Sailing holidays

Sailing holidays (312)

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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312 Holiday homes

Filters applied: Balcony or terrace (312)

35

Halong Paloma Cruise - Halong Bay houseboat sleeps 46

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 £189 / night

£1320 / week

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from £189 / night

(2) Excellent 

11

KV houseboats Alleppey to Kumarakom - Alappuzha houseboat sleeps 2

Kerala / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Ask owner if suitable for children
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Premium houseboat had 3 bed/3 bath,living room, dinning and kitchen fully covered glass which PROTECT FROM MOSQUITO AND INSECT in the night. We are located 2 minutes from Alleppey town. Fam  …see more

from £77 / night

£1154 / week

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from £77 / night

(15) Excellent 

12

Annie's Boat (bed & boat) - Eastern Docklands houseboat sleeps 2

Amsterdam / Eastern Docklands

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Ask about pets
Annie's Boat is suitable for 2 people and maximum 2 children.Children up to 12 years stay for free. For children up to the age of 3 years there is a cot present. For children from 3 up to 12 years is a thick luxury air mattress (2x 1pers. mattress) of very good qua  …see more

from £105 / night

£522 / week

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from £105 / night

(5) Excellent 

12

Luxury Motor Yacht in Lymington - Lymington yacht sleeps 4

New Forest / Lymington

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
Your luxurious motor yacht is available on an accommodation only basis. She is located at the prettiest marina in Lymington with amazing sea views towards the Isle of Wight. She was commissioned in 2013 and is fitted out to the highest standard. Step through the glass  …see more

from £280 / night

£1960 / week

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from £280 / night

23

Houseboat Finland: Houseboat Comfort 32 m2/ 6 pers - Jyväskylä houseboat sleeps 6

Central Finland / Jyväskylä

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Would you like to spend summer on a peaceful lake, in the pristine wilderness of Finland? On a Houseboat you can easily get to great fishing spots, beaches or discover different Finnish villages and towns . You can sunbath on the roof, make food in the kitchen and take  …see more

from £196 / night

£1566 / week

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from £196 / night

7

Linssen 34.9AC - Vermenton houseboat sleeps 6

Yonne / Vermenton

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
The Linssen 34.9AC is a luxury canal boat with two cabins cruising on the French Inland Waterways. Based on the Nivernais in Burgundy, France's most beautiful canal, you can cruise through scenic countryside, ancient towns and villages, visit Cathedrals and Chateau  …see more

from £249 / night

£1740 - £2305 / week

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from £249 / night

(2) Excellent 

28

A Different Way to Stay! - San Sebastián de la Gomera yacht sleeps 6

La Gomera / San Sebastián de la Gomera

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
PLEASE READ THE WHOLE LISTING PLEASE NOTE: The yacht is available for accommodation only and not for any kind of chartered sailing. If you are looking for a different type of holiday accommodation and perhaps a bit off the beaten track, then Brego is just the thing f  …see more

from £45 / night

£315 / week

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from £45 / night

(1) Excellent 

12

Barge ASLAUG, starboard cabin on new-built barge - Corbie houseboat sleeps 2

Somme / Corbie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
A highlight of your vacation in the Somme region in Summer 2016 could be a few days "Barge & Breakfast" on the barge ASLAUG. Relax on the sun decks or in the spacious wheelhouse, go to sleep in your peaceful floating cabin and enjoy the wake-up calls of the ducks. "Asla  …see more

from £92 / night

£640 / week

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from £92 / night

(3) Good 

11

Marne-la-Vallee / Torcy

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Pet friendly

 …see more

from £35 / night

£218 - £583 / week

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from £35 / night

(4) Excellent 

13

Boat Gina -beautiful narrowboat on River Thames - Henley-on-Thames narrowboat sleeps 6

