Sailing holidays - holiday homes with moorings, boats and yachts

Sailing holidays (988)

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.

View larger map

Also consider

Luxury Villas
2,684 properties
Coastal Cottages
222 properties
Pet Friendly Cottages
27,095 properties
Romantic Breaks
3,207 properties
Group Holidays
17,143 properties
Log Cabin Holidays
238 properties
Rural Retreats
12,438 properties
City Breaks
8,475 properties
Holiday Cottages
17,239 properties
Villas in Spain
11,248 properties
Villas in Tenerife
707 properties
Gites in France
8,131 properties
Holiday Cottages in Cornwall
2,983 properties
London Holiday Apartments
941 properties
Florida Villas
905 properties
Villas in Ibiza
349 properties
Villas in Portugal
4,126 properties
Villas in Turkey
2,202 properties
Villas in Malta
455 properties
Lake District Cottages
940 properties

No dates Enter dates for accurate prices -

Adults, Children

Enter dates for more accurate prices

Payment Protection
To book this holiday home you need to pay through the Holiday Lettings website. We can’t protect your payment if you don’t pay through us. Learn more

988 Holiday homes

(1) Excellent 

16

Holiday houseboat in West Country

Devon / Holsworthy

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
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  …see more

from £100 / night

£450 / week

Book View

from £100 / night

(4) Excellent 

20

Ille-et-Vilaine / Chevaigne

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 60 km
  • Suitable for children age 5+
  • Air conditioning

 …see more

from £166 / night

£556 / week

Book View

from £166 / night

(26) Excellent 

21

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Nearest beach 15 km
  • Car not necessary
  • Private garden
Close to Central Station, comfortable, stylish, quiet and romantic. Three rooms for just the two of you. Own entrance. Great breakfast, bikes and Canadian canoe included.  …see more

from £123 / night

£712 / week

Book View

from £123 / night

(9) Excellent 

14

Central and South America holiday yacht rental

Los Lagos Region / Isla Chiloe

5 10 3 nights min

  • 5 bedrooms
  • Sleeps 10
  • 3 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
“Toby 2014” Excellent experience. We had typical March Chiloe weather with a mix of sunny and rainy days. The food and service at the boat were great. In fact the sea food was outstanding, Kayaking and using the small motor boats were pluses. Visit to  …see more

from £2223 / night

£15556 - £22223 / week

Book View

from £2223 / night

16

Lake Maggiore / Sesto Calende

2 8 1 night min

  • 2 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Air conditioning

 …see more

from £509 / night

£1695 / week

Book View

from £509 / night

(8) Average 

13

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Ask about pets
“The stay exceeded all expectations.Ideally situated near Rembrandplein” The accommodation was very tidy and especially the roomy livingroom was a plus.Wi-fi also a welcome addition and we realy enjoyed staying in the centre of Amsterdam with all the c  …see more

from £187 / night

£1330 - £2047 / week

Book View

from £187 / night

20

Pyrenees-Orientales / Le Barcares

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Child friendly
  • Air conditioning

 …see more

from £81 / night

£564 / week

Book View

from £81 / night

28

Amalfi Coast / Amalfi

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Child friendly

 …see more

from £170 / night

£1187 / week

Book View

from £170 / night

19

Canton of Geneva / Geneva

6 11 1 night min

  • 6 bedrooms
  • Sleeps 11
  • 1 night min
  • Beach / lakeside relaxation

 …see more

from £196 / night

£1368 / week

Book View

from £196 / night

(9) Excellent 

19

Holiday houseboat in Alappuzha

Kerala / Alappuzha

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
“It was a great relax weekend.” 4 of us were at Chennai for business trip from U.S.A. We booked the boathouse 2 days before the trip. We all had a great relax weekend. All staffs are Nice and friendly.  …see more

from £425 / night

£2973 / week

Book View

from £425 / night

(3) Excellent 

32

Holiday yacht in Central and South America

Guna Yala Region / San Blas Islands

4 6 1 night min

  • 4 bedrooms
  • Sleeps 6
  • 1 night min
  • Ask owner if suitable for children
  • Ask about pets
Enjoy a luxurious yacht trip with me & my small family through San Blas! I have room for 6 guests in 3 beds. This price is for 3 room for 6 people including food and drink. Please contact us for an accurate quote. With me you can: - Have 3 Italian cooked meals a day -  …see more

