Sailing vacations

Sailing vacations (1097)

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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1,097 Vacation rentals

(5) Very Good 

14

Vacation houseboat in Alappuzha

Alappuzha District / Alappuzha

3 2 1 night min

  • 3 bedrooms
  • Sleeps 2
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 3 mi
  • Ask about children
Welcome to Alleppey Backwater Kerala in the God's Own Country ! . Our new AC Deluxe houseboat had 1bed/1 bath,living room, dinning and kitchen . We are located 2 minutes from Alleppey town. Famed across the world as Venice of the East, Alleppey (Alappuzha) is the mos …see more

from $100 / night

$1400 / week

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from $100 / night

11

Laboe Vacation houseboat rental

Schleswig-Holstein / Laboe

2 6 6 nights min

  • 2 bedrooms
  • Sleeps 6
  • 6 nights min
  • Nearest beach 3 mi
  • Child friendly
  • Car not necessary
Welcome aboard houseboat, you can rent all year. "Holiday in the first row" is our motto! This houseboat which we rent in the sales order, you spend every day of your holiday directly on the water, with a magnificent view of the Kiel Fjord. Here you taste the salty sea …see more

from $190 / night

$1329 / week

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from $190 / night

(2) Excellent 

36

Cap-d'Agde Vacation yacht rental

Agde / Cap-d'Agde

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Car not necessary
Very happy to take on board the guests to have a good time in the capital of naturism Cap d'Agde. The hotel is a luxurious, fully equipped motor yacht. To the guests disposal is a luxury Four Winns 248 Vista motor yacht with an experienced captain. I’d be very happ …see more

from $45 / night

$312 / week

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from $45 / night

(10) Excellent 

25

Sorrento Vacation yacht rental

Province of Naples / Sorrento

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
Beautiful boat Aicon 72 model moored at the port of Sorrento. Available for overnight stays in port, excursions, long/short corciere in the Mediterranean, events, romantic dinners, transfers by sea. A few miles from the enchanting places like marina: Capri, Positano, Am …see more

from $300 / night

$2229 / week

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avg. 3 hours 5 minutes

from $300 / night

(29) Very Good 

16

Leiden Vacation houseboat rental

South Holland Province / Leiden

2 3 3 nights min

  • 2 bedrooms
  • Sleeps 3
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 27 mi
  • Child friendly
Houseboat Pride of Leyden is fully equipped with every comfort, from a well stocked kitchen, to central heating and air conditioning, a TV and Wifi internet, and a veranda with a spectacular view. The main bedroom sleeps two in a king-size bed, the study sleeps one on a …see more

from $133 / night

$893 - $1035 / week

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avg. 1 hour 35 minutes

from $133 / night

(9) Excellent 

13

Narrowboat rental in Henley-on-Thames

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 most pi …see more

from $322 / night

$1594 - $2048 / week

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from $322 / night

(5) Excellent 

11

Vacation yacht in Lymington

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 $256 / night

$1792 / week

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avg. 3 hours 52 minutes

from $256 / night

(4) Excellent 

5

Vacation narrowboat rental

Warwickshire / Harborough Magna

1 3 3 nights min

  • 1 bedroom
  • Sleeps 3
  • 3 nights min
  • Suitable for children age 5+
  • Pet friendly
we are a family run business based on the North Oxford Canal. We have 2 lovely traditional narrow boats based in Rugby, Warwickshire, ideal for first timers or people looking for a relaxing traditional boat but with modern twists. Our boats both have portholes and …see more

from $323 / night

$967 / week

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from $323 / night

(7) Excellent 

28

Yacht rental in San Sebastián de la Gomera

La Gomera / San Sebastián de la Gomera

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
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 $70 / night

