Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (1129)

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

1,129 Holiday homes

(9) Excellent 

17

Holiday narrowboat in Warwick

Warwickshire / Warwick

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Child friendly
  • Pet friendly
“An excellent last minute decision.” After deciding quite late to go on another canal holiday we found Kate boats. Excellent service and value for money. The facilities on board were ample with suitable storage, cooking facilities and equipment provide  …see more

Pricing unknown

Book View

Pricing unknown

6

Holiday yacht in Port Elizabeth

Bequia / Port Elizabeth

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Car not necessary
Fantastic 50 ft yacht based in Bequia offering tailor made sailing charters around the grenadines  …see more

from £492 / night

£3443 / week

Book View

from £492 / night

8

Italian Riviera / Lavagna

2 6 2 nights min

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

 …see more

from £202 / night

£1404 / week

Book View

from £202 / night

11

Palma de Mallorca holiday yacht rental

Majorca / Palma de Mallorca

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Villa exclusive sea view yacht boat sailing  …see more

from £869 / night

£5615 / week

Book View

from £869 / night

13

Amsterdam holiday houseboat rental

North Holland Province / Amsterdam

11 28 Min stay varies

  • 11 bedrooms
  • Sleeps 28
  • Min stay varies
Ideale Gruppenuntenkunft: mieten sie ein ganzes Schiff, wie ein Appartement! Komplett mit Kuchen, Biertapfanlage, 4 Tuschen, 4 Toiletten, Gemeinschaftsraum für Mahlzeiten und gesselig zusammen sein. Eine kurze ausfahrt mit Schiff ist im Preisse begriffen. Sehr  …see more

from £558 / night

£3066 - £5259 / week

Book View

from £558 / night

18

Costa Brava / Empuriabrava

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Air conditioning

 …see more

from £110 / night

£768 / week

Book View

from £110 / night

10

Netley Abbey holiday yacht rental

Southampton / Netley Abbey

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Suitable for children age 5+
Situated in the heart of the village where there are numerous pubs, restaurants, crabbing for kids and other entertainments within a short walk.  …see more

from £100 / night

£800 / week

Book View

from £100 / 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
21 meter yacht located in Port Forum marina, an ultra modern marina with frequent cultural activities, such as big music concerts, an adventure park, marine fair. Located between 2 beaches and about a 45 minute walk along the ocean to the center of Barcelona, Port Forum  …see more

from £246 / night

£1492 / week

Book View

from £246 / night

(31) Excellent 

14

Holiday houseboat in Srinagar

Kashmir / Srinagar

6 15 1 night min

  • 6 bedrooms
  • Sleeps 15
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Our houseboats are sitiuated on the tranquil Dal Lake, offering stunning views with the Himalaya providing a beautiful mountain backdrop, yet the town centr is within easy reach for all your needs.<br />Our experienced chef serves up delicious home cooked food eve  …see more

from £50 / night

£345 / week

Book View

from £50 / night

18

Fethiye holiday yacht accommodation

Mugla Province / Fethiye

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 20 km
  • Car not necessary
Join Captain Ergun & his wife Merve on an unforgettable tour around the waters surrounding Kas, Kalkan, Kekova and see firsthand why this region is known as the "Pearl of the Mediterranean." Explore the numerous ruins that can only be seen by boat and leav  …see more

from £615 / night

£5527 / week

Book View

from £615 / night

8

Lefkada / Nidri

4 10 1 night min

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

 …see more

from £439 / night

£3071 / week

Book View

from £439 / 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
Housed in a traditional wooden boat, Halong Paloma Cruise offers luxurious cabins with stunning views of the well-known Ha Long Bay, a UNESCO World Heritage Site, as well as a New World Wonder 2011. It has a rooftop sun terrace and provides free Tai Chi lesson on board  …see more

from £230 / night

£1607 / week

Book View

from £230 / night

4

Province of Barletta-Andria-Trani / Trani

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min

 …see more

from £597 / night

£4176 / week

Book View

from £597 / night

26

Paraty / Corumbe Beach

1 1 2 nights min

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

 …see more

from £97 / night

£676 / week

Book View

from £97 / 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
Houseboat Southern Comfort offers two spacious bright guest rooms with a fantastic view over the water. Both furnished with a comfortable double bed, single loft bed, and desk with two chairs, TV, DVD player, fridge, Free WIFI, central heating, towels and bed linen. Th  …see more

from £106 / night

£737 / week

Book View

from £106 / night

7

Naples / Chiaia

5 12 7 nights min

  • 5 bedrooms
  • Sleeps 12
  • 7 nights min
  • Child friendly
  • Pet friendly

 …see more

from £251 / night

£1755 / week

Book View

from £251 / night

6

Amalfi Coast / Salerno

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Car not necessary

 …see more

from £22 / night

£154 / week

Book View

from £22 / night

(1) Excellent 

14

Stintino / Tanca Manna

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children age 5+

 …see more

from £615 / night

£2632 - £4299 / week

Book View

from £615 / night

(3) Excellent 

21

Island of Malta / Sliema

4 10 1 night min

  • 4 bedrooms
  • Sleeps 10
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly

