Sailing holidays

Sailing holidays (48)

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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48 Holiday homes

Filters applied: Fireplace

(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 £144 / night

£2128 / week

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from £144 / night

(17) Very Good 

19

Narrowboat rental in Nantwich

Cheshire / Nantwich

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“Lovely short break on Adele Marie” Martin couldn't have been more helpful with sending us on our way up the Shropshire canal, his wife even went to the trouble of baking scones (on the day!) with jam and cream for us, plus there was tea coffee milk .  …see more

from £80 / night

£800 - £1835 / week

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from £80 / night

(19) 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 £151 / night

£1057 / week

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from £151 / night

(4) Excellent 

13

Narrowboat rental in Henley-on-Thames

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An amazing family holiday” All information/ communication in the run up to the holiday was very good, we were greeted in a very friendly manner and had a very informative tutorial about the narrowboat and locks which put us at ease and in good sted fo  …see more

from £251 / night

£1245 - £1600 / week

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from £251 / night

(115) 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 £121 / night

£759 - £1302 / week

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from £121 / night

(1) Excellent 

14

Henley-on-Thames holiday narrowboat rental

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly

from £303 / night

£1350 - £1754 / week

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from £303 / night

(9) Very Good 

24

Houseboat accommodation in Henley-on-Thames

Oxfordshire / Henley-on-Thames

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“An incredibly relaxing holiday in perfect comfort on a beautiful part of the Thames.” From start to finish this turned out to beat many 5 star hotel holidays we had all taken. Firstly the hosts are attentive, lovely and fun. They gave us 2 informed fa  …see more

from £250 / night

£1510 - £2160 / week

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from £250 / night

(53) Excellent 

30

Holiday narrowboat rental

Salford / Worsley

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Pet friendly
“fantastic trip” We had an amazing long weekend as usual. The boat (Queenie) was absolutely fab, cosy clean and warm and a real head turner. people stopped and looked and had their photos taken beside it. I would recommend this boating experience to ev  …see more

from £170 / night

£1190 / week

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from £170 / 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 £70 / night

£600 - £810 / week

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from £70 / 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 £604 / night

£3363 / week

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from £604 / night

(26) Excellent 

87

Houseboat rental in Dublin

Dublin / Dublin 2

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Nearest beach 3 km
  • Child friendly
  • Car not necessary

from £113 / night

£785 / week

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from £113 / 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

(5) Excellent 

15

Pangkalan Bun holiday houseboat rental

Central Kalimantan / Pangkalan Bun

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • Child friendly
  • Air conditioning

from £280 / night

£1750 - £6790 / week

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from £280 / night

(12) Excellent 

17

Holiday houseboat rental

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
“Excellent accomodation , Spacious, Comfortable & Clean” My Children 13,16,17 plus Grandparent 78 all had an excellent time in Paris . The boat made an excellent base for seeing the sights as public transport is minutes walk away.The boat is spacious,  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / 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 £169 / night

£1177 / week

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from £169 / 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

11

Bathampton holiday houseboat rental

Bath / Bathampton

2 6 3 nights min

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

from £249 / night

£1490 / week

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from £249 / 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 £95 / night

£664 / week

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from £95 / 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 £220 / night

£1005 - £2310 / week

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from £220 / night

(4) Excellent 

5

Holiday narrowboat rental

Warwickshire / Harborough Magna

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly

from £252 / night

£755 / week

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from £252 / night

11

Holiday houseboat in Labuan Bajo

Flores / Labuan Bajo

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning

from £2400 / night

£16016 / week

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from £2400 / night

(5) Excellent 

21

Holiday narrowboat in Guildford

Surrey / Guildford

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
“Super time on the box of delights” Enjoyed a smashing weekend over Valentines, the boat came fully equipped, with many luxury extras that really made a difference. Ray and Julie were amazing , completely devoted to us as guests from beginning to end  …see more

from £300 / night

£1500 / week

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from £300 / 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

£241 - £2380 / week

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from £32 / night

13

Brandenburg / Hennigsdorf

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly

from £147 / night

£1026 / week

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from £147 / 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 £96 / night

£720 / week

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from £96 / night

(28) Excellent 

4

Llangattock holiday narrowboat rental

Crickhowell / Llangattock

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Nearest beach 75 km
  • Child friendly
  • Car not necessary

from £213 / night

£1489 - £2330 / week

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from £213 / 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 £150 / night

£1397 - £1759 / week

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from £150 / night

14

Aude / Carcassonne

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation

from £3200 / night

£22400 / week

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from £3200 / night

13

Ski yacht to rent in Halong Bay

Quang Ninh Province / Halong Bay

14 32 1 night min

  • 14 bedrooms
  • Sleeps 32
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Ski

from £304 / night

£2128 / week

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from £304 / night

(2) Excellent 

13

Houseboat rental in Amiens

Somme / Amiens

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Nearest beach 60 km
  • Car not necessary

from £345 / night

£2414 / week

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from £345 / night

9

Henley-on-Thames holiday narrowboat rental

Oxfordshire / Henley-on-Thames

2 8 Min stay varies

  • 2 bedrooms
  • Sleeps 8
  • Min stay varies
  • Child friendly
  • Pet friendly

from £347 / night

£1629 - £1944 / week

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from £347 / night

4

Aude / Carcassonne

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £108 / night

£755 / week

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from £108 / night

4

Aude / Carcassonne

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min

from £108 / night

£755 / week

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from £108 / night

10

Holiday narrowboat in West Row

Mildenhall / West Row

1 4 3 nights min

  • 1 bedroom
  • Sleeps 4
  • 3 nights min
  • Suitable for children age 5+

from £150 / night

£1050 / week

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from £150 / night

22

Houseboat rental in Kokkorevo

Leningrad Oblast / Kokkorevo

8 20 1 night min

  • 8 bedrooms
  • Sleeps 20
  • 1 night min
  • Child friendly

from £128 / night

£896 / week

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from £128 / night

(1) Excellent 

19

Rhodes / Rhodes Town

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Ask owner if suitable for children

from £31 / night

£212 - £272 / week

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from £31 / night

(1) Excellent 

18

Amsterdam / Central Amsterdam

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

from £259 / night

£1725 / week

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from £259 / night

24

Florida / Miami Beach

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Swimming pool
  • Child friendly
  • Air conditioning

from £156 / night

£960 - £1968 / week

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from £156 / night

33

Washington / Seattle

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Suitable for children age 5+

from £156 / night

£960 - £1240 / week

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from £156 / night

(2) Excellent 

106

North Yorkshire / York

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 40 km
  • Child friendly
  • Car not necessary

from £195 / night

£1200 - £1350 / week

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from £195 / night

1