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Sailing holidays (352)

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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352 Results  |  
10 Photos

Yacht | 3 Bedrooms | sleeps 2

6 Nights min stay

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from £53 /night

£371 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
The boat is in the Muelle Deportivo (Marina). Here there many bars restaurants and clubs, some of the best in the island. It's possible to walk to the main shopping area around El Corte Ingles and to Las Canteras beach.  …see more

5 Photos

Yacht | 5 Bedrooms | sleeps 10

Short stays welcome

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from £833 /night

£5826 - £11069 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
PRIVATE YACHT, YACHT CHARTER, GULET, MARMARIS, BODRUM, GOCEK, MOTOR YACHT  …see more

4 Photos

Houseboat | 2 Bedrooms | sleeps 7

3 Nights min stay

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from £145 /night

£1012 - £1644 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
No license needed, easy to maoeuvre, cruises in the lagoon of Venice.  …see more

Featured properties

9 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £570 /night

£3986 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Touaou est un catamaran sûr et coinfortable, il a traversé les océans et son capitaine a exercé préalablement dans la Marine pendant 30 ans comme officier de manoeuvre, de navigation puis comme commandant. Touaou est idéal pour 3 couples ou pour une famille.  …see more

8 Photos

Yacht | 3 Bedrooms | sleeps 6

Short stays welcome

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from £589 /night

£4118 - £6575 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
PRIVATE YACHT, YACHT CHARTER, GULET, MARMARIS, BODRUM, GOCBEK, MOTOR YACHT, BLUE CRUISE, BLUE VOYAGE,  …see more

15 Photos

Houseboat | 4 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £164 /night

£1145 - £1304 / week

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Key info:

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

20 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £138 /night

£964 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Holidays in Paris, unusual lodgings, new experience  …see more

10 Photos

Yacht | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £44 /night

£307 - £395 / week

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Key info:

  • Suitable for over 5s only
  • Car not necessary
  • 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

21 Photos

Yacht | 1 Bedroom | sleeps 2

1 night min stay

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from £73 /night

£509 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour.  …see more

19 Photos

Yacht | 1 Bedroom | sleeps 1

Excellent 5/5 

1 night min stay

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from £53 /night

£371 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.6 km
  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
Only 600 mtrs from the airport with lights bags is a short walk, their are traditional buses available and taxis waiting at the airport . The dolphins are active in the water here all year round and their are many ways to take a tour .  …see more

21 Photos

Yacht | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £432 /night

£3023 - £3899 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
What's Included? GENERAL Rental of yacht Yacht equipment All taxes End cleaning YACHT EQUIPMENT Dinghy, outboard engine & gasoline. GPS & nautical charts Sheets, blankets & towels Stereo & cockpit speakers Extra Costs:In addition you will also have to pay for the fuel and port fees if you staying in a marina.  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 2

3 Nights min stay

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from £36 /night

£246 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Next to the boat you can find restaurants, bars and nightclubs. There are the following near transport: Train - Station Alcantara Mar Tram No. 15 Buses: 712, 720, 738 You can rent sailing trips along the river.  …see more

11 Photos

Houseboat | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £1502 /night

£10513 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • May take pets – please enquire
Enjoy a unique cruise experience on the canals and rivers of South West France aboard the Cruisebarge 'easyvie'. Our half-board fare includes comfortable ensuite twin cabins complemented by a spacious lounge and a superb sun deck to watch the world go by.  …see more

14 Photos

Houseboat | 6 Bedrooms | sleeps 18

1 night min stay

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from £32 /night

£220 - £723 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
sailing trips, sailing vacation, You completely relax during a week or weekend drifting on the IJssel Lake and visiting beautiful old towns.  …see more

4 Photos

Yacht | 2 Bedrooms | sleeps 4

1 night min stay

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from £176 /night

£1227 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car not necessary
  • No pets allowed
Yacht, Canarias Islands, holiday, open sea, adventure, Tenerife, Atlantic Ocean.  …see more

14 Photos

Houseboat | 2 Bedrooms | sleeps 5

Excellent 5/5 

Short stays welcome

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from £66 /night

£456 - £838 / week

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Key info:

  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Clouded Yellow is a House Boat located on a 3 acre lake at Blagdon Water. She enjoys the privacy and seclusion of her own 3 acres with fishing and wildlife in abundance. Proximity to the North Devon and Cornwall coasts make a great base for exploring the two counties.  …see more

17 Photos

Houseboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £63 /night

£435 - £758 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • Private garden
Swallow Tail is the sister boat to The Painted Lady. She is moored at Blagdon Water, a 35 acre wildlife and natural habitat located not far from the North Devon coast. Visitors can enjoy the rare opportunity of sharing the environment with the wildlife, local walking and cycle routes and fishing at the lake.  …see more

