List your home
Apply filters
£ to

Sailing holidays (366)

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.

Show results on map

Filter your search

Price per day

£ to

Bedrooms

Location

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
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
366 Results  |  
6 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £138 /night

£965 - £1492 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

20 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £117 /night

£815 - £1256 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Based on the trent and mersey canal Ideal starting point for a different type of holiday  …see more

9 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Short stays welcome

Add to shortlist

from £164 /night

£1142 - £1547 / week

View

Key info:

  • Great for children of all ages 5
  • Pets welcome
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire. http://www.youtube.com/watch?v=ic_XjbO_tZA  …see more

Featured properties

13 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

Add to shortlist

from £117 /night

£815 - £1256 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Situated in the heart of England, it the ideal starting point for a different type of Holiday. From Stone you have several choices of routes i.e., an energetic Week The Four Counties Ring or a quieter week the Caldon and Harecastle Tunnel. Why not a days hire.  …see more

10 Photos

Narrowboat | 10 Bedrooms | sleeps 20

1 night min stay

Add to shortlist

from £203 /night

£1420 - £16592 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The Bassac offer short-to-medium-range discovery cruises in charming, authentic river cabin cruisers. Joining in on a cruise is the simple and cost-effective way to enjoy some time on board and discover the delta for the smaller groups, actually even for single passeng  …see more

6 Photos

Houseboat | 26 Bedrooms | sleeps 50

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £134 /night

£935 - £42385 / week

View

Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Life aboard the Jahan, will read much like a royal. Here is just teaser (note: this is not a spoiler warning – for that, you need to experience the Jahan in flesh) -  …see more

4 Photos

Houseboat | 10 Bedrooms | sleeps 20

1 night min stay

Add to shortlist

from £129 /night

£899 - £14656 / week

View

Key info:

  • Not suitable for children
  • Car essential
  • Air conditioning
  • No pets allowed
Le Cochinchine Cruise was built in traditional style with an elegant and modern beauty. The design of Le Cochinchine makes it be a strong and safe river cruise on Mekong River  …see more

19 Photos

Yacht | 10 Bedrooms | sleeps 20

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • Air conditioning
  • No pets allowed
Highlights: - Cruise through stunning Halong Bay on traditional Asian junk - Kayak around breathtaking limestone scenery - Vietnamese feast of delicious seafood - Visiting Sung Sot cave and Ti Top island - Cooking Class - Squid fishing at night  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £184 /night

£1283 - £1838 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Air conditioning
  • Some pets are welcome - please contact the owner
Discover the French countryside from the deck of a luxury canal boat. Cruising in Burgundy on France's most beautiful canal you pass scenic countryside, ancient towns and villages, and past Cathedrals and Chateaux, stopping only to enjoy the superb local food and wine. We also have a range of other boats available for 2 to 10 people. These are in Burgundy and on the Midi  …see more

8 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

Add to shortlist

from £721 /night

£5044 - £6754 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Unique experience guarantee, you will visit the must amazing bays in Croatia even in the world. Imagine your self somewhere between 300 small island not only beautiful but amazingly nice. We again guarantee you an amazing experience... What makes dolin so special is the very friendly crew this what says all the guests of the boat.  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

4 Nights min stay

Add to shortlist

from £43 /night

£300 - £385 / week

View

Key info:

  • Suitable for children over
  • No pets allowed
LUXURY BOAT IN HURGHADA FOR FISHING - DIVING - SNORKELING Navigation VHF radio, GPS + plotter, GPS, fish finder, navigation tools, compass, speed log  …see more

9 Photos

Yacht | 2 Bedrooms | sleeps 4

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Berthed on a pontoon berth with spectacular views of Valletta and Manoel Island  …see more

9 Photos

Yacht | 4 Bedrooms | sleeps 8

6 Nights min stay

Add to shortlist

from £428 /night

£2992 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Air conditioning
  • No pets allowed
Luxury Nautor Swan sailing yacht.  …see more

24 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £1698 /night

£11883 / week

View

Key info:

  • Great for children of all ages 5
  • Air conditioning
  • Some pets are welcome - please contact the owner
Sailing in the comfort of a world class boutique hotel On gullet Eleganza everything for your comfort is taken care of.You will not only be experiencing a truly enriching cultural exchange with local people, but also an exciting adventure diving in crystal clear waters.  …see more

20 Photos

Narrowboat | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

Add to shortlist

from £22 /night

£149 - £2226 / week

View

Key info:

  • Great for children of all ages 5
  • Some pets are welcome - please contact the owner
  • Private garden
The perfect place to slow down, get closer to nature and experience the unique British canal system. Offering B&B, day trips, weekend retreats and longer breaks. Join an existing trip or book the whole boat. Home-cooked veggie/vegan food available. Narrow boats, wide eyes, open minds...  …see more

