Sailing vacations

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1,220 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 $753 / night

$4,514 / week

Vacation houseboat in Mannum

Mannum houseboat

3 bedrooms / 3 bathrooms / sleeps 6

from $541 / night

$2,644 / week

Vacation houseboat in Quebriac

Quebriac houseboat

1 bedroom / 1 bathroom / sleeps 2

2

from $104 / night

$603 / week

Kariba Vacation houseboat rental

Kariba houseboat

3 bedrooms / 2 bathrooms / sleeps 15

1

from $516 / night

$3,607 / week

Vacation houseboat rental

Tonnerre houseboat

1 bedroom / 1 bathroom / sleeps 2

from $280 / night

$1,904 / week

Vacation yacht in Porto Conte

Porto Conte yacht

3 bedrooms / 2 bathrooms / sleeps 5

1

from $127 / night

$889 / week

Vacation houseboat in Nieuwpoort

Nieuwpoort houseboat

2 bedrooms / 1 bathroom / sleeps 4

5

from $228 / night

$1,596 / week

Vacation yacht in Unterterzen

Unterterzen yacht

2 bedrooms / 1 bathroom / sleeps 4

5

from $77 / night

$534 / week

Yacht rental in Lakki

Lakki yacht

3 bedrooms / 3 bathrooms / sleeps 6

2

from $191 / night

$1,333 / week

Vacation houseboat in Srinagar

Srinagar houseboat

4 bedrooms / 4 bathrooms / sleeps 12

8

Responds fast! avg. 2 hours 38 minutes

from $26 / night

$178 / week

Vacation houseboat in Giethoorn

Giethoorn houseboat

2 bedrooms / 1 bathroom / sleeps 4

5

Responds fast! avg. 2 hours 41 minutes

from $146 / night

$1,023 / week

Vacation houseboat with shared pool in Amsterdam

Amsterdam houseboat

1 bedroom / 1 bathroom / sleeps 4

38

from $247 / night

$1,520 - $3,090 / week

Caye Caulker Vacation yacht rental

Caye Caulker yacht

3 bedrooms / 3 bathrooms / sleeps 6

4

from $1,145 / night

$8,015 / week

Vacation narrowboat in Guildford

Guildford narrowboat

1 bedroom / 1 bathroom / sleeps 6

15

Responds fast! avg. 1 hour 53 minutes

from $527 / night

$2,558 / week

Henley-on-Thames Vacation narrowboat rental

Henley-on-Thames narrowboat

2 bedrooms / 2 bathrooms / sleeps 9

9

from $581 / night

$2,467 - $3,445 / week

Vacation yacht in El Porvenir

El Porvenir yacht

3 bedrooms / 2 bathrooms / sleeps 6

12

from $573 / night

$4,008 / week

Vacation yacht in Grand Bourg

Grand Bourg yacht

3 bedrooms / 2 bathrooms / sleeps 4

from $380 / night

$2,533 / week

San Blas Islands Vacation yacht rental

San Blas Islands yacht

3 bedrooms / 2 bathrooms / sleeps 6

from $184 / night

$1,283 / week

Vacation narrowboat in Uppsala

Uppsala narrowboat

17 bedrooms / 8 bathrooms / sleeps 32

from $67 / night

$465 / week

Lyon Vacation houseboat rental

Lyon houseboat

2 bedrooms / 2 bathrooms / sleeps 6

from $74 / night

$482 - $1,014 / week

Vacation houseboat with golf nearby in East Molesey

East Molesey houseboat

2 bedrooms / 1 bathroom / sleeps 6

17

from $181 / night

$1,264 / week

Vacation houseboat in Kariba

Kariba houseboat

4 bedrooms / 2 bathrooms / sleeps 10

1

from $344 / night

$2,061 / 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 - $12,870 / week

Netley Abbey Vacation yacht rental

Netley Abbey yacht

4 bedrooms / 1 bathroom / sleeps 8

7

from $113 / night

$1,054 - $2,317 / week

Manaus Vacation houseboat rental

Manaus houseboat

1 bedroom / 1 bathroom / sleeps 6

6

from $35 / night

$241 / week

Houseboat accommodation in Henley-on-Thames

Henley-on-Thames houseboat

3 bedrooms / 3 bathrooms / sleeps 11

28

from $527 / night

$2,558 - $6,605 / week

Barcelona Vacation yacht rental

Barcelona yacht

4 bedrooms / 5 bathrooms / sleeps 10

9

from $1,140 / night

$7,979 / week

Narrowboat rental in Poynton

Poynton narrowboat

1 bedroom / 1 bathroom / sleeps 4

7

Responds fast! avg. 2 hours 12 minutes

from $219 / night

$1,243 / week

Vacation narrowboat in Guildford

Guildford narrowboat

2 bedrooms / 1 bathroom / sleeps 6

11

Responds fast! avg. 1 hour 53 minutes

from $452 / night

$2,257 / week

Yacht rental in Porto-Vecchio

Porto-Vecchio yacht

4 bedrooms / 2 bathrooms / sleeps 8

5

Responds fast! avg. 1 hour 51 minutes

from $646 / night

$4,521 / week

Vacation houseboat in Mannum

Mannum houseboat

3 bedrooms / 3 bathrooms / sleeps 8

from $784 / night

$5,483 / week

Houseboat rental in Amsterdam

Amsterdam houseboat

2 bedrooms / 2 bathrooms / sleeps 4

29

Responds fast! avg. 2 hours 31 minutes

from $317 / night

$2,217 / week

Vacation yacht rental

Barcelona yacht

4 bedrooms / 5 bathrooms / sleeps 10

8

from $1,144 / night

$7,621 / week

Yacht accommodation in Ajaccio

Ajaccio yacht

3 bedrooms / 1 bathroom / sleeps 6

from $571 / night

$2,285 / week

Vacation houseboat in Kumarakom

Kumarakom houseboat

1 bedroom / 1 bathroom / sleeps 3

30

from $124 / night

$866 / week

Henley-on-Thames Vacation narrowboat rental

Henley-on-Thames narrowboat

3 bedrooms / 3 bathrooms / sleeps 8

11

from $456 / night

$2,092 - $2,685 / week

Srinagar Vacation houseboat rental

Srinagar houseboat

3 bedrooms / 3 bathrooms / sleeps 6

4

from $12 / night

$81 / week

Yacht rental in Aswan

Aswan yacht

3 bedrooms / 1 bathroom / sleeps 6

from $26 / night

$178 / week

Srinagar ski houseboat to rent.

Srinagar houseboat

3 bedrooms / 3 bathrooms / sleeps 3

38

from $44 / night

$275 / week

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Sailing vacations (1220)

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.