$484 / week

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avg. 16 minutes

from $70 / night

(3) Good 

11

Vacation yacht in Torcy

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
bateau de 20 mètres de long par 5 de large chriss kraft des années 75, niché along the marne en banlieue parisienne 25 mns du centre touristique de Paris et de disney land surface dispo proche de 100 m²environnement naturel au calme une caution sera demandée vu les …see more

from $45 / night

$281 - $753 / week

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avg. 2 hours 46 minutes

from $45 / night

(17) Excellent 

24

Houseboat rental in Amsterdam

Amsterdam / Eastern Docklands

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 30 mi
  • Child friendly
Welcome on board our fully renovated boat & breakfast, 'de Dageraad' (Dutch for 'daybreak'). We offer two luxury, 100% smoke-free rooms, both featuring amenities such as floor heating, en suite bathroom, LCD-television, and free Wifi. In the morning, we serve a home-m …see more

from $290 / night

$2028 / week

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avg. 1 hour 8 minutes

from $290 / night

13

Vacation yacht rental

Monaco-Ville

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Air conditioning
A few steps from the famous Casino of Monaco, the city where luxury mingle, beauty, and perfection ... With its concentration around the port, you will have the opportunity to live a unique experience forever etched in your mind. A unique experience!!! Boat fully equipp …see more

from $438 / night

$3066 / week

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avg. 1 hour 49 minutes

from $438 / night

(2) Good 

24

Vacation yacht in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Pet friendly
  • Private garden
Dutch house boat, 10 min. to center, enjoy dutch waterways! This boat makes the perfect choice for a family or a group of friends desiring the chance, to enjoy a traditional old dutch houseboat experience! Enjoy this beautiful location as entry to dutch water ways whic …see more

from $191 / night

$1337 / week

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from $191 / night

12

Vacation yacht in Pointe-a-Pitre

Grande-Terre Island / Pointe-a-Pitre

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Nearest beach 1 mi
ACCOMMODATION ON BOARD A BOAT DOCK IN GUADELOUPE WITH OPTION: Boat trips to the anchorages and beaches of nearby islands A dock at the Marina Bas du Fort Pointe à Pitre. Or port of Grand Bourg Marie Galante. Or both (possibility of moving the boat on two sites and visit …see more

from $78 / night

$1115 / week

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from $78 / night

(21) Excellent 

29

Porto Vacation narrowboat rental

Porto District / Porto

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • 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 chil …see more

from $214 / night

$730 / week

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from $214 / night

(15) Excellent 

27

Vacation yacht in East Molesey

Surrey / East Molesey

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Car not necessary
  • Air conditioning
EXCLUSIVE USE, and available all year round, this perfectly appointed liveaboard moored in the most idyllic palm fronted Hampton Court marina. “Eucala” is a very beautiful and cleverly laid out classic French motor yacht with a really rich heritage. We have recently …see more

from $163 / night

$1138 / week

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Responds fast!
avg. 2 hours 15 minutes

from $163 / night

20

Yacht rental in Marseille

Marseille / Les calanques

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Suitable for children age 5+
It is a sailing boat of 9 m leased a wharf (safely) in the islands of Frioul opposite Marseille. Here no car you'll be shore in the morning by the cry of the ('Gabians' seabirds) many coves turquoise water you can swim less than 500 m of the vessel. (Arrival on the isl …see more

from $45 / night

$281 - $506 / week

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from $45 / night

(11) Good 

9

Ramonville Saint-Agne Vacation houseboat rental

Haute-Garonne / Ramonville Saint-Agne

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach/lakeside relaxation
  • Ask about children
  • Air conditioning
Nestled in lush greenery, la péniche Soleiado, bed and breakfast character welcomes you all year in a setting very calm conducive to rest and two steps from Toulouse. We offer bed and breakfast, walks on the canal du midi, and the formula proposed here cottage. Upon …see more

from $236 / night

$1112 / week

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from $236 / night

(23) Excellent 

Certificate of Excellence

41

Vacation yacht with shared pool in Playa Blanca

Playa Blanca / Marina Rubicon

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Swimming pool
  • Child friendly
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. …see more

Certificate of Excellence

from $107 / night

$749 - $1248 / week

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avg. 3 hours 39 minutes

from $107 / night

8

Vacation houseboat rental

Tarn-et-Garonne / Montauban

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Air conditioning
Stay in one place on Montauban. La Rosa Guest is an authentic houseboat barge 1900s completely renovated, every detail has been designed so as to preserve the marine spirit, while allowing our visitors to relax in a cozy and soothing atmosphere. Located in a green setti …see more

from $102 / night

$607 / week

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from $102 / night

6

Vacation yacht in Porto-Vecchio

Corse-du-Sud / Porto-Vecchio

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 2 mi
  • Car not necessary
Sailboat 12M equipped with all comforts The boat odyssey marina Discover the pleasure of sleeping quietly in Porto Vecchio Stunning views of the city and bay access to canoe motor boat Free public parking not included in the rental, trade near. Ability to share a naviga …see more

