List your home
Apply filters
£ to

Sailing holidays (41)

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

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
41 Results   |  

Excellent 5/5 

12 Photos

Duquesa / Puerto de la Duquesa

Yacht / 3 Bedrooms / sleeps 6

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £115 / night

£800 - £1200 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car not necessary
  • Air conditioning
  • No pets allowed
We are a family run business and our boat Vivione111 is a Luxury Yacht moored in the harbour of Duquesa. Costa Del Sol Boat Holidays let you explore this beautiful region of Spain and stay in the Luxury of Puerto de la Duquesa, with it's Golf Courses, bars, restaurants.  …see more

Excellent 5/5 

24 Photos

Gran Canaria / Puerto Rico Resort

Houseboat / 2 Bedrooms / sleeps 3

Excellent 5/5 

7 Nights min stay

Add to shortlist

from £83 / night

£576 - £684 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over 5
  • Car advised
  • No pets allowed
  • Private garden
Luxury holidays in Gran Canaria in this wonderful houseboat with all the necessary to have a perfect holidays.  …see more

Excellent 5/5 

19 Photos

Surrey / Chertsey

Narrowboat / 1 Bedroom / sleeps 6

Excellent 5/5 

1 night min stay

Add to shortlist

from £136 / night

£950 - £1350 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Canal, barge, boat hire, River Thames, Shepperton, Chertsey, Windsor, Thorpe Park, Runnymead, Egham, Marlow, Maidenhead, Clivedon Hall IslandHenley, Day Hire, Holiday Hire, Short Breaks in London, RYA Training Courses for Inland Waterways, Marine VHF Licence, Power 1&2  …see more

Featured properties

Excellent 5/5 

7 Photos

Scottish Highlands / Loch Ness

Houseboat / 2 Bedrooms / sleeps 5

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £100 / night

£695 - £1287 / week

View

Key info:

  • Suitable for children over 5
  • 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

Excellent 5/5 

22 Photos

Kashmir / Srinagar

Houseboat / 3 Bedrooms / sleeps 9

Excellent 5/5 

1 night min stay

Add to shortlist

from £38 / night

£264 / week

View

Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
Shahbaaz Houseboats truly represents a model craft in all the houseboats of Kashmir for its opulence, spaciousness and decorum. Its interior designing is based on traditional and classical patterns of famous woodcarving of Kashmir. Having well furnished  …see more

Excellent 5/5 

7 Photos

Kashmir / Srinagar

Houseboat / 4 Bedrooms / sleeps 12

Excellent 5/5 

1 night min stay

Add to shortlist

from £16 / night

£111 - £968 / week

View

Key info:

  • Swimming pool
  • Ski
  • Great for children of all ages
  • Car advised
  • Pets welcome
Houseboat Pamela Group of Houseboats in Srinagar Jammu & Kashmir India The houseboat has cosy rooms with attached bathrooms featuring all modern facilities, wifi 24/7 electricity  …see more

Very Good 4.5/5 

20 Photos

Lancashire / Lancaster

Narrowboat / 1 Bedroom / sleeps 4

Very Good 4.5/5 

Min stay varies

Add to shortlist

from £113 / night

£790 / week

View

Key info:

  • Nearest beach 0 km
  • Great for children of all ages
  • 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

Excellent 5/5 

14 Photos

Kashmir / Srinagar

Houseboat / 6 Bedrooms / sleeps 15

Excellent 5/5 

1 night min stay

Add to shortlist

from £27 / night

£189 - £1491 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Car not necessary
  • No pets allowed
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. Our experienced chef serves up delicious home cooked food everyday and c  …see more

Very Good 4.5/5 

24 Photos

Quang Ninh Province / Halong Bay

Houseboat / 20 Bedrooms / sleeps 40

Very Good 4.5/5 

Min stay varies

Add to shortlist

from £158 / night

£1106 - £29474 / week

View

Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Paloma Vessel's offering amazing low prices ..... Halong Bay & Bai Tu Long Bay Vietnam on Paloma Cruiser - "Longer Stay, More Overnights, Night Touring"  …see more

Excellent 5/5 

24 Photos

Quang Ninh Province / Halong Bay

Houseboat / 20 Bedrooms / sleeps 40

Excellent 5/5 

Min stay varies

Add to shortlist

from £152 / night

£1060 - £26250 / week

View

Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Bhaya Classic Cruises offering amazing very low prices. Stop searching and start saving and because all meals, accommodations, a variety of live entertainment and 2 days, 3 days or 4 days activities are included onboard HU  …see more

Good 3.5/5 

24 Photos

Quang Ninh Province / Halong Bay

Houseboat / 10 Bedrooms / sleeps 20

Good 3.5/5 

Min stay varies

Add to shortlist

from £125 / night

£871 - £11053 / week

View

Key info:

  • Beach / lakeside relaxation
  • Ski
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
  • Private garden
Rates are Quoted Per Room in U.S Dollars, Rates are Nett and Inclusive of Taxes & Service Charges, Rates are Valid Until December 30th, 2014, Instant Confirmation, 100% Lowest Price Guarantee, Charter Rate applied for 10 cabins, Free hotel pickup and drop-off included C  …see more