from £667 / night

£4762 - £4768 / week

Book View

from £667 / night

5

Alappuzha holiday houseboat rental

Kerala / Alappuzha

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 5 km
  • Child friendly
  • Air conditioning
We will give you the best service with the cheapest price and you will be happy with the natural beauty that we shows in backwater nd the villages.. . We are rated as one of the best houseboat operators in Alleppey. We focus on quality of service provided for guests..<  …see more

from £76 / night

£528 / week

Book View

from £76 / night

26

Paraty / Corumbe Beach

1 1 2 nights min

  • 1 bedroom
  • Sleeps 1
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary

 …see more

from £94 / night

£653 / week

Book View

from £94 / night

18

Holiday yacht with golf nearby in Punta Ala

Castiglione Della Pescaia / Punta Ala

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Air conditioning
This is an alternative to staying in a hotel, experiencing the glamour of being on a yacht, 1 cabin with ensuite bathroom in an Elegant Classic Motor Yacht 77ft with large sunbathing spaces, sitting room, dining room, outdoor dining and lounge areas. Mored in the elegan  …see more

from £212 / night

£1272 / week

Book View

from £212 / night

(21) Excellent 

30

Yacht rental in Dubrovnik

Dubrovnik / Gruz

12 24 7 nights min

  • 12 bedrooms
  • Sleeps 24
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly
“Feeling of constant care and joy” Marin and his crew have demonstrated the ability to include us in their love for the Adriatic and Dalmatia. They showed us the most beautiful of the entire area of the islands. We did not feel like casual tourists, bu  …see more

from £108 / night

£755 - £14407 / week

Book View

from £108 / night

12

Holiday yacht in Puerto Bahia

Puerto Plata Province / Puerto Bahia

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Catamaran Sailing Celeone, Discover and experience Gran Canaria! Comfortable on a Catamaran! Swimming, Snorkeling, Fishing & Diving on wonderful locations! Pleasure sailing and we do this under the sun. Our aim is to provide a pleasant sailing for everyone. For the expe  …see more

from £750 / night

£4723 / week

Book View

from £750 / night

(9) Excellent 

16

Province of Naples / Sorrento

4 8 Min stay varies

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

 …see more

from £176 / night

£1695 / week

Book View

from £176 / night

(6) Excellent 

18

Holiday yacht rental

Paros / Parikia

5 6 2 nights min

  • 5 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Private Sailing Holidays in Greece and Turkey with Gourmet Chef - 2 professional crew (40+ years experienced Italian-Greek captain + hostess/co-skipper)Captain - with a remarkable past in the vest of a professional super yachts captain of over 60,000 NM in his  …see more

from £128 / night

£678 - £5128 / week

Book View

from £128 / night

(3) Very Good 

22

Holiday yacht in Kas

Antalya Province / Kas

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Child friendly
  • Ask about pets
Thousands of foreigner and local people visit this little town of Mediterranean, the capital of light, Kas.Kas draw attention with its history, blue and clean sea and fascinating nature.Many different tour opportunities will be waiting for you during you Kas travel  …see more

from £700 / night

£4662 / week

Book View

from £700 / night

12

Srinagar holiday houseboat rental

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

£84 - £112 / week

Book View

from £12 / night

(3) Average 

50

Holiday yacht in Barcelona

Barcelona / Barcelona Beach

4 8 1 night min

  • 4 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
Try life on a large motor yacht with all commodities. Beaches are only minutes away on foot, no need to drive and park. There is free guarded parking inside Marina Port Forum. A pleasant 45 minute walk along the ocean to the center of Barcelona. Wifi internet is free.  …see more

from £64 / night

£382 - £1628 / week

Book View

from £64 / night

(2) Excellent 

21

East Molesey holiday 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 an  …see more

from £95 / night

£665 / week

Book View

from £95 / night

(12) Excellent 

17

Holiday houseboat rental

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
“Excellent accomodation , Spacious, Comfortable & Clean” My Children 13,16,17 plus Grandparent 78 all had an excellent time in Paris . The boat made an excellent base for seeing the sights as public transