Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (45)

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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45 Holiday homes

Filters applied: Private garden (45)

1 / 32

Holiday yacht rental

Florida Keys / Key West

2 4 1 night min stay

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

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from £276 / night

£1932 / week

Book

from £276 / night

(85) Excellent 

1 / 47

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

Houseboat / 2 bedrooms / sleeps 4 / Min stay varies

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from £104 / night

£770 - £1808 / week

Book

from £104 / night

(2) Very Good 

1 / 78

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min stay

Houseboat / 3 bedrooms / sleeps 5 / 2 nights min stay

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from £116 / night

£808 / week

Book

from £116 / night

1 / 9

Kolkata (Calcutta) holiday houseboat rental

West Bengal / Kolkata (Calcutta)

3 14 1 night min stay

Houseboat / 3 bedrooms / sleeps 14 / 1 night min stay

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from £87 / night

£604 / week

Book

from £87 / night

1 / 11

Yacht rental in Pittulongu

Province of Olbia-Tempio / Pittulongu

5 4 7 nights min stay

Yacht / 5 bedrooms / sleeps 4 / 7 nights min stay

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from £55 / night

£385 / week

Book

from £55 / night

(1) Excellent 

1 / 10

Holiday yacht with swimming pool in Sliema

Sliema / Tigne Point

1 2 1 night min stay

Yacht / 1 bedroom / sleeps 2 / 1 night min stay

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from £62 / night

£424 / week

Book

from £62 / night

1 / 23

Holiday houseboat in Amsterdam

Amsterdam / Grachtengordel

2 9 2 nights min stay

Houseboat / 2 bedrooms / sleeps 9 / 2 nights min stay

Add to shortlist

from £385 / night

£2424 / week

Book

from £385 / night

(11) Excellent 

1 / 21

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 2 2 nights min stay

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

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from £93 / night

£200 - £600 / week

Book

from £93 / night

(3) Excellent 

1 / 14

Holsworthy holiday houseboat rental

Devon / Holsworthy

2 4 1 night min stay

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

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from £150 / night

£750 / week

Book

from £150 / night

1 / 7

Holiday yacht in Porto-Vecchio

Corse-du-Sud / Porto-Vecchio

1 4 1 night min stay

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

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from £231 / night

£1616 / week

Book

from £231 / night

(5) Excellent 

1 / 25

Houseboat rental in Puerto Rico Resort with golf nearby

Gran Canaria / Puerto Rico Resort

2 3 7 nights min stay

Houseboat / 2 bedrooms / sleeps 3 / 7 nights min stay

Add to shortlist

from £116 / night

£808 / week

Book

from £116 / night

(8) Excellent 

1 / 17

Holiday houseboat rental

Devon / Holsworthy

2 4 Min stay varies

Houseboat / 2 bedrooms / sleeps 4 / Min stay varies

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from £95 / night

£450 - £830 / week

Book

from £95 / night

(4) Excellent 

1 / 25

Holiday yacht in Kas

Antalya Province / Kas

3 6 1 night min stay

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

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from £693 / night

£4847 - £5385 / week

Book

from £693 / night

1 / 10

Holiday houseboat in Far Rockaway

New York / Far Rockaway

2 3 1 night min stay

Houseboat / 2 bedrooms / sleeps 3 / 1 night min stay

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from £104 / night

£725 / week

Book

from £104 / night

(2) Very Good 

1 / 9

Ramonville Saint-Agne holiday houseboat rental

Haute-Garonne / Ramonville Saint-Agne

6 11 1 night min stay

Houseboat / 6 bedrooms / sleeps 11 / 1 night min stay

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from £162 / night

£762 / week

Book

from £162 / night

(23) Excellent 

1 / 20

Holiday narrowboat rental

Warwickshire / Henley in Arden

3 6 1 night min stay

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

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from £120 / night

£840 - £1260 / week

Book

from £120 / night

1 / 7

Srinagar holiday houseboat rental

Kashmir / Srinagar

5 15 1 night min stay

Houseboat / 5 bedrooms / sleeps 15 / 1 night min stay

Add to shortlist

from £18 / night

£121 / week

Book

from £18 / 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 / 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

