Sailing vacations

Sailing vacations (1100)

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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1,100 Vacation rentals

(8) 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 $150 / night

$1400 / week

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from $150 / night

19

Yacht rental in Porto San Giorgio

Province of Fermo / Porto San Giorgio

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach/lakeside relaxation
  • Suitable for children age 5+
Comfortable sailing boat with Skipper, ' High life ', Sun Odyssey 37 of ml. 11.40. unforgettable holidays in Central Adriatic Sea, Tremiti Islands, Croatia and the beautiful Kornati Islands. Or short daytime rest and navigations and walks in the picturesque historic tow …see more

Pricing unknown

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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 $106 / night

$634 / week

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from $106 / 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 $199 / night

$1388 / week

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from $199 / night

(2) Very Good 

6

Uturoa Vacation yacht rental

Raiatea / Uturoa

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Child friendly
Catamaran rapide de 55 pied qui vous accueille en famille, entre amis, pour fêter votre anniversaire de mariage, votre voyage de noce, ou de partager à deux le charme d’une croisière privative. Embarquez pour la croisière de vos rêves, Azuline et son équipage s'adapte à …see more

from $499 / night

$3489 / week

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from $499 / night

6

Houseboat rental in Montauban

Tarn-et-Garonne / Montauban

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Air conditioning
The barge-d'hôtes Rosa is an authentic houseboat 1900s renovated, every detail has been designed to preserve the marine spirit, while allowing our visitors to relax in a warm and cozy atmosphere. In Port Canal, in a peaceful and verdant setting, close to the center of M …see more

from $301 / night

$2102 / week

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from $301 / night

(11) 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 $324 / night

$1607 - $2000 / week

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from $324 / night

10

Vacation yacht rental

Corfu / Gouvia

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
sailboat grand soleil 50 feet rented with skipper and hostess from Corfu in Greece for one week stay in the Ionian Islands (Paxos, Lefkas, Ithaca ...) comfort ship: teak deck, fridge freezer, electric oven and gas, plancha, bimini, bedding and towels provided. Sails of …see more

from $402 / night

$2815 - $4105 / week

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from $402 / 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 $47 / night

$294 - $786 / week

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Responds fast!
avg. 3 hours 54 minutes

from $47 / night

(3) Very Good 

11

Yacht rental in Pittulongu

Olbia / Pittulongu

5 5 5 nights min

  • 5 bedrooms
  • Sleeps 5
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Air conditioning
The house is 300 meters from the crystalline sea of ​​Bados Beach. The villa is surrounded by nature and can accommodate 4-5 people, has two bedrooms, two bathrooms, a kitchen and a living .L'arredamento is taken care of, in Sardinian style, the house is equipped with e …see more

from $118 / night

$821 / week

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from $118 / night

33

Vacation houseboat in Giethoorn

Overijssel Province / Giethoorn

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
This for rent luxurious and spacious recreation houseboat for 4 people is located on the Cornelisgracht with an unobstructed view to the national park, the Weerribben-Wieden, just a few kilometers from the tourist center of Giethoorn. The modern recreational water vill …see more

from $112 / night

$780 / week

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from $112 / 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 $135 / night

$871 / week

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from $135 / night

88

Vacation houseboat in London

England / London

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Nearest beach 120 mi
  • Child friendly
  • Car not necessary
The Harpy Houseboat by Tower Bridge: London's original Customs & Excise floating office, built in 1904 as 'HMS Harpy', immaculately restored as an exceptional 4 bedroom London home with the postcard view of Tower Bridge. Heal's 1920's oak furniture, Egyptian linen, ec …see more

from $710 / night

$4515 - $5702 / week

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Responds fast!
avg. 3 hours 32 minutes

from $710 / night

4

Narrowboat accommodation in Meuspath

Rhineland-Palatinate / Meuspath

1 50 1 night min

  • 1 bedroom
  • Sleeps 50
  • 1 night min
  • Child friendly
  • Pet friendly
Small camp in Meuspath at the Nürburgring. With showers, toilets and electricity. To see and also reviews on Google Maps Camping Meuspath at the Nürburgring Small but powerful, Inexpensive. Also firewood donation possible. 53520 Meuspath, Hauptstrasse 46, end of the vil …see more

