Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (36)

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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36 Holiday homes

Filters applied: Shared garden (36)

(12) Excellent 

1 / 14

Holiday yacht rental

St. George's / Prickly Bay

2 4 5 nights min stay

Yacht / 2 bedrooms / sleeps 4 / 5 nights min stay

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from £120 / night

£840 - £3640 / week

Book

from £120 / night

1 / 7

Vico Equense holiday houseboat rental

Province of Naples / Vico Equense

3 8 7 nights min stay

Houseboat / 3 bedrooms / sleeps 8 / 7 nights min stay

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from £349 / night

£2326 / week

Book

from £349 / night

(1) Excellent 

1 / 13

Holiday houseboat with shared pool in Tavernier

Key Largo / Tavernier

2 6 2 nights min stay

Houseboat / 2 bedrooms / sleeps 6 / 2 nights min stay

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from £174 / night

£1042 / week

Book

from £174 / 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 £80 / night

£556 / week

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from £80 / 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 £111 / night

£776 / week

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from £111 / night

(4) Excellent 

1 / 17

Lic holiday houseboat rental

Primorje-Gorski Kotar County / Lic

6 12 3 nights min stay

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

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from £70 / night

£473 / week

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from £70 / night

(2) Excellent 

1 / 8

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 18 1 night min stay

Houseboat / 6 bedrooms / sleeps 18 / 1 night min stay

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from £62 / night

£430 - £3829 / week

Book

from £62 / night

1 / 24

Amsterdam holiday houseboat let

Amsterdam / Central Amsterdam

2 6 2 nights min stay

Houseboat / 2 bedrooms / sleeps 6 / 2 nights min stay

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from £156 / night

£776 - £1264 / week

Book

from £156 / night

(4) Excellent 

1 / 23

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min stay

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

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from £90 / night

£582 / week

Book

from £90 / night

1 / 18

Holiday yacht in Tavernier

Key Largo / Tavernier

3 6 4 nights min stay

Yacht / 3 bedrooms / sleeps 6 / 4 nights min stay

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from £112 / night

£730 - £750 / week

Book

from £112 / night

1 / 15

Holiday yacht in Galveston

Galveston Island / Galveston

1 4 1 night min stay

Yacht / 1 bedroom / sleeps 4 / 1 night min stay

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from £139 / night

£730 / week

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from £139 / 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

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from £190 / night

£1330 - £2752 / week

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from £190 / night

1 / 7

Vermenton holiday houseboat rental

Yonne / Vermenton

2 6 7 nights min stay

Houseboat / 2 bedrooms / sleeps 6 / 7 nights min stay

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from £222 / night

£1551 - £2481 / week

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from £222 / night

(2) Excellent 

1 / 54

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min stay

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

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from £113 / night

£675 / week

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from £113 / night

(7) Very Good 

1 / 4

Andros holiday houseboat rental

Out Islands / Andros

3 6 5 nights min stay

Houseboat / 3 bedrooms / sleeps 6 / 5 nights min stay

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from £518 / night

£2759 - £4671 / week

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from £518 / night

(15) Excellent 

1 / 22

Porto holiday yacht rental

Porto District / Porto

1 4 1 night min stay

Yacht / 1 bedroom / sleeps 4 / 1 night min stay

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from £117 / night

£380 / week

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from £117 / 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

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from £690 / night

£4830 / week

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from £690 / night

1 / 30

Holiday narrowboat in Tewitfield

Lancashire / Tewitfield

2 4 3 nights min stay

Narrowboat / 2 bedrooms / sleeps 4 / 3 nights min stay

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from £117 / night

£750 - £800 / week

Book

from £117 / night

(23) Excellent 

1 / 20

Holiday narrowboat rental

Warwickshire / Rugby

3 6 1 night min stay

Narrowboat / 3 bedrooms / sleeps 6 / 1 night min stay

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from £470 / night

£2000 - £2980 / week

Book

from £470 / 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 £299 / night

£646 / week

Book

from £299 / 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

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from £70 / night

£348 - £625 / week

Book

from £70 / night

(15) Excellent 

1 / 29

Porto holiday narrowboat rental

Porto District / Porto

2 4 2 nights min stay

Narrowboat / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £94 / night

£349 / week

Book

from £94 / night

1 / 4

Holiday houseboat in Srinagar

Kashmir / Srinagar

20 2 1 night min stay

Houseboat / 20 bedrooms / sleeps 2 / 1 night min stay

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from £39 / night

£209 - £292 / week

Book

from £39 / 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

£39 / week

Book

from £12 / night

1 / 20

Srinagar holiday houseboat rental

Kashmir / Srinagar

8 16 1 night min stay

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

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from £28 / night

£210 - £2066 / week

Book

from £28 / 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

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from £27 / night

£278 / week

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from £27 / 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

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from £18 / night

£139 - £278 / week

Book

from £18 / night

1 / 22

Srinagar ski houseboat to rent.

Kashmir / Srinagar

3 9 1 night min stay

Houseboat / 3 bedrooms / sleeps 9 / 1 night min stay

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from £18 / night

£18 / week

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from £18 / night

1 / 19

Houseboat rental in Trebisacce

Province of Cosenza / Trebisacce

2 4 Min stay varies

Houseboat / 2 bedrooms / sleeps 4 / Min stay varies

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from £133 / night

£931 / week

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from £133 / night

1 / 10

Ajaccio holiday yacht rental

Corse-du-Sud / Ajaccio

3 8 Min stay varies

Yacht / 3 bedrooms / sleeps 8 / Min stay varies

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from £277 / night

£1938 - £4070 / week

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from £277 / 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

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from £155 / night

£1014 / week

Book

from £155 / night

1 / 10

Holiday yacht with golf nearby in Venice

City of Venice / Venice

1 6 Min stay varies

Yacht / 1 bedroom / sleeps 6 / Min stay varies

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from £78 / night

£621 / week

Book

from £78 / night

1 / 20

Holiday houseboat in Tavernier

Key Largo / Tavernier

2 6 2 nights min stay

Houseboat / 2 bedrooms / sleeps 6 / 2 nights min stay

Add to shortlist

from £174 / night

£1042 / week

Book

from £174 / night

1 / 20

Holiday houseboat in Alappuzha

Kerala / Alappuzha

12 6 1 night min stay

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

Add to shortlist

from £105 / night

£730 / week

Book

from £105 / night

1 / 17

Yacht accommodation in Nosara with swimming pool

Province of Guanacaste / Nosara

7 14 Min stay varies

Yacht / 7 bedrooms / sleeps 14 / Min stay varies

Add to shortlist

from £715 / night

£5003 - £13542 / week

Enquire

from £715 / night

(43) Excellent 

1 / 24

Holiday narrowboat rental

Salford / Worsley

2 4 2 nights min stay

Narrowboat / 2 bedrooms / sleeps 4 / 2 nights min stay

Add to shortlist

from £170 / night

£1190 / week

Enquire

from £170 / night

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