Sailing holidays

Sailing holidays (291)

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.

View larger map

Also consider

Luxury Villas
2,684 properties
Coastal Cottages
222 properties
Pet Friendly Cottages
27,095 properties
Romantic Breaks
3,207 properties
Group Holidays
17,143 properties
Log Cabin Holidays
238 properties
Rural Retreats
12,438 properties
City Breaks
8,475 properties
Holiday Cottages
17,239 properties
Villas in Spain
11,248 properties
Villas in Tenerife
707 properties
Gites in France
8,131 properties
Holiday Cottages in Cornwall
2,983 properties
London Holiday Apartments
941 properties
Florida Villas
905 properties
Villas in Ibiza
349 properties
Villas in Portugal
4,126 properties
Villas in Turkey
2,202 properties
Villas in Malta
455 properties
Lake District Cottages
940 properties

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

291 Holiday homes

Filters applied: BBQ

(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 £275 / night

£1725 / week

Book View

from £275 / 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 £143 / night

£2112 / week

Book View

from £143 / 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

Book View

from £151 / night

23

Holiday houseboat in Jyväskylä

Central Finland / Jyväskylä

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £268 / night

£1548 - £2324 / week

Book View

from £268 / 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 £200 / night

£1400 / week

Book View

from £200 / night

(17) Excellent 

12

Holiday houseboat in Amsterdam

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets

from £104 / night

£518 / week

Book View

from £104 / 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 £255 / night

£1781 / week

Book View

from £255 / night

(6) Excellent 

12

State of Rio de Janeiro / Ilha Grande

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation

from £113 / night

£785 / week

Book View

from £113 / 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 £198 / night

£1384 / week

Book View

from £198 / night

(1) Excellent 

14

Italian Riviera / Lavagna

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £214 / night

£1497 / week

Book View

from £214 / 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

Book View

from £70 / 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

Book View

from £121 / night

6

Holiday yacht in Port Elizabeth

Bequia / Port Elizabeth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Car not necessary

from £477 / night

£3334 / week

Book View

from £477 / 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

Book View

from £1600 / night

(4) Excellent 

29

Amazon River / Manaus

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

from £22 / night

£167 - £917 / week

Book View

from £22 / 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

Book View

from £604 / night

21

Arrondissement of Le Marin / Le Marin

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £419 / night

£2932 - £3621 / week

Book View

from £419 / night

44

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

20 46 1 night min

  • 20 bedrooms
  • Sleeps 46
  • 1 night min
  • Child friendly
  • Air conditioning

from £223 / night

£1556 / week

Book View

from £223 / 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 £50 / night

£350 / week

Book View

from £50 / night

(16) Excellent 

14

Holiday yacht rental

Bequia / Port Elizabeth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £953 / night

£4921 - £9731 / week

Book View

from £953 / night

20

Arrondissement of Le Marin / Le Marin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

from £259 / night

£1811 / week

Book View

from £259 / night

5

Charente-Maritime / La Rochelle

2 4 1 night min

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

from £117 / night

£815 / week

Book View

from £117 / 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

Book View

from £81 / night

5

Holiday yacht in Serangan

Denpasar / Serangan

6 50 1 night min

  • 6 bedrooms
  • Sleeps 50
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

from £2947 / night

£20623 / week

Book View

from £2947 / night

11

Holiday houseboat in Montauban

Tarn-et-Garonne / Montauban

4 8 7 nights min

  • 4 bedrooms
  • Sleeps 8
  • 7 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

from £1478 / night

£10345 / week

Book View

from £1478 / night

(2) Excellent 

7

Holiday houseboat in Mallacoota

Gippsland / Mallacoota

2 5 3 nights min

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

from £158 / night

£758 - £1031 / week

Book View

from £158 / night

12

Holiday yacht in Puerto Bahia

Puerto Plata Province / Puerto Bahia

3 6 1 night min

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

from £750 / night

£4723 / week

Book View

from £750 / 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
…see more

from £216 / night

£863 - £949 / week

Enquire View

from £216 / night

20

Holiday yacht rental

Kas / Kas center

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

from £785 / night

£5492 / week

Book View

from £785 / night

(3) Very Good 

22

Holiday yacht in Kas

Antalya Province / Kas

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets

from £518 / night

£3621 - £4742 / week

Book View

from £518 / night

19

Canton of Geneva / Geneva

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation

from £202 / night

£1412 / week

Book View

from £202 / night

12

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 8 1 night min

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

from £12 / night

£84 - £112 / week

Book View

from £12 / 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 £776 / night

£5173 / week

Enquire View

from £776 / night

(7) Very Good 

24

Holiday houseboat in Amsterdam

Amsterdam / De Pijp

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

from £104 / night

£690 / week

Book View

from £104 / night

(1) Excellent 

7

Yacht rental in Anissaras

Hersonissos / Anissaras

5 10 1 night min

  • 5 bedrooms
  • Sleeps 10
  • 1 night min
  • Child friendly

from £690 / night

£4311 / week

Book View

from £690 / night

26

Paraty / Corumbe Beach

1 1 2 nights min

  • 1 bedroom
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary

from £95 / night

£664 / week

Book View

from £95 / 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 £475 / night

£3018 / week

Book View

from £475 / 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

£239 - £2362 / week

Book View

from £32 / night

13

Holiday yacht rental

Cephalonia / Spartia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary

from £245 / night

£1700 / week

Book View

from £245 / night

(1) Excellent 

10

Holiday yacht in Dar es Salaam

Dar es Salaam / Masaki Peninsula

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Stu Berry yacht trip August 2011” Loved every minute of it. Chilled and superb trip. Great country, and perfect place to travel by yacht. Wonderful crew.
…see more

from £953 / night

£6667 / week

Book View

from £953 / night

1