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 £104 / night

£725 / week

Book

from £104 / night

(3) 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 / 4

Holiday houseboat in Srinagar

Kashmir / Srinagar

20 2 1 night min stay

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

Add to shortlist

from £38 / night

£207 - £290 / week

Book

from £38 / night

1 / 5

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

3 8 1 night min stay

Houseboat / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £35 / night

£242 / week

Book

from £35 / 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 / 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

(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 / 4

Holiday yacht in Nans les Pins

Nans-les-Pins / Nans les Pins

3 6 Min stay varies

Yacht / 3 bedrooms / sleeps 6 / Min stay varies

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from £693 / night

£693 / week

Book

from £693 / night

1 / 6

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 8 1 night min stay

Houseboat / 3 bedrooms / sleeps 8 / 1 night min stay

Add to shortlist

from £56 / night

£621 / week

Book

from £56 / night

1 / 15

Holiday houseboat rental

Kashmir / Srinagar

11 33 Min stay varies

Houseboat / 11 bedrooms / sleeps 33 / Min stay varies

Add to shortlist

from £28 / night

£28 / week

Book

from £28 / 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 £100 / night

£700 / week

Book

from £100 / night

1 / 12

Holiday houseboat in Damazan

Lot-et-Garonne / Damazan

2 4 Min stay varies

Houseboat / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

Pricing unknown

Book

Pricing unknown

1 / 22

Srinagar ski houseboat to rent.

Kashmir / Srinagar

3 9 1 night min stay

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

Add to shortlist

from £18 / night

£18 / week

Book

from £18 / night

1 / 10

Holiday houseboat rental

Kashmir / Srinagar

10 20 1 night min stay

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

Add to shortlist

from £35 / night

£35 - £39 / week

Book

from £35 / night

1 / 7

Holiday yacht in Marseille

Bouches-du-Rhone / Marseille

6 10 1 night min stay

Yacht / 6 bedrooms / sleeps 10 / 1 night min stay

Add to shortlist

from £385 / night

£3462 / week

Book

from £385 / night

1 / 5

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min stay

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

Add to shortlist

from £35 / night

£35 / week

Book

from £35 / night

1 / 15

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 12 1 night min stay

Houseboat / 3 bedrooms / sleeps 12 / 1 night min stay

Add to shortlist

from £13 / night

£14 / week

Book

from £13 / night

1 / 9

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 6 1 night min stay

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

Add to shortlist

from £23 / night

£28 - £29 / week

Book

from £23 / night

1 / 10

Ajaccio holiday yacht rental

Corse-du-Sud / Ajaccio

3 8 Min stay varies

Yacht / 3 bedrooms / sleeps 8 / Min stay varies

Add to shortlist

from £275 / night

£1924 - £4039 / week

Book

from £275 / 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 £693 / night

£3770 / week

Book

from £693 / 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 / 25

Amsterdam holiday houseboat rental

Amsterdam / Central Amsterdam

2 4 2 nights min stay

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

Add to shortlist

from £277 / night

£1770 / week

Book

from £277 / night

(1) Excellent 

1 / 17

Holiday houseboat in Holsworthy

Devon / Holsworthy

2 4 Min stay varies

Houseboat / 2 bedrooms / sleeps 4 / Min stay varies

Add to shortlist

from £98 / night

£410 - £715 / week

Book

from £98 / night

(4) Excellent 

1 / 18

Oost-knollendam holiday houseboat rental

North Holland Province / Oost-knollendam

2 6 3 nights min stay

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

Add to shortlist

from £193 / night

£770 / week

Enquire

from £193 / night

1 / 34

Holiday yacht in Colares

Sintra Municipality / Colares

3 10 Min stay varies

Yacht / 3 bedrooms / sleeps 10 / Min stay varies

Add to shortlist

from £150 / night

£808 - £1724 / week

Enquire

from £150 / night

1 / 9

Houseboat rental in Earnewald

Friesland Province / Earnewald

4 6 Min stay varies

Houseboat / 4 bedrooms / sleeps 6 / Min stay varies

Add to shortlist

from £104 / night

£577 - £1074 / week

Book

from £104 / night

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