Sailing vacations

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1,225 Vacation rentals

Vacation houseboat in Alappuzha

Alappuzha houseboat

4 bedrooms / 4 bathrooms / sleeps 12

283

from $305 / night

$1,800 / week

Mayreau Vacation yacht rental

Mayreau yacht

3 bedrooms / 2 bathrooms / sleeps 6

1

from $752 / night

$4,509 / week

Vacation houseboat in Nieuwpoort

Nieuwpoort houseboat

2 bedrooms / 1 bathroom / sleeps 4

5

from $228 / night

$1,593 / week

Vacation houseboat in Mannum

Mannum houseboat

3 bedrooms / 3 bathrooms / sleeps 6

from $542 / night

$2,651 / week

Vacation houseboat rental

Tonnerre houseboat

1 bedroom / 1 bathroom / sleeps 2

from $279 / night

$1,902 / week

Vacation houseboat in Kariba

Kariba houseboat

4 bedrooms / 2 bathrooms / sleeps 10

1

from $344 / night

$2,061 / week

Lyon Vacation houseboat rental

Lyon houseboat

2 bedrooms / 2 bathrooms / sleeps 6

from $74 / night

$482 - $1,015 / week

Vacation houseboat in Giethoorn

Giethoorn houseboat

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 2 hours 21 minutes

from $146 / night

$1,018 / week

Vacation yacht in El Porvenir

El Porvenir yacht

3 bedrooms / 2 bathrooms / sleeps 6

12

from $573 / night

$4,008 / week

Vacation narrowboat in Guildford

Guildford narrowboat

1 bedroom / 1 bathroom / sleeps 6

15

Responds fast! avg. 1 hour 46 minutes

from $602 / night

$2,555 / week

Vacation yacht in Chateauguay

Chateauguay yacht

1 bedroom / 1 bathroom / sleeps 2

from $162 / night

$1,131 / week

Henley-on-Thames Vacation narrowboat rental

Henley-on-Thames narrowboat

2 bedrooms / 2 bathrooms / sleeps 9

9

from $580 / night

$2,465 - $3,442 / week

Yacht rental in Lakki

Lakki yacht

3 bedrooms / 3 bathrooms / sleeps 6

2

from $190 / night

$1,327 / week

Srinagar Vacation houseboat rental

Srinagar houseboat

3 bedrooms / 3 bathrooms / sleeps 6

4

from $12 / night

$81 / week

Houseboat rental in Amsterdam

Amsterdam houseboat

2 bedrooms / 2 bathrooms / sleeps 4

29

Responds fast! avg. 2 hours 31 minutes

from $317 / night

$2,219 / week

Pangkalan Bun Vacation houseboat rental

Pangkalan Bun houseboat

6 bedrooms / 4 bathrooms / sleeps 10

9

from $905 / night

$6,332 / week

Vacation houseboat in Quebriac

Quebriac houseboat

1 bedroom / 1 bathroom / sleeps 2

2

from $105 / night

$605 / week

Vacation houseboat in Srinagar

Srinagar houseboat

4 bedrooms / 4 bathrooms / sleeps 12

11

Responds fast! avg. 2 hours 38 minutes

from $26 / night

$178 / week

Vacation houseboat with shared pool in Amsterdam

Amsterdam houseboat

1 bedroom / 1 bathroom / sleeps 4

39

Responds fast! avg. 3 hours 7 minutes

from $248 / night

$1,522 - $3,094 / week

Yacht rental in Gulf Breeze with swimming pool

Gulf Breeze yacht

2 bedrooms / 2 bathrooms / sleeps 6

1

Responds fast! avg. 2 hours 41 minutes

from $166 / night

$1,163 / week

Kariba Vacation houseboat rental

Kariba houseboat

3 bedrooms / 2 bathrooms / sleeps 15

1

from $516 / night

$3,607 / week

Houseboat accommodation in Henley-on-Thames

Henley-on-Thames houseboat

3 bedrooms / 3 bathrooms / sleeps 11

28

from $526 / night

$2,555 - $6,597 / week

Caye Caulker Vacation yacht rental

Caye Caulker yacht

3 bedrooms / 3 bathrooms / sleeps 6

5

Responds fast! avg. 3 hours 57 minutes

from $916 / night

$6,412 / week

Yacht rental in Aswan

Aswan yacht

3 bedrooms / 1 bathroom / sleeps 6

from $26 / night

$178 / week

Vacation houseboat in Kumarakom

Kumarakom houseboat

1 bedroom / 1 bathroom / sleeps 3

30

from $124 / night

$866 / week

Vacation yacht in Unterterzen

Unterterzen yacht

2 bedrooms / 1 bathroom / sleeps 4

5

from $76 / night

$533 / week

Narrowboat rental in Poynton

Poynton narrowboat

1 bedroom / 1 bathroom / sleeps 4

7

Responds fast! avg. 2 hours 26 minutes

from $218 / night

$1,239 / week

Vacation narrowboat in Guildford

Guildford narrowboat

2 bedrooms / 1 bathroom / sleeps 6

11

Responds fast! avg. 1 hour 46 minutes

from $602 / night

$2,555 / week

Cap-d'Agde Vacation yacht rental

Cap-d'Agde yacht

1 bedroom / 1 bathroom / sleeps 2

7

Responds fast! avg. 3 hours 58 minutes

from $95 / night

$666 / week

Vacation yacht in Bodrum City

Bodrum City yacht

5 bedrooms / 5 bathrooms / sleeps 12

6

from $1,902 / night

$13,314 / week

Netley Abbey Vacation yacht rental

Netley Abbey yacht

4 bedrooms / 1 bathroom / sleeps 8

7

from $113 / night

$1,052 - $2,315 / week

Vacation houseboat with golf nearby in East Molesey

East Molesey houseboat

2 bedrooms / 1 bathroom / sleeps 6

18

from $181 / night

$1,263 / week

Vacation yacht in Grand Bourg

Grand Bourg yacht

3 bedrooms / 2 bathrooms / sleeps 4

from $381 / night

$2,536 / week

Barcelona Vacation yacht rental

Barcelona yacht

4 bedrooms / 5 bathrooms / sleeps 10

9

Responds fast! avg. 2 hours 33 minutes

from $1,142 / night

$7,988 / week

Leiden Vacation houseboat rental

Leiden houseboat

2 bedrooms / 1 bathroom / sleeps 4

36

Responds fast! avg. 3 hours 30 minutes

from $150 / night

$1,008 - $1,328 / week

Vacation narrowboat in Uppsala

Uppsala narrowboat

17 bedrooms / 8 bathrooms / sleeps 32

from $66 / night

$462 / week

Vacation yacht accommodation

Talamone yacht

2 bedrooms / 1 bathroom / sleeps 4

1

from $254 / night

$1,775 / week

Vacation yacht rental

Port Elizabeth yacht

3 bedrooms / 3 bathrooms / sleeps 6

25

Responds fast! avg. 3 hours 47 minutes

from $859 / night

$5,496 - $8,519 / week

Srinagar ski houseboat to rent.

Srinagar houseboat

3 bedrooms / 3 bathrooms / sleeps 3

38

from $44 / night

$275 / week

Vacation yacht in Bakar

Bakar yacht

2 bedrooms / 1 bathroom / sleeps 4

from $229 / night

$1,598 / week

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Sailing vacations (1225)

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.