

from £469 / night

1 / 23

Yacht accommodation in Fethiye Town

Fethiye / Fethiye Town

10 20 Min stay varies

Yacht / 10 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £1563 / night

£10938 - £21875 / week

Book

from £1563 / night

1 / 20

Fethiye Town holiday yacht rental

Fethiye / Fethiye Town

10 20 Min stay varies

Yacht / 10 bedrooms / sleeps 20 / Min stay varies

Add to shortlist

from £782 / night

£5469 - £10938 / week

Book

from £782 / night

1 / 24

Holiday yacht accommodation

Fethiye / Fethiye Town

5 10 Min stay varies

Yacht / 5 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £1407 / night

£9844 - £21875 / week

Book

from £1407 / night

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