Sailing holidays

Sailing holidays (146)

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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146 Holiday homes

Filters applied: Washing machine

(25) Excellent 

20

Holiday houseboat with shared pool in Amsterdam

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly

from £183 / night

£1218 - £1827 / week

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from £183 / night

(5) Excellent 

11

Holiday yacht in Lymington

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit  …see more

from £220 / night

£1540 / week

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from £220 / night

(18) Excellent 

77

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly

from £153 / night

£1066 / week

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from £153 / night

(10) Excellent 

25

Province of Naples / Sorrento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £278 / night

£1740 / week

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from £278 / night

(6) Excellent 

24

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Car not necessary
  • Ask about pets

from £100 / night

£653 - £696 / week

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from £100 / night

(39) Very Good 

24

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

50 50 1 night min

  • 50 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £146 / night

£2146 / week

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from £146 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+

from £1600 / night

£6395 / week

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from £1600 / night

(18) Excellent 

27

Holiday yacht in Barcelona

Barcelona / Port Forum

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for children age 5+
“BOAT WAS A FABULOUS AND UNIQUE EXPERIENCE FOR US” I organised the trip for my brothers, in laws and couple of friends, we are all in the 45-55 age category and really just enjoyed renting the whole boat to ourselves. We cooked on board, however, the  …see more

from £257 / night

£1796 / week

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from £257 / night

(2) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £87 / night

£609 / week

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from £87 / night

(3) Excellent 

43

San Diego holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly

from £201 / night

£1406 / week

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from £201 / night

(7) Excellent 

56

Holiday yacht in El Barrio

Province of Alicante / El Barrio

2 2 3 nights min

  • 2 bedrooms
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 200 km
  • Car not necessary

from £44 / night

£261 / week

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from £44 / night

(2) Very Good 

30

Houseboat rental in Amsterdam

North Holland Province / Amsterdam

3 5 Min stay varies

  • 3 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly

from £117 / night

£816 / week

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from £117 / night

(1) Excellent 

22

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+

from £609 / night

£3392 / week

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from £609 / night

(9) Average 

13

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

3 4 Min stay varies

  • 3 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“The stay exceeded all expectations.Ideally situated near Rembrandplein” The accommodation was very tidy and especially the roomy livingroom was a plus.Wi-fi also a welcome addition and we realy enjoyed staying in the centre of Amsterdam with all the c  …see more

from £207 / night

£1909 / week

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from £207 / night

9

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

from £74 / night

£518 - £609 / week

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from £74 / night

(6) Excellent 

21

Copenhagen holiday houseboat rental

Zealand / Copenhagen

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets

from £479 / night

£3044 / week

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from £479 / night

(29) Very Good 

16

Leiden holiday houseboat rental

South Holland Province / Leiden

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 27 km
  • Child friendly

from £103 / night

£692 - £801 / week

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from £103 / night

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

from £122 / night

£783 - £1514 / week

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from £122 / night

9

North Holland Province / Enkhuizen

5 16 2 nights min

  • 5 bedrooms
  • Sleeps 16
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £261 / night

£1305 - £3044 / week

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from £261 / night

(114) Excellent 

36

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Ultimate houseboat experience” Me and my partner stayed for 4 days at Houseboat Tante Piet and it was fantastic. Siet, the owner, received us with coffee and 'stroopwafels', and made us feel at home right away. She showed us our cosy bedroom (which wa  …see more

from £122 / night

£766 - £1314 / week

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from £122 / night

49

Holiday yacht in Barcelona

Province of Barcelona / Barcelona

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets

from £57 / night

£348 - £1907 / week

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from £57 / night

(3) Very Good 

14

Holiday yacht in Labuan Bajo

Flores / Labuan Bajo

6 12 2 nights min

  • 6 bedrooms
  • Sleeps 12
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £1089 / night

£7621 / week

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from £1089 / night

20

Costa Brava / Roses

3 7 Min stay varies

  • 3 bedrooms
  • Sleeps 7
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £131 / night

£731 / week

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from £131 / night

19

Holiday houseboat rental

North Holland Province / Amsterdam

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children

from £105 / night

£694 - £1869 / week

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from £105 / night

(5) Excellent 

23

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Private garden

from £105 / night

£731 / week

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from £105 / night

59

Holiday yacht in Fethiye

Mugla Province / Fethiye

7 14 6 nights min

  • 7 bedrooms
  • Sleeps 14
  • 6 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children age 5+

from £1218 / night

£7392 / week

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from £1218 / night

(2) Excellent 

7

Srinagar ski houseboat to rent.

Kashmir / Srinagar

4 12 Min stay varies

  • 4 bedrooms
  • Sleeps 12
  • Min stay varies
  • Swimming pool
  • Ski
  • Child friendly

Pricing unknown

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Pricing unknown

(5) Excellent 

12

Bouches-du-Rhone / Marseille

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Suitable for children age 5+
  • Air conditioning

from £157 / night

£1096 / week

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from £157 / night

22

Holiday yacht in Fethiye Town

Fethiye / Fethiye Town

1 1 3 nights min

  • 1 bedroom
  • Sleeps 1
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £66 / night

£435 / week

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from £66 / night

(5) Very Good 

22

Narrowboat rental in Draveil

Essonne / Draveil

3 6 4 nights min

  • 3 bedrooms
  • Sleeps 6
  • 4 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Air conditioning
“A peaceful and comfortable sail along the Marne” We had a great time sailing along the Marne and through the locks between Paris and Epernay. The boat is comfortable and well-equipped and the owner/pilot friendly and welcoming. There was food and win  …see more

from £174 / night

£783 - £1392 / week

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from £174 / night

22

Naxos / Naxos Town

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Swimming pool
  • Ask owner if suitable for children
  • Car not necessary

from £870 / night

£6087 / week

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from £870 / night

(7) Very Good 

25

Holiday yacht letting

Barcelona / Olympic Village - Beach

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £783 / night

£5218 / week

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from £783 / night

10

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden

from £19 / night

£130 / week

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from £19 / night

(5) Excellent 

20

Ille-et-Vilaine / Chevaigne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Air conditioning

from £170 / night

£1187 / week

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from £170 / night

15

Tortola / Road Town

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £1613 / night

£11291 / week

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from £1613 / night

(36) Excellent 

15

Holiday narrowboat in Bath

Somerset / Bath

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Pet friendly
“Very enjoyable short break on 'Topsy'” Mark and Lynda provided excellent tuition and couldn't have been more helpful throughout our trip. The boat was very well equiped and comfortable. We thoroughly enjoyed our time on the canal and would certainly d  …see more

from £180 / night

£1005 - £2310 / week

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from £180 / night

(2)  

12

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly

from £151 / night

£1409 - £1774 / week

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from £151 / night

(8) Excellent 

17

Barcelona holiday yacht rental

Barcelona / Ciutat Vella

4 10 2 nights min

  • 4 bedrooms
  • Sleeps 10
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“Absolutely AMAZING!! Exceeded expectations” I booked the Elmo T for my sister as a surprise for her hen do. There was a group of 7 of us. We have been extremely excited about this break and when we arrived all of our expectations were not only met but  …see more

from £783 / night

£5479 / week

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from £783 / night

4

Holiday houseboat in Barcelona

Province of Barcelona / Barcelona

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning

from £244 / night

£1479 / week

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from £244 / night

(3) Average 

50

Holiday yacht in Barcelona

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £66 / night

£392 - £2714 / week

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from £66 / night