16 Photos

Yacht | 2 Bedrooms | sleeps 5

1 night min stay

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from £105 /night

£732 - £1898 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Sunny Beach Sveti Vlas St. Vlas Bourgas Burgas Boat Motor boat Marina beach boat hire Marina Dinevi Garden of Eden Cranchi Zaffirro 34 Bulgaria  …see more

4 Photos

Houseboat | 3 Bedrooms | sleeps 9

1 night min stay

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from £106 /night

£742 / week

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Key info:

  • Swimming pool
  • Not suitable for children
  • Car not necessary
  • No pets allowed
  • Private garden
Character cottage. Private pool.  …see more

9 Photos

Yacht | 4 Bedrooms | sleeps 8

6 Nights min stay

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from £439 /night

£3067 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Nautor Swan sailing yacht.  …see more

24 Photos

Yacht | 28 Bedrooms | sleeps 50

Very Good 4.5/5 

1 night min stay

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from £11 /night

£77 - £3513 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Got very good comments from tourists, Annam Junk is now an authentic name for travelers to Halong Bay, Vietnam. The room is well-equipped with high service standard and good amenities. Come to Annam Junk if you are seeking for relaxing time and comfort. Sailing with Annam Junk, you are ensured absolute safety and utmost comfort to relieve your soul  …see more

5 Photos

Yacht | 3 Bedrooms | sleeps 4

1 night min stay

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from £113 /night

£789 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Blazing Star is a unique experience. The sailing boat has been recently fully restored. It is a racing boat but with superb elegant design with all the modern facilities one would expect.  …see more

14 Photos

Yacht | 5 Bedrooms | sleeps 10

Excellent 5/5 

2 Nights min stay

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from £2044 /night

£14304 - £17880 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Aboard the Alba is the best way to experience the Northern Patagonia. Sail through the Archipielago of Chiloé, bathe in unforgettable thermal springs, watch the whales surface in the Corcovado Gulf end eat the freshest seafood ever, in a yacht just for your group. Plan your trip to meet your own groups interest, with the help of our experienced Captain and his crew  …see more

6 Photos

Yacht | 5 Bedrooms | sleeps 10

1 night min stay

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from £10 /night

£64 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • Air conditioning
  • No pets allowed
komodo,cruise,catamaran,dragons,rinca,island,seaview,life onboard  …see more

24 Photos

Yacht | 5 Bedrooms | sleeps 10

3 Nights min stay

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from £701 /night

£4906 - £7972 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • No pets allowed
Turkish Ketch Yorgun 1 is a 23m Turkish Gullet built in 2005 and refitted in 2013. Yorgun 1 is in excellent condition and offers comfortable accommodation for 10 guests in 5 cabins, each with a private bathroom, toilet and air-conditioning. Private yacht tour the best part of Mediterranean. Göcek, Marmaris, Fethiye, Datça, Bodrum.  …see more

17 Photos

Narrowboat | 2 Bedrooms | sleeps 4

2 Nights min stay

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from £186 /night

£1299 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
boat, hideaway,nature,meditation,romantic getaway,special occasions ,different Canal Boat, 2 bedroom on the Rickmansworth canal, Hertfordshire, 30 min drive from Central London.  …see more

22 Photos

Yacht | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £188 /night

£1315 - £2191 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Discover the turkish coast and secret coves by sea. Visit the Greek island of Symi. We offer you our traditional wooden sailing boat Gulet - Trandil (schooner - ketch) to discover the blue voyage and turquoise cruises, pearl of Turkey.  …see more

24 Photos

Yacht | 11 Bedrooms | sleeps 23

1 night min stay

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from £68 /night

£470 - £8270 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Air conditioning
  • No pets allowed
Visiting Halong Bay & Bai Tu Long Bay, Vietnam? Golden Lotus Vessel's offering amazing low prices, stop searching and start saving - we've got the lowest prices guaranteed. And because all meals, accommodations, a variety of live entertainment and 2 days or 3 days activities are included onboard. Plus let you visit multiple places in Gulf of Tonkin HURRY - SALE ENDS SOON  …see more

24 Photos

Yacht | 2 Bedrooms | sleeps 4

5 Nights min stay

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from £303 /night

£2120 - £2650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Swimming pool
  • Suitable for over 5s only
  • 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

20 Photos

Narrowboat | 3 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £22 /night

£149 - £2226 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • 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