15 Photos

Houseboat | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

Add to shortlist

from £169 /night

£1181 - £1344 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • Some pets are welcome - please contact the owner
Best and Authentic houseboats at best rates. Book direct from the owner for 2, 3, 4 or 5 bedroom houseboats at alleppey.  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

Add to shortlist

from £334 /night

£2332 - £2756 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Suitable for children over
  • Car not necessary
  • No pets allowed
For an amazing and unforgettable holiday this year charter the beautiful sailing yacht 'Shanti' and cruise the Ionian islands in style.  …see more

22 Photos

Narrowboat | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £131 /night

£912 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
luxury, narrowboat, river wey, river thames, relaxing, peaceful, scenic Full instruction given, novices welcome. Buoyancy aids provided.  …see more

7 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £106 /night

£737 - £1110 / week

View

Key info:

  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
Self charter boating holidays on Loch Ness & the Caledonian Canal. Weekly and shortbreak hire available from April to October. No previous experience required as comprehensive instruction provided.Cruise through the spectacular scenery of Loch Ness and The Great Gle  …see more

7 Photos

Yacht | 2 Bedrooms | sleeps 8

Min stay varies

Add to shortlist

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Not suitable for children
  • Air conditioning
  • Some pets are welcome - please contact the owner
Freedom to see the sights, with out having to unpack and back followed by traffic to get to your next point. Come and cruise with us and the dolphins, Make our Yacht your base and mode of transport. We offer safety, activities, great food and unforgettable memories.  …see more

23 Photos

Houseboat | 1 Bedroom | sleeps 2

2 Nights min stay

Add to shortlist

from £80 /night

£556 / week

View

Key info:

  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
quiet and tranquility The house boat is a bit of a distance from Amsterdam centre, so you can escape the hustle and bustle after a packed day of exploring and have peace and tranquillity at the apartment, chilling with the birds and water. Bikes free of charge The apartment has a private entrance Free car parking! We live next to the apartment  …see more

16 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

Add to shortlist

from £153 /night

£1065 - £1272 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more

10 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

7 Nights min stay

Add to shortlist

from £153 /night

£1065 - £1272 / week

View

Key info:

  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
Luxury Narrowboat holidays in the heart of England which offer a unique and relaxing way of discovering the English countryside and fascinating heritage. Beginners welcome, full training provided. Bed linen, towels, safety and boating equipment and WIFI is included in the holiday cost, fuel is extra.  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £220 /night

£1539 - £1796 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Yacht in Vilanova Grand Marina, Sitges, Barcelona. 4 suit bedrooms, sleeps 8. Weel located, it is a really nice experience to live in a Yacht. Enjoy it!!!  …see more

13 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £2017 /night

£14113 - £22581 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
32 meters Gulet, designed for chartering and launched in 2007 in Bodrum. She has 6 cabins for up to 12 guests. Two spacious master cabins are designed with two bathrooms in each. One with shower unit and basin, second one with toilet and basin.  …see more

20 Photos

Yacht | 9 Bedrooms | sleeps 16

7 Nights min stay

Add to shortlist

from £928 /night

£6492 - £12138 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
9 air-conditioned Dbl + Sngbed. cabins with ensuite Bath & WC Technical Data : Turkish flagged Ketch Gulet, Length over Deck 30.50 m, Beam 7.60 m, Draft 3.40 m, Engine 2 x 440 HP MAN Marine, Freshwater 10.000 lt, Fuel 8.000 lt.  …see more

8 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £484 /night

£3388 - £6775 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Our Gulet is a traditional Turkish gulet with a rounded stern. After a total re-fit in 2008 this elegant yacht now looks and feels brand new. Captain Ali is always ready to hoist the sails and give his guests a true Blue Cruise experience in Turkey.  …see more

17 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £1009 /night

£7057 - £14113 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
B409  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

Add to shortlist

from £767 /night

£5363 - £9880 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
2 Master and 4 Dbl + Sngbed. cabins with ensuite Bath & WC Technical Data: Turkish flagged Ketch Gulet, Length over Deck 25.00 m, Beam 6.30 m, Draft 3.00 m, Engine 500 HP Fiat Marine, Freshwater 8.000 lt, Fuel 6.000 lt.  …see more

11 Photos

Yacht | 8 Bedrooms | sleeps 17

7 Nights min stay

Add to shortlist

from £859 /night

£6007 - £10444 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
Air-conditioned throughout, she offers spacious accommodation for up to 17 guests in five double bed cabins, two twin bed cabins, and one double bed + single bed cabin. Each cabin has its own private WC and shower facility including a separately enclosed shower unit.  …see more

10 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £404 /night

£2823 - £4799 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
Full air-conditioned. For up to 12 guests in 6 cabins each with a private shower and electric toilet facilities  …see more

23 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £686 /night

£4799 - £8186 / week

View

Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Miss Angel, Bodrum built gulet, is designed for a comfortable blue cruise and have 5 cabins that can accommodate 10 guests.  …see more