Good 3.5/5 

11 Photos

Essonne / Draveil

Yacht / 3 Bedrooms / sleeps 6

Good 3.5/5 

Min stay varies

Add to shortlist

from £36 / night

£252 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
bateau logement appartement au bord de l'eau Proche Paris, piscine, divertissements de prévenir si vous avez des invités surprises, non les imposer bateau en pleine nature = insectes, birds  …see more

18 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 4 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £720 / night

£5036 - £10072 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car not necessary
  • Some pets are welcome - please contact the owner
Classic Motor Yacht crewed  …see more

10 Photos

City of Venice / Venice

Yacht / 1 Bedroom / sleeps 6

1 night min stay

Add to shortlist

from £83 / night

£576 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Pets welcome
Enjoy the beauties of Venice in an amazing wooden sailing boat, docked in a private Island 15' far away from Piazza San Marco (Certosa) Direct waterbus from/to railway, Piazzale Roma and from airport. Certosa Island is linked 24 hrs to the town. Credit card accepted  …see more

18 Photos

California / San Diego

Yacht / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £160 / night

£1119 - £1916 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

13 Photos

California / San Diego

Yacht / 1 Bedroom / sleeps 4

2 Nights min stay

Add to shortlist

from £141 / night

£987 - £1320 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
 …see more

12 Photos

California / San Diego

Yacht / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £141 / night

£987 - £1653 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
 …see more

14 Photos

from £170 / night

£1185 - £1777 / week

View

View

Buford holiday houseboat rental

Georgia / Buford

Houseboat / 3 Bedrooms / sleeps 6

1 night min stay

Add to shortlist

from £170 / night

£1185 - £1777 / week

View

Key info:

  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
 …see more

4 Photos

Kashmir / Srinagar

Houseboat / 3 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £33 / night

£231 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
shabistan houseboat,kashmir houseboat,kashmir package,dal lake,houseboat in srinagar,best houseboat Shabistan houseboat can be compared to any 3 star hotels in any matter of furnishing, fixtures, services an  …see more

4 Photos

Nans-les-Pins / Nans les Pins

Yacht / 3 Bedrooms / sleeps 6

7 Nights min stay

Add to shortlist

from £93 / night

£648 / week

View

Key info:

  • Nearest beach 40 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
comfortabele vrijstaande villa met besloten terras aan voorzijde, en vrije achtertuin met groot terras. Geschikt voor 6 personen. 3 slaapkamers, 2 badkamers, 3 toiletten, moderne keuken v.v. apparatuur. Gemeenschap. zwembad, tennisbanen, Half uur per auto van de kust.  …see more

4 Photos

Province of Cagliari / Villasimius

Houseboat / 3 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £346 / night

£2418 - £3022 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over 5
  • Car advised
  • Some pets are welcome - please contact the owner
Il Catamarano è una soluzione ideale per una vacanza sul mare, in completo relax e assoluta sicurezza, adatto sopratutto alle famiglie grazie ad ampi spazi e confort. Una vacanza in Sardegna a bordo del catamarano è sicuramente una esperienza indimenticabile!  …see more

10 Photos

from £134 / night

£936 - £3562 / week

View

View

Ajaccio holiday yacht rental

Corse-du-Sud / Ajaccio

Yacht / 3 Bedrooms / sleeps 8

Short stays welcome

Add to shortlist

from £134 / night

£936 - £3562 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Des magnifiques semaines a partager en famille ou entre amis !! CORSICALEMENT . Daniel Nous nous chargerons de vos transfères : aéroport ou férry , compris dans nos tarifs . AUCUNES CAUTIONS ..  …see more

4 Photos

Herault / Richelieu Beach

Yacht / 6 Bedrooms / sleeps 8

1 night min stay

Add to shortlist

from £80 / night

£554 - £2216 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed
Yacht catamaran à voile " pas plus qu'à fond " chambres d'hôtes tout confort sur un emplacement privilégié à flot. 4 Chambres séparés. Prestations ; Parking sécurisé et sous vidéo pour votre véhicule, TV, MP3 , CD, WIFI, électronique marine co  …see more

14 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 4 Bedrooms / sleeps 8

2 Nights min stay

Add to shortlist

from £720 / night

£5036 - £10072 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Classic Motor Yacht crewed  …see more

4 Photos

Anywhere / Far Far Away

Houseboat / 9 Bedrooms / sleeps 18

1 night min stay

Add to shortlist

from £36 / night

£250 / week

View

Key info:

  • Ski
  • Not suitable for children
  • Air conditioning
  • No pets allowed
jdjbcfjdslfnlkdsanfkdnfkdnfkdnfkjdhfjhafjadjfkajfklsjfkjslkfl;kslfkldaalsfnvjjfnvnnvjdhfjhafjadjfkajfklsjfkjslkfl;kslfkldaalsfnvjjfnvnnvjdhfjhafjadjfkajfklsjfkjslkfl;kslfkldaalsfnvjjfnvnnvjdhfjhafjadjfkajfklsjfkjslkfl;kslfkldaalsfnvjjfnvnnvjdhfjhafjadjfkajfklsjfkjslkfl;  …see more

4 Photos

Anywhere / Far Far Away

Houseboat / 5 Bedrooms / sleeps 10

1 night min stay

Add to shortlist

from £215 / night

£1500 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
Beach or lakeside relaxation, Swimming Pool, Great for children of all ages, Air conditioning, No pets allowed, Private garden, Car advised, Nearest beach 5km  …see more

4 Photos

Anywhere / Far Far Away

Houseboat / 2 Bedrooms / sleeps 4

1 night min stay

Add to shortlist

from £52 / night

£360 / week

View

Key info:

  • Swimming pool
  • Not suitable for children
  • No pets allowed
AJNAKNHKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH HKDHKVFHKH DH ANDDBADBADN  …see more

24 Photos

Bouches-du-Rhone / Sausset-les-Pins

Yacht / 2 Bedrooms / sleeps 5

1 night min stay

Add to shortlist

from £54 / night

£375 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Not suitable for children
  • Car advised
  • No pets allowed
Herbergement .location bateau yacht lors de votre location à la semaine j'offre une balade du côté bleu et dormir sur place  …see more

18 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £206 / night

£1439 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
Master cabin on a Classic Motor Yacht crewed  …see more

18 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £165 / night

£1152 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car advised
  • Air conditioning
  • Some pets are welcome - please contact the owner
Master cabin on a Classic Motor Yacht crewed  …see more

18 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £237 / night

£1655 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
2 cabins on a Classic Motor Yacht crewed  …see more

13 Photos

Quang Ninh Province / Halong Bay

Yacht / 14 Bedrooms / sleeps 32

1 night min stay

Add to shortlist

from £213 / night

£1490 - £25000 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Ski
  • Suitable for children over 5
  • Car advised
  • Air conditioning
  • No pets allowed
The Cruise has fourteen spacious cabins, full of luxury equipment with private en-suite bathroom, a large sundeck, elegant dining room, lounge bar, massage room  …see more

7 Photos

Muscat Governorate / Muscat

Yacht / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £1700 / night

£11896 / week

View

Key info:

  • Beach / lakeside relaxation
  • Suitable for children over 5
  • Air conditioning
  • No pets allowed
 …see more

44 Photos

Kashmir / Srinagar

Houseboat / 27 Bedrooms / sleeps 50

1 night min stay

Add to shortlist

from £85 / night

£589 / week

View

Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Ask owner if suitable for children
  • Air conditioning
  • No pets allowed
  • Private garden
kashmir ,houseboats ,travel booking ,car rental, bike rental, tour pakages , treaking, camping etc  …see more

12 Photos

Florida / Miami Beach

Yacht / 2 Bedrooms / sleeps 3

1 night min stay

Add to shortlist

from £141 / night

£987 - £1185 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
 …see more

24 Photos

California / San Diego

Houseboat / 1 Bedroom / sleeps 4

1 night min stay

Add to shortlist

from £141 / night

£987 - £1152 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children over 5
  • Car advised
  • No pets allowed
Floating Home, San Diego, Kayaks, Bicycles, Water, Houseboat, Paddle boat, Great for Families, Water, Pier, Family, Adventure, Views, Ocean views, Comfortable, California, Family. Enjoy 2 Kayaks and a Paddle Boat seats up to 5 to explore the Bay, plus 2 Bikes to explor  …see more

15 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £206 / night

£1439 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Master cabin on a Classic Motor Yacht crewed  …see more

15 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 1 Bedroom / sleeps 2

2 Nights min stay

Add to shortlist

from £165 / night

£1152 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Master cabin on a Classic Motor Yacht crewed  …see more

19 Photos

Castiglione Della Pescaia / Punta Ala

Yacht / 2 Bedrooms / sleeps 4

2 Nights min stay

Add to shortlist

from £237 / night

£1655 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
2 cabins on a Classic Motor Yacht crewed  …see more

13 Photos

California / San Diego

Yacht / 2 Bedrooms / sleeps 6

2 Nights min stay

Add to shortlist

from £141 / night

£987 - £1620 / week

View

Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Not suitable for children
  • Car advised
  • Some pets are welcome - please contact the owner
 …see more

12 Photos

Bodrum / Bodrum City

Yacht / 6 Bedrooms / sleeps 12

1 night min stay

Add to shortlist

from £2159 / night

£15108 / week

View

Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Bodrum marmaris izmir cesme dead se torba türkbükü alaçatı gümbet turgutreis holiday yacht tour boat tour  …see more

Don’t let an old browser slow down your holiday

Your browser is out of date and might not work well with our website. Download the latest version to speed up your hunt for the perfect holiday home.

Just click on the icons to get to the download page

We've updated our Privacy Policy. You can read it here.