from $57 / night

$393 / week

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avg. 2 hours 57 minutes

from $57 / night

(1) Excellent 

16

Vacation houseboat in Holsworthy

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 15 mi
  • Child friendly
Swallow Tail offers a unique opportunity to stay aboard a traditional canal barge without the worry of locks and waterways. She is custom built to offer the maximum comfort and style for 4 people sleeping in two cabins. Both cabins have their own shower/wc, the doubl …see more

from $104 / night

$576 - $1063 / week

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from $104 / night

15

Newtown, Alderney Vacation yacht accommodation

Alderney / Newtown, Alderney

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Car not necessary
Presented by Static Boat Holidays. The price is for the whole boat and is exceptionally good value. The boat is situated in Braye harbour, Alderney. She is on a swing mooring, but you have access to a tender and water taxi. She has three double cabins, a kitchen living …see more

from $133 / night

$858 / week

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from $133 / night

5

Vacation yacht in Muiden

North Holland Province / Muiden

1 5 1 night min

  • 1 bedroom
  • Sleeps 5
  • 1 night min
  • Child friendly
Sleeping on a ship is something special. This large ship nearly 11 meters long and wide 3:40 accommodate up to five people. Two people can sleep in the back stay, two people can sleep on the sofa in the common room and a person in the bow. The ship is on a river with gr …see more

from $102 / night

$663 / week

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from $102 / night

(14) Very Good 

24

Houseboat accommodation in Henley-on-Thames

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 a self drive boating holiday with a unique difference. Our boat is a luxury Canal widebeam, fitted to an exceptionally high standard, an ideal holiday for families or groups of friends holidaying together.Pets are welcome too. You pick the boat up from our base …see more

from $320 / night

$2317 - $2765 / week

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from $320 / night

(1) Excellent 

40

Vacation houseboat in San Blas Islands

Guna Yala Region / San Blas Islands

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • Child friendly
Explore San Blas with the comfort of our 140 square meters catamaran (17,40 meter long and 8 meters wide). Snorkeling, fishing, experiencing the Kuna Yala culture, improving your sailing skills while being pampered by our Italian Gourmet meals. Myself and my wife Valent …see more

from $550 / night

$3850 / week

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Responds fast!
avg. 2 hours 50 minutes

from $550 / night

(2) Excellent 

5

Worsley Vacation narrowboat rental

Salford / Worsley

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Lucy Joe Sleeps upto 4 - A beautifully finished boat, Lucy Joe has been designed with space, luxury and comfort in mind. A fixed double bed at the back supplemented by a luxurious double sofa bed at the front and spacious wet room, galley and lounge gives you the free …see more

from $192 / night

$1344 / week

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from $192 / night

(18) Excellent 

26

Vacation yacht in Barcelona

Barcelona / Port Forum

5 11 Min stay varies

  • 5 bedrooms
  • Sleeps 11
  • Min stay varies
  • Beach/lakeside relaxation
  • Nearest beach 0.2 mi
  • Car not necessary
Unique & Special 80ft Boat to stay on during your holiday with friends or when coming for your Hen - Stag party to Barcelona. Spacious sundecks with Jacuzzi, lively surroundings with the famous Café del Mar Club Barcelona only minutes away, fully air-conditioned luxury …see more

from $332 / night

$2319 / week

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Responds fast!
avg. 2 hours 30 minutes

from $332 / night

(6) Very Good 

15

Pangkalan Bun Vacation houseboat rental

Central Kalimantan / Pangkalan Bun

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 mi
  • Child friendly
  • Air conditioning
Borneo Eco Tour Houseboat is has 3 houseboat. 1 standard houseboat, 1 Deluxe Houseboat and 1 Super Deluxe Houseboat. Standard houseboat with 1 open deck Cabin Deluxe Houseboat with 1 Cabin with Air Condition and 1 Open Deck Cabin Super Deluxe Houseboat with 2 C …see more