12 Photos

Yacht | 4 Bedrooms | sleeps 7

Excellent 5/5 

1 night min stay

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from £238 /night

£1665 - £2453 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
vacations in sailboat 11m max 7 people, among Taranto, I Bring caesarian, Gallipoli, Saint Maria of Leuca, Otranto, Greece  …see more

21 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £92 /night

£639 - £1072 / week

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Key info:

  • Suitable for children of all ages
  • 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

15 Photos

Narrowboat | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £92 /night

£639 - £1072 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
We are ideally situated for Wedgeood, Trentham Monkey Park , the Potteries, Alton Towers and Drayton Mannor Park. We are on the Four Counties Ring on the Trent and Mersy Canal from which you can vist Wales, Cheshire, Shropshire and Staffordshire.  …see more

13 Photos

Narrowboat | 1 Bedroom | sleeps 2

Excellent 5/5 

7 Nights min stay

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from £96 /night

£670 - £977 / week

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Key info:

  • Not suitable for children
  • 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

12 Photos

Narrowboat | 1 Bedroom | sleeps 3

3 Nights min stay

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from £95 /night

£659 - £959 / week

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Key info:

  • Suitable for children of all ages
  • 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

13 Photos

Narrowboat | 1 Bedroom | sleeps 3

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £73 /night

£510 - £848 / week

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Key info:

  • Suitable for children of all ages
  • 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

16 Photos

Narrowboat | 1 Bedroom | sleeps 3

Short stays welcome

Add to shortlist

from £96 /night

£670 - £977 / week

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Key info:

  • Not suitable for children
  • Car not necessary
  • No pets allowed
we are ideally situated for the Wedgwood factory, Trentham Monkey Park, Shugborough, Alton Towers and Drayton Manor Park. We are on the Four Counties Ring on the Trent and Mersey Canal, The Cauldon is just a short distance away from us. a beautiful canal.  …see more

9 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Short stays welcome

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from £164 /night

£1142 - £1872 / week

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Late Deal: save up to £716

Key info:

  • Suitable for children of all ages
  • 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

13 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £117 /night

£815 - £1382 / week

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Key info:

  • Suitable for children of all ages
  • 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

7 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £138 /night

£965 - £1492 / week

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Key info:

  • Suitable for children of all ages
  • 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

10 Photos

Narrowboat | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

Add to shortlist

from £164 /night

£1142 - £1872 / week

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Key info:

  • Suitable for children of all ages
  • 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

6 Photos

Yacht | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £132 /night

£920 - £1104 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
Located at the marina in the city center. A few steps from the beach and restaurants, bars, supermarket and cinemas. The best location to enjoy the sun, beach and Barcelona environment.  …see more

7 Photos

Narrowboat | 2 Bedrooms | sleeps 4

Short stays welcome

Add to shortlist

from £92 /night

£639 - £1072 / week

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Key info:

  • Suitable for children of all ages
  • 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

8 Photos

Narrowboat | 1 Bedroom | sleeps 3

Very Good 4.5/5 

Short stays welcome

Add to shortlist

from £73 /night

£510 - £848 / week

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Key info:

  • Suitable for children of all ages
  • 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 - £1382 / week

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Key info:

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

6 Photos

Narrowboat | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £138 /night

£965 - £1492 / week

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Key info:

  • Suitable for children of all ages
  • 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

9 Photos

Yacht | 3 Bedrooms | sleeps 6

1 night min stay

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from £313 /night

£2191 / week

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Key info:

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

14 Photos

Yacht | 2 Bedrooms | sleeps 6

1 night min stay

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from £85 /night

£594 - £4452 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • Air conditioning
  • No pets allowed
Luxury Motor yacht based in Fiskardo. Kefalonia. The perfect way to explore Ithaca, Lefkas, Scorpios and the many islands in the Ionian Sea. Greece.  …see more

18 Photos

Yacht | 3 Bedrooms | sleeps 6

Excellent 5/5 

1 night min stay

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from £243 /night

£1696 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for over 5s only
  • Car not necessary
  • No pets allowed
Enhance your holiday experience by visiting Zakynthos, Ithaca, Kefalonia, Lefkada, Scorpios and Meganisi on a professionally maintained 38 ft sailing yacht with a fully qualified Skipper. Breakfast and lunches included in the price with no added extras. Enjoy the beautiful scenery around the Ionian Islands. You are guaranteed to have a special holiday.  …see more

10 Photos

Houseboat | 2 Bedrooms | sleeps 3

1 night min stay

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from £138 /night

£964 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Cruise Ireland's Grand Canal in Co. Kildare on a beautifully restored Canal Narrow-boat. No boating experience is necessary and full barge handling training is provided. Perfect for couples! Full self-catering facilities. On Street parking available in Sallins plus train and bus links to Dublin.  …see more