Oxfordshire / Henley-on-Thames

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Boat Gina is the perfect boat for anyone who wants to enjoy boating on the River Thames with all the comforts of home. There is nothing quite like the sense of freedom of cruising at your own pace and mooring up when you feel like it, exploring some of England's mo  …see more

from £245 / night

£1265 - £1311 / week

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from £245 / night

(1) Very Good 

43

Jewel cruise , overnight on the Cat Ba island - Cat Ba yacht sleeps 8

Cat Ba

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
This top quality yacht is perfectly equiped for cruising in the Ha Long Bay, with all moderns conveniences. C.Jewel Island yachts are world renowned for excellent quality – We offer perfect arrangements for both privates parts and crew cabins. For your confort, this y  …see more

from £100 / night

£700 / week

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from £100 / night

42

Halong Paloma Cruise - Halong Bay houseboat sleeps 40

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
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 boar  …see more

from £189 / night

£1320 / week

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from £189 / night

(21) Excellent 

41

Lanzarote Yacht Hotel - Marina Rubicon yacht sleeps 6

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
You have the opportunity to rent a magnificent Yacht-Hotel entire for you! She has 3 double cabins, 2 full bathrooms with hot water shower, galley with vitroceramic hob and microwave oven, fridge, dining room, outside lounge, solarium, cd player and air conditioning. Th  …see more

from £84 / night

£585 - £3409 / week

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from £84 / night

(1) Excellent 

14

beautiful 3 bedroom gullet berthed in kas marina - Kas yacht sleeps 5

Antalya Province / Kas

3 5 1 night min

  • 3 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Looking for a different type of Holiday? Try our Turkish Gullet Accommodation Only. We offer a registered skipper day cruise to one of the beautiful local bays around kaş. on bookings of 3 or more nights. At extra charge, weather permitting. Our beautiful 5 year old  …see more

from £60 / night

£400 - £505 / week

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from £60 / night

(6) Very Good 

24

Private studio on new houseboat in the centre - De Pijp houseboat sleeps 2

Amsterdam / De Pijp

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Michèle's houseboatIn the centre of Amsterdam, in the museum quarter, you will find Michele's Houseboat. A brand new houseboat moored at the Ruysdaelkade, where you can experience Amsterdam in a unique way: living on the water. The houseboat is divided into  …see more

from £105 / night

£696 / week

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from £105 / night

(1) Excellent 

19

Private Yacht in St Vincent and the Grenadines - Mayreau yacht sleeps 6

St. Vincent and the Grenadines / Mayreau

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
A Private Yacht: KALIMBA, A 2012 Beneteau Oceanis 45 foot. This private yacht, with skipper, will take you on the cruise of a lifetime around the spectacular Grenadine Islands. Starting from Grenada, or picking you up at the location of your choice, the itinerary is up  …see more

from £500 / night

£3000 / week

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from £500 / night

(2) Very Good 

27

Halong Paloma Cruise - Halong Bay houseboat sleeps 40

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
Paloma Cruise - The recommended Halong Bay Junk Cruise is a brand new Halong wooden junk crewed by a professional, loyal and dedicated team. Spread over 4 decks she has 16 en-suite fully equipped luxury cabins, a bar with soft seating and plasma TV, gourmet restaurant,  …see more

from £189 / night

£1320 / week

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from £189 / night

(2) Excellent 

12

Barge ASLAUG, port cabin on new-built barge - Corbie houseboat sleeps 2

Somme / Corbie

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
A highlight of your vacation in the Somme region in Summer 2016 could be a few days "Barge & Breakfast" on the barge ASLAUG. Relax on the sun decks or in the spacious wheelhouse, go to sleep in your peaceful floating cabin and enjoy the wake-up calls of the ducks. "Asla  …see more

from £92 / night

£640 / week

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from £92 / night

(21) Excellent 

29

PORTO DOURO CANAL BOAT HIRE - DOUROVOU LTD - Porto narrowboat sleeps 4

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
CANAL BOAT HIRE DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.The boat is a 26ft Yachts ideal for a couple or a family with children.You c  …see more

from £166 / night

£566 / week

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from £166 / night

(6) Very Good 

33

Travenz Two bedroom Houseboat with Balcony - Alappuzha houseboat sleeps 7

Kerala / Alappuzha

2 7 1 night min

  • 2 bedrooms
  • Sleeps 7
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Child friendly
ITINERARY» Guests can check in at 12:00 hrs, we will welcome you with welcome drink and start cruise after a short briefing introduction, relax and enjoy the canals, rivers and backwater, at 13:00 hrs houseboat will stop for lunch, with lavish menu of traditional Keral  …see more

from £104 / night

£727 / week

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from £104 / night

44

52 ft. crewed sailing yacht Blue Sky San Blas Is. - San Blas Islands yacht sleeps 6

Guna Yala Region / San Blas Islands

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
Blue Sky is a 52 ft. crewed sailing yacht located in the stunning San Blas islands off the coast of Panama. Our trips include 3 delicious meals a day, snorkeling and fishing gear, 2 single kayaks, and a chance to visit with the indigenous Guna Indians. We enjoy snorkeli  …see more

from £131 / night

£808 - £5385 / week

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from £131 / night

(9) Very Good 

24

Boat Geanna - Henley-on-Thames houseboat sleeps 11

Oxfordshire / Henley-on-Thames

3 11 3 nights min

  • 3 bedrooms
  • Sleeps 11
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
This is accommodation with a unique difference. Our boat is a luxury 4 star Canal wide beam fitted to an exceptionally high standard. The interior is spacious with a fitted kitchen, complete with all mod coms (inc dishwasher) and beautiful open plan saloon/dining room.  …see more

from £250 / night

£1410 - £2110 / week

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from £250 / night

(2) Excellent 

11

Houseboat Mercurius - Amsterdam houseboat sleeps 4

North Holland Province / Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
Have breakfast, lunch and diner in the steering cabin watching the boats pass by like you are a part of Amsterdam. The ultimate Amsterdam experience! Our well equipped apartment with lots of light and high ceilings give you a very spacious feeling with a great view on  …see more

from £244 / night

£1705 / week

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from £244 / night

(16) Excellent 

22

PORTO DOURO VALLEY SAIL YACHT CRUISES WITH SKIPPER - Porto yacht sleeps 4

Porto District / Porto

1 4 1 night min

  • 1 bedroom
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
YACHT CHARTER DOURO RIVER WATER WAY PORTO Portugal.ATTENTION: PLEASE CHECK AVAILABILITY BY EMAIL The company owns a small Marina "Douro Fluvina" at Ferradosa - Sao Joao da Pesqueira.Our boats are 28ft Yachts ideal for a couple or a family with children.You can  …see more

from £166 / night

£653 / week

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from £166 / night

(1) Excellent 

19

Narrowboat Puzzle - Ely houseboat sleeps 2

Cambridgeshire / Ely

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Child friendly
  • Car not necessary
Puzzle is a luxury bespoke narrowboat, which has been fitted out to the highest standard. She offers all the comforts of a top end luxury flat and is moored in the historic cathedral city of Ely, with excellent rail links to Cambridge and London. Everything on board ha  …see more

from £99 / night

£594 / week

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from £99 / night

(22) Excellent 

20

Pantheos Romantic Houseboat - Jordaan houseboat sleeps 4

Amsterdam / Jordaan

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
This was a truly unique experience to stay on a houseboat. I grew up in Amsterdam but never had the opportunity to stay or even visit a houseboat. I stayed here for 10 days at the end of April and was very fortunate to be blessed with great weather. My stay was excellen  …see more

from £157 / night

£1218 - £2348 / week

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from £157 / night

(28) Very Good 

24

AMSTERDAM CITY CENTRE HOUSEBOAT - Central Amsterdam houseboat sleeps 4

Amsterdam / Central Amsterdam

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets
This beautiful Amsterdam city centre canal houseboat, that is conveniently situated between central station and Dam Square, is a perfect place for couples, friends or a family to explore and enjoy the beauties of the amazing city.The houseboat has a relaxed living area  …see more

from £174 / night

£1827 - £2192 / week

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from £174 / night

15

Tortola / Road Town

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £1539 / night

£10770 / week

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from £1539 / night

(8) Excellent 

17

Painted Lady - Holsworthy houseboat sleeps 4

Devon / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Devon Houseboats offer a unique opportunity to stay aboard a wide beam canal barge without the worry of locks and waterways. The barges are custom built to offer the maximum comfort and style for four people sleeping in two cabins. Both cabins have their own en suite s  …see more