from $359 / night

$2240 - $8692 / week

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from $359 / night

(3) Excellent 

12

East Farleigh Vacation narrowboat rental

Maidstone / East Farleigh

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Car not necessary
  • Pet friendly
  • Private garden
Marianna is a static, permanently moored 40ft Narrowboat, moored in an exclusive area of a small and friendly Marina, in East Farleigh, Kent, on possibly the prettiest part of the River Medway. Beautiful surroundings, with visiting Kingfishers and Swans. Three minute wa …see more

from $84 / night

$512 / week

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Responds fast!
avg. 1 hour 58 minutes

from $84 / night

9

Vacation narrowboat in Wallingford

Oxfordshire / Wallingford

2 2 1 night min

  • 2 bedrooms
  • Sleeps 2
  • 1 night min
  • Car not necessary
Our Hotel Boat 'Down the Hatch' is a brand new fully crewed super sized wide beam river cruiser, with more space per guest than any other Hotel Boat on the Thames. Wake up to freshly ground coffee or tea of your choice followed by our full breakfast menu. Join us for B& …see more

from $90 / night

$628 / week

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from $90 / night

(2) Excellent 

8

Vacation houseboat in Alappuzha

Alappuzha District / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach/lakeside relaxation
  • Nearest beach 5 mi
  • 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 Kerala …see more

from $170 / night

$1190 / week

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from $170 / night

(2) Excellent 

31

Vacation houseboat in Marigot Bay

Castries Quarter / Marigot Bay

3 2 4 nights min

  • 3 bedrooms
  • Sleeps 2
  • 4 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0.1 mi
  • Swimming pool
This is an opportunity to experience life in our private classic 41 foot yacht which is moored to the dock in beautiful Marigot Bay in Saint Lucia. We also have a 4x4 jeep available if you wish to go out and explore the island. The boat has a classic teak wood interior …see more

from $85 / night

$595 / week

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avg. 3 hours 0 minutes

from $85 / night

(10) Excellent 

9

Vacation yacht in Audierne

Finistere / Audierne

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
Boarding for an unusual stay aboard the yacht Time Out for 2 to 7 nights! A boat Dutch 10, 50 m charming, cosy, light, atmosphere vintage, feet in the water. Located in Audierne, it is moored at the end of the pontoon C from the Marina in the heart of the city. You are …see more

from $141 / night

$983 - $1415 / week

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from $141 / night

(2) Excellent 

14

Henley-on-Thames Vacation narrowboat rental

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 $388 / night

$1729 - $2246 / week

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from $388 / night

(4) Excellent 

49

Srinagar ski houseboat to rent.

Srinagar District / Srinagar

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Ski
  • Child friendly
( The taste of Home, where we treat you like Family) …see more

from $16 / night

$101 - $319 / week

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from $16 / night

(3) Excellent 

16

East Molesey Vacation houseboat rental

Surrey / East Molesey

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
Perfectly appointed heated live-on-board in an idyllic palm fronted marina half a mile from Hampton Court Palace (King Henry VIII’s pad), direct train link into London Waterloo, opposite Bushy Park (second largest Royal park), a choice of excellent restaurants/pubs and …see more

from $138 / night

$961 / week

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Responds fast!
avg. 2 hours 15 minutes

from $138 / night

37

Yacht rental in San Blas Islands

Guna Yala Region / San Blas Islands

3 2 Min stay varies

  • 3 bedrooms
  • Sleeps 2
  • Min stay varies
  • Child friendly
Explore San Blas with the comfort of our 140 square meters catamaran (17,40 meter long and 8 meters wide). Snorkeling, fishing, experiencing the Kuna Yala culture, improving your sailing skills while being pampered by our Italian Gourmet meals. Myself and my wife Valent …see more

from $550 / night

$3850 / week

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Responds fast!
avg. 2 hours 50 minutes

from $550 / night

(2) Good 

26

Amsterdam Vacation houseboat rental

North Holland Province / Amsterdam

3 6 2 nights min

  • 3 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Private garden
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 old houseboat experience. …see more

from $190 / night

$1326 / week

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from $190 / night

(8) Excellent 

Certificate of Excellence

43

San Diego Vacation houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach/lakeside relaxation
  • Nearest beach 8 mi
  • Child friendly
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

Certificate of Excellence

from $249 / night

$1743 / week

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Responds fast!
avg. 29 minutes

from $249 / night

1