Sailing holidays

Sailing holidays (68)

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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68 Holiday homes

Filters applied: Private garden

(5) Average 

14

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children

from £79 / night

£1094 / week

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from £79 / night

(120) 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 £118 / night

£799 - £1387 / week

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from £118 / night

(6) Excellent 

21

Key West holiday houseboat rental

Florida Keys / Key West

4 9 Min stay varies

  • 4 bedrooms
  • Sleeps 9
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Air conditioning

from £317 / night

£1954 - £5196 / week

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from £317 / night

15

North Holland Province / Weesp

7 18 2 nights min

  • 7 bedrooms
  • Sleeps 18
  • 2 nights min
  • Nearest beach 40 km
  • Car not necessary
  • Private garden

from £505 / night

£3530 / week

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from £505 / night

(20) 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
“Great accommodation in Amsterdam” The barge is extremely comfortable and well situated close enough to visit all the attractions but in a quiet location. Frank and Marlijn made sure everything was ready for us even leaving a bottle of wine for us. We
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from £148 / night

£1030 / week

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from £148 / night

(14) Excellent 

27

Holiday yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning

from £128 / night

£896 / week

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from £128 / night

(8) Average 

9

Haute-Garonne / Ramonville Saint-Agne

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning

from £177 / night

£832 / week

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from £177 / night

19

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

from £136 / night

£950 / week

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from £136 / night

(4) Excellent 

23

Oost-knollendam holiday houseboat rental

North Holland Province / Oost-knollendam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Houseboat for relaxation and with exellent view.” We spend 6 days on Humpy Dumpy. It was a great place to arrive home to after exploriating northern Holland during the day. I would have liked to have more time on the boat. using the bikes and renting
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from £209 / night

£834 - £917 / week

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from £209 / night

(1) Average 

24

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £143 / night

£1000 / week

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from £143 / 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 £101 / night

£706 / week

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from £101 / night

(1) Excellent 

16

Holiday houseboat in Holsworthy

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly

from £81 / night

£450 - £830 / week

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from £81 / night

7

Srinagar holiday houseboat rental

Kashmir / Srinagar

5 15 1 night min

  • 5 bedrooms
  • Sleeps 15
  • 1 night min
  • Private garden

from £20 / night

£137 / week

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from £20 / night

12

Jesolo / Lido di Jesolo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

from £295 / night

£1261 / week

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from £295 / night

(9) Excellent 

17

Holiday houseboat rental

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly

from £81 / night

£500 - £830 / week

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from £81 / night

21

Holiday yacht in Amsterdam

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £135 / night

£942 / week

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from £135 / night

(1) Average 

10

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £127 / night

£883 / week

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from £127 / night

(26) Excellent 

21

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Car not necessary
  • Private garden

from £122 / night

£706 / week

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from £122 / night

12

Holiday houseboat in Damazan

Lot-et-Garonne / Damazan

2 4 Min stay varies

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

Pricing unknown

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Pricing unknown

26

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden

from £143 / night

£1000 / week

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from £143 / night

(1)  

24

Holiday houseboat rental

North Holland Province / Amsterdam

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Private garden

from £269 / night

£1883 / week

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from £269 / night

(1) Excellent 

12

Cavallino-Treporti / Punta Sabbioni

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

from £93 / night

£648 / week

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from £93 / night

(1) Very Good 

30

Holiday houseboat with golf nearby in Srinagar

Kashmir / Srinagar

8 18 1 night min

  • 8 bedrooms
  • Sleeps 18
  • 1 night min
  • Private garden

from £17 / night

£121 / week

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from £17 / night

(5) Excellent 

18

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £90 / night

£600 - £810 / week

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from £90 / night

4

Holiday houseboat in Srinagar

Kashmir / Srinagar

20 2 1 night min

  • 20 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £55 / night

£329 / week

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from £55 / night

14

North Holland Province / Weesp

7 20 2 nights min

  • 7 bedrooms
  • Sleeps 20
  • 2 nights min
  • Nearest beach 40 km
  • Car not necessary
  • Private garden

from £500 / night

£3500 / week

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from £500 / night

9

Srinagar ski houseboat to rent.

Kashmir / Srinagar

3 10 1 night min

  • 3 bedrooms
  • Sleeps 10
  • 1 night min
  • Ski
  • Child friendly
  • Air conditioning

from £25 / night

£41 / week

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from £25 / 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 £85 / night

£589 / week

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from £85 / night

(4) Excellent 

45

Holiday yacht in Kas

Antalya Province / Kas

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £757 / night

£5295 / week

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from £757 / night

5

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £31 / night

£32 / week

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from £31 / night

(1) Very Good 

32

Port d'Andratx holiday yacht rental

Port d'Andratx / Cala Llamp

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool

from £60 / night

£420 / week

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from £60 / night

(2) Very Good 

19

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden

from £160 / night

£1118 / week

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from £160 / 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 £18 / night

£126 / week

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from £18 / night

13

Holiday houseboat in Alappuzha

Alappuzha District / Alappuzha

12 6 1 night min

  • 12 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Child friendly

from £312 / night

£2183 / week

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from £312 / night

(1) Average 

21

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Private garden

from £134 / night

£934 / week

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from £134 / night

13

Ile-de-France / Paris

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden

from £93 / night

£648 / week

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from £93 / night

44

Houseboat rental in Srinagar with golf nearby

Kashmir / Srinagar

27 50 1 night min

  • 27 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children

from £94 / night

£704 / week

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from £94 / night

6

Holiday houseboat in Srinagar

Kashmir / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Private garden

from £63 / night

£704 / week

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from £63 / night

4

Jesolo / Lido di Jesolo

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets

from £117 / night

£584 / week

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from £117 / night

20

Srinagar holiday houseboat rental

Kashmir / Srinagar

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £32 / night

£236 / week

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from £32 / night

1