from £92 / night

£475 - £565 / week

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from £92 / night

(4) Excellent 

9

Luxury Stella cruise in Ha Long bay - Halong Bay houseboat sleeps 40

Quang Ninh Province / Halong Bay

20 40 1 night min

  • 20 bedrooms
  • Sleeps 40
  • 1 night min
  • Child friendly
  • Air conditioning
  • Ask about pets
Stella Cruise (Formal name is Aclass Opera cruise Just stop for repair and decorate to upgrade better service) offers a one-of-a-kind experience aboard the traditional oriental-style boat. Our crews provide you with first-class service throughout the length of your jour  …see more

from £120 / night

£835 / week

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from £120 / night

(12) Excellent 

17

Devolu - Meudon houseboat sleeps 8

Hauts-de-Seine / Meudon

4 8 5 nights min

  • 4 bedrooms
  • Sleeps 8
  • 5 nights min
  • Suitable for children age 5+
  • Car not necessary
  • Air conditioning
Ever wondered what it would be like to live on a houseboat? Devolu offers you a convenient base to visit the sites of Paris, go to Disneyland and the Chateau de Versailles while coming home each day to an amazing experience of another kind. One of the most luxurious b  …see more

from £250 / night

£1500 - £1850 / week

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from £250 / night

(2) Excellent 

26

Floating House in San Diego Bay - San Diego houseboat sleeps 4

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Suitable for children age 5+
Sleep on the water! Enjoy this unique opportunity to stay at Pelican Place - a floating home on this beautiful bay. Enjoy this 84 sq meters floating 2-story home. House sleeps 4 adults or 2 adults with up to 3 children works well too. House details: On the bottom f  …see more

from £192 / night

£1341 / week

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from £192 / night

23

Nemesis Sailing Yacht - Karfas yacht sleeps 6

Chios / Karfas

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Ask owner if suitable for children
  • Car not necessary
Another day....another bay Starting from only 50€ / person per day you can charter your own yacht! We welcome sailors of all abilities and can provide you with an option to sail with a professional skipper. Affordable luxury combined with great people from all over th  …see more

from £209 / night

£1461 - £1583 / week

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from £209 / night

(1) Excellent 

15

Boat Gema - A beautiful narrowboat on Thames - Henley-on-Thames narrowboat sleeps 8

Oxfordshire / Henley-on-Thames

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly
Cruise and explore some of the most stunning parts of the River Thames at your own pace. Boat Gema is a delightful 4 star narrowboat that has a fresh and modern feel but without losing the quaint charm of an English narrowboat. Cruise to Henley-On-Thames, Marlow and Win  …see more

from £303 / night

£1390 - £1540 / week

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from £303 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £278 / night

£1740 - £6087 / week

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from £278 / night

(1) Excellent 

11

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £87 / night

£609 / week

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from £87 / night

(26) Excellent 

11

Float by Boat narrowboat retreat - Rugby narrowboat sleeps 6

Warwickshire / Rugby

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Car not necessary
  • Ask about pets
*Skippered Hotel-boat* *Crewed Breaks, Holidays & Retreats* *Day Trips* Spirited Away, a hosted narrowboat, is the perfect place to slow down, get closer to nature and experience the unique British waterways. Prices are fully inclusive, with gorgeous boat-made meals,  …see more

from £140 / night

£980 / week

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from £140 / night

12

HOUSE BOAT ROYAL LODGE - Srinagar houseboat sleeps 8

Kashmir / Srinagar

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
My.hosue Boat is located in peace and quiet place..and five minutes from Ghat .07 Dal Lake..you will get completry pickup from ghat no.07,till my hosue boat..and i am good reviews in tripadvisor highlly recomended..and we are very polite with guests..thanks for chosing  …see more

from £12 / night

£81 - £108 / week

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from £12 / night

5

Saxony-Anhalt / Bitterfeld

2 5 3 nights min

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

 …see more

from £97 / night

£676 / week

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from £97 / night

20

Marseille / Les calanques

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £35 / night

£218 - £305 / week

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from £35 / night

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