21 Photos

Yacht | 5 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £8065 /night

£56452 - £73388 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
Super gulet is a striking yacht that can sleep a total of 12 people on board and has approximately 7 crew members serving to pamper her vip guests .  …see more

15 Photos

Yacht | 7 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £726 /night

£5081 - £6097 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
The ship is built in 1993 in Bodrum and completely renovated and renewed in 2013  …see more

8 Photos

Yacht | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £968 /night

£6775 - £8750 / week

View

Key info:

  • Great for children of all ages 5
  • Air conditioning
  • No pets allowed
Our Gulet is a Luxury Yacht made in Bodrum. She has 7 air conditioned (1 Master + 2 Double + 4 Twin) cabins for 14 passengers.  …see more

24 Photos

Yacht | 4 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £726 /night

£5081 - £8468 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
2 VIP, and 2 double cabins, Captain cabin, 2 Seperate crew cabins.  …see more

13 Photos

Yacht | 1 Bedroom | sleeps 2

7 Nights min stay

Add to shortlist

from £726 /night

£5081 - £6775 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
Feel the Mediterranean breeze on your face... Our Yacht is One of the most beautiful and brand new gullets in Bodrum  …see more

9 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £306 /night

£2138 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
Corporate holiday on a yacht. Custom yachts. Sailing school. Boat Type ... - Bavaria 44.  …see more

5 Photos

Yacht | 6 Bedrooms | sleeps 12

7 Nights min stay

Add to shortlist

from £800 /night

£5600 - £10150 / week

View

Key info:

  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Gulet is a Luxury Yacht made in Bodrum. She has 6 air conditioned (2 Double and 4 Dbl/Sng) cabins for 12 passengers. Technical Data : Turkish flagged Transom Stern Gulet, Length over Deck 24.00 m, Beam 6.40 m, Draft 2.30 m, Engine 300 HP MAN Marine, Freshwater 8.000 l  …see more

24 Photos

Yacht | 6 Bedrooms | sleeps 10

7 Nights min stay

Add to shortlist

from £1613 /night

£11291 - £28226 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
YACHT LX9  …see more

24 Photos

Yacht | 7 Bedrooms | sleeps 14

7 Nights min stay

Add to shortlist

from £3226 /night

£22581 - £28226 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
Yacht Type: Gulet  …see more

24 Photos

Yacht | 5 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £4033 /night

£28226 - £31049 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
Whether you want to cruise along the turquoise coast from Aegean to Mediterranean or hop on to Greek islands, you can create your own custom tailored itinerary or choose from our sample itineraries.  …see more

8 Photos

Yacht | 1 Bedroom | sleeps 4

7 Nights min stay

Add to shortlist

from £484 /night

£3388 - £4742 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
Our Gulet is a 15.00 meters wooden crewed yacht which launched in 2011.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

Add to shortlist

from £444 /night

£3105 - £5646 / week

View

Key info:

  • Great for children of all ages 5
  • No pets allowed
Gallery, Bar, dining table, lounge seating area  …see more

13 Photos

Yacht | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £86 /night

£599 / week

View

Key info:

  • Great for children of all ages 5
  • Car advised
  • No pets allowed
No large companies we offer great service and personal contact  …see more

13 Photos

Houseboat | 2 Bedrooms | sleeps 6

3 Nights min stay

Add to shortlist

from £129 /night

£898 - £2095 / week

View

Key info:

  • Not suitable for children
  • No pets allowed
On the deck you can sit and drink a coffee. There is a lot of space, 80m2 and it is very light because of the many windows in the ceiling  …see more

20 Photos

Narrowboat | 1 Bedroom | sleeps 4

Very Good 4.5/5 

3 Nights min stay

Add to shortlist

from £120 /night

£838 / week

View

Key info:

  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
Holiday aboard a traditional, self catering narrowboat. Bluebell is moored at Tewitfield Marina on the lock-free Lancaster Canal, 6 minutes drive from J35 off the M6, taking in coastline, city and the beautiful North West countryside.  …see more

16 Photos

Yacht | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £123 /night

£855 - £1496 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
yacht from owner, afordable, luxury, comfortable, sailing experience, yacht in GREECE,  …see more

17 Photos

Yacht | 3 Bedrooms | sleeps 8

7 Nights min stay

Add to shortlist

from £123 /night

£855 - £1026 / week

View

Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
This ia a yacht with NEW equipment in excellent condition. Sea worthy , comfortable clean including all comfort available from owner at discounted prices through the year.  …see more

18 Photos

Houseboat | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £116 /night

£807 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Watervilla houseboat stay on a houseboat in Holland more dutch you can not get new watervilla houseboat new stay in the real Holland Stay in a new hip and modern decorated Houseboat/Watervilla in Holland, more Dutch you can not get!  …see more