from $12 / night

$83 / week

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from $12 / night

12

Vacation yacht in Lido di Jesolo

Jesolo / Lido di Jesolo

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+
  • Air conditioning
  • Ask about pets
Si tratta di una struttura ricettiva realizzata su una imbarcazione con tutti i servizi di un hotel, dalla biancheria alla prima colazione. Sicura, unica, rilassante ed esclusiva consente una vacanza al di fuori degli schemi tradizionali; l'equipaggio è in grado di offr …see more

from $411 / night

$1760 / week

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from $411 / 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 for rental to our private guests if you wish to go out and explore the island. The boat …see more

from $85 / night

$595 / week

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Responds fast!
avg. 3 hours 15 minutes

from $85 / night

4

Trani Vacation yacht rental

Province of Barletta-Andria-Trani / Trani

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
Moored in the attractive port of Trani The Trani Boat Resort it offers accommodation on the water, a kitchen and a common living room, and an outdoor seating area. The cabin is equipped with air conditioning and private bathroom with shower with 6 beds. Guests can book …see more

from $493 / night

$3448 / week

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from $493 / night

(15) 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 $323 / night

$2335 - $2755 / week

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from $323 / night

11

Vacation houseboat in Fakarava

Tuamotu Archipelago / Fakarava

3 8 5 nights min

  • 3 bedrooms
  • Sleeps 8
  • 5 nights min
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
*** BOARDING DAY: EVERY WEDNESDAY *** *** 5 night minimum stay required *** *** Prices shown are for 1 queen cabin (2 persons) *** *** All Inclusive full board (continental breakfast, lunch, aperitif, dinner), extra bar *** Our catamaran sails Fakarava Biosphere Reser …see more

from $687 / night

$4117 / week

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from $687 / 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 OUT AT SEA: Boat trips to the anchorages and beaches of nearby islands A dock at the Marin Lower Fort Pointe à Pitre. BOAT sailboats 13 m, OCEANIS 411 Clipper. 3 double cabins, 2 toilets, kitchen, 2 toilets, 3 Showers, Sq …see more

from $176 / night

$1173 / week

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from $176 / night

(1) Excellent 

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 supple …see more

from $94 / night

$657 / week

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Responds fast!
avg. 2 hours 42 minutes

from $94 / 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. 3 hours 39 minutes

from $550 / 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 $316 / night

$2346 / week

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Responds fast!
avg. 2 hours 14 minutes

from $316 / night

(21) Excellent 

14

Vacation yacht rental

Bequia / Port Elizabeth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach/lakeside relaxation
  • Child friendly
  • Car not necessary
Imagination is a Fountaine Pajot Bahia catamaran and is 46 feet in length. It has 3 double en-suite cabins for up to a maximum of 6 passengers and is available for charter within The Windward Islands of The Caribbean, particularly St Vincent and The Grenadines. Our favo …see more

from $950 / night

$4200 - $13660 / week

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from $950 / night

(17) Excellent 

14

Vacation yacht rental

St. George's / Prickly Bay

2 4 5 nights min

  • 2 bedrooms
  • Sleeps 4
  • 5 nights min
  • Beach/lakeside relaxation
  • Nearest beach 0 mi
  • Child friendly
The boat we are running at the moment is a Lavezzi 40 built in La Rochelle to our specification and we've been sailing her for 10 years around the caribbean islands. The space we are offering to you is the Port (left - if you are standing on the boat facing forwa …see more

from $181 / night

$1265 - $5057 / week

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from $181 / 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 $139 / night

$933 - $1081 / week

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Responds fast!
avg. 2 hours 38 minutes

from $139 / night

31

Vacation narrowboat in Uppsala

Uppsala County / Uppsala

17 32 1 night min

  • 17 bedrooms
  • Sleeps 32
  • 1 night min
  • Car not necessary
  • Pet friendly
Warmest welcome guest. Hostels boat Selma is new in town and we open for the first time in December 2016. Here you can experience the marine atmosphere. Sit in the lounge and enjoy a cup of coffee and socialize. We are at your service for you and do everything we can to …see more

from $56 / night

$389 / week

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from $56 / 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 $194 / night

$1355 / week

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from $194 / night

(13) Excellent 

Certificate of Excellence

40

Yacht accommodation in Puerto Calero

Lanzarote / Puerto Calero

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach/lakeside relaxation
  • Child friendly
  • Pet friendly
Do not miss the opportunity of sleeping onboard this beautiful and classic sailing yacht in exclusive for you. Vientos del Sur is rented entirely as a private holiday letting and only you and your friends or familiy will stay onboard. The yacht is equipped with all the …see more

Certificate of Excellence

from $71 / night

$493 - $690 / week

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from $71 / night

8

Freest Vacation houseboat rental

Mecklenburg-West Pomerania / Freest

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Child friendly
  • Pet friendly
Come visit us in Kröslin, and experience this charming houseboat. In usual luxury you have to do without us. The houseboat has a comfortable interior with a kitchen and separate bedrooms. You can relax on the roof terrace and sunbathe. In the evening you can enjoy on th …see more

from $152 / night

$1059 / week

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from $152 / night

(2) Excellent 

12

Punta Sabbioni Vacation houseboat rental

Cavallino-Treporti / Punta Sabbioni

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 mi
  • Child friendly
  • Car not necessary
Prova l'esperienza di vivere Venezia a bordo di una bellissima barca a vela nel cuore della laguna di Venezia. L'imbarcazione è un'hanse 371 (11,5 mt.), ormeggiata nel cuore della laguna di Venezia, vicina a Venezia e a tutte le isole della laguna, a pochi metri dai ser …see more

from $59 / night

$411 / week

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from $59 / 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 $212 / night

$1478 / week

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from $212 / night

5

Vacation yacht in La Rochelle

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
SPEND a night A WHARF in a star of 10 meters, a night or more at the port of la Rochelle, in a boat equipped like an apartment, the boat is equipped with heaters. For 2 to 4 people, moored in full heart of the port of Minimes near the beach, shops and restaurants, near …see more

from $194 / night

$1109 / week

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Responds fast!
avg. 3 hours 52 minutes

from $194 / night

5

Vacation yacht rental

State of Rio de Janeiro / Angra Dos Reis

1 7 1 night min

  • 1 bedroom
  • Sleeps 7
  • 1 night min
  • Child friendly
Aluguel de Lancha em Angra dos Reis. O melhor Custo Benefício! Temos lanchas para 5,7,9 e 10 pessoas. Nossos modelos de Lancha: 1 Lancha Prime 19 pés. 1 Lancha HD Marine 25 pés. 2 Lanchas Real Class 26 pés cabinada. 1 Lancha Real Class 26 pés aberta. Temos passeio em la …see more

from $400 / night

$2800 / week

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from $400 / night

(20) 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 $305 / night

$2135 / week

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Responds fast!
avg. 1 hour 24 minutes

from $305 / night

(126) Excellent 

Certificate of Excellence

36

Vacation houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 35 mi
  • Child friendly
  • Car not necessary
For a relaxing city break with a difference, stay aboard this wonderful houseboat, in the city center of Amsterdam, just off the beaten path but only fifteen minutes walk from Central Station, or five minutes by tram. The Tante Piet is very bright and clean and has bea …see more

Certificate of Excellence

from $153 / night

$1068 / week

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from $153 / night

(5) Excellent 

Certificate of Excellence

7

Vacation yacht in Angra Dos Reis

State of Rio de Janeiro / Angra Dos Reis

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Child friendly
  • Pet friendly
ocean sailboat 31 feet. We offer different routes for touring the Bay of Angra dos Reis, Ilha Grande and Paraty. A different option, where you can enjoy the unforgettable beauty of this part of the Brazilian coast, accompanied by an experienced skipper and knowledgeable …see more

Certificate of Excellence

from $240 / night

$1680 / week

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from $240 / night

9

Vacation narrowboat rental

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 mi
  • Child friendly
  • Pet friendly
Dock houseboat stationed in Marseillette Aude, small quiet village located 17 km from Carcassonne and 7 km of Trebes. It includes 4 double bedrooms, 3 bathrooms (shower and WC) and 1 cabinet de toilet (WC and washbasin). kitchen with oven, gas, microwave, washing machi …see more

from $100 / night

$698 - $821 / week

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Responds fast!
avg. 3 hours 47 minutes

from $100 / night

(5) 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 $326 / night

$974 / week

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from $326 / night

(8) Excellent 

29

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 $66 / night

$461 / week

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Responds fast!
avg. 16 minutes

from $66 / night