 …see more

from £79 / night

£547 / week

Book View

from £79 / night

48

Holiday yacht with shared pool in Lisbon

Lisbon / Santos

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Yacht for rent in Lisbon with 5 rooms available to spend the night or to enjoy your hollidays in a diferent way. All facilities and luxury conditions in this brand new catamaran. All the safety and silence of the marina beats all the best hotels. Experience the best  …see more

Pricing unknown

Book View

Pricing unknown

5

Amalfi Coast / Salerno

3 8 1 night min

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

 …see more

from £71 / night

£492 / week

Book View

from £71 / night

8

Denpasar / Sanur

3 6 1 night min

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

 …see more

from £1746 / night

£12220 / week

Book View

from £1746 / night

(2)  

24

Amsterdam holiday yacht rental

North Holland Province / Amsterdam

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Pet friendly
Basic dutch houseboat only 10 minutes from the Center with bike and situated upon the scenic Nieuwe Meer and large forest. The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional houseboat experience. Blen  …see more

from £158 / night

£1106 / week

Book View

from £158 / night

42

Holiday houseboat in Halong Bay

Quang Ninh Province / Halong Bay

20 40 1 night min

  • 20 bedrooms
  • Sleeps 40
  • 1 night min
  • Nearest beach 1 km
  • Child friendly
  • Air conditioning
Come onboard with Halong Paloma Cruise, we are committed to making your stay special and unforgettable with our high class and friendly service.  …see more

from £201 / night

£1406 / week

Book View

from £201 / night

13

Holiday yacht rental

Cephalonia / Minia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Skippered Yacht Charter.Unique Sailing Holidays in Kefalonia and the Ionian Sea on our classic wooden yachtDay trips, Overnight trips, one or two week cruises and more...Enjoy the crystal waters of the Ionian and the comfort of this stylish handcrafted boat!  …see more

from £245 / night

£1700 / week

Book View

from £245 / night

10

Srinagar holiday houseboat rental

Kashmir / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Private garden
Houseboat Sweet Star have their own traditional appeal.Houseboat Sweet Star are anchored on the banks of the River jehlum. Each houseboat is fully furnished and every Houseboats has an attendant boy.Houseboat Sweet Star are furnished in a grand style, with carved furnit  …see more

from £19 / night

£132 / week

Book View

from £19 / night

2

Saxony-Anhalt / Bitterfeld

2 5 3 nights min

  • 2 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £98 / night

£682 / week

Book View

from £98 / night

(14) Very Good 

18

Holiday yacht in Argostolion

Cephalonia / Argostolion

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
“The best way to see the Greek Islands” We spent the most amazing 3 days with Ray and Stuart on Mala. Cruising around Zante and Kefalonia. They made us feel instantly at ease and Tom absolutley loved sailing on the boat and helping Stuart. The places w  …see more

from £400 / night

£2000 / week

Book View

from £400 / night

(2) Excellent 

25

Province of Massa Carrara / Marina di Carrara

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km

 …see more

from £527 / night

£3509 - £6272 / week

Book View

from £527 / night

17

Lisbon District / Oeiras

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £75 / night

£522 - £1597 / week

Book View

from £75 / night

(1) Excellent 

10

Saxony-Anhalt / Bitterfeld

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £98 / night

£682 / week

Book View

from £98 / night

10

Corfu / Gouvia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary

 …see more

from £300 / night

£2106 - £3071 / week

Book View

from £300 / night

(4) Very Good 

30

Holiday narrowboat in Tewitfield

Carnforth / Tewitfield

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Ask owner if suitable for children
  • Ask about pets
Ducklings Narrowboat Hire, a friendly family business offering canal boat holidays on the Lancaster canal. Relax or explore Lancashire on our hire boat with family and friends.  …see more

from £125 / night

£750 - £800 / week

Book View

from £125 / night

13

Brandenburg / Hennigsdorf

1 3 3 nights min

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

 …see more

from £150 / night

£1044 / week

Book View

from £150 / night

(1) Excellent 

6

West Flanders Province / Nieuwpoort

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly

 …see more

from £158 / night

£1106 / week

Book View

from £158 / 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

 …see more

from £97 / night

£676 / week

Book View

from £97 / night

26

Province of Naples / Torre Del Greco

4 9 1 night min

  • 4 bedrooms
  • Sleeps 9
  • 1 night min
  • Suitable for children age 5+
  • Car not necessary

 …see more

from £53 / night

£369 / week

Book View

from £53 / night

19

Province of Reggio Calabria / Reggio Calabria

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Car not necessary

 …see more

Pricing unknown

Book View

Pricing unknown

10

Holiday yacht in Agia Efimia

Cephalonia / Agia Efimia

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
Early Booking discount on all bookings. NEW LISTING FOR 2016 Charter our prestige Bavaria 45 Cruiser "la Serena" from just £1900 per week! La Serena has been equipped to the highest specification including hammock, BBQ and TV/DVD player. Our company, Ju  …see more

from £295 / night

£1950 / week

Book View

from £295 / night

16

Holiday yacht in Mugla

Mugla Province / Mugla

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Air conditioning
Sailing yacht MUSTO Is ready for rent weeklyStarting every Saturday afternoonTo next Friday at 17:00 pmStarting from marmaris turkey<br />Four people crew on board,captain,mariners ,cook and hostessFuel and food shopping ,vat is not included  …see more

Pricing unknown

Book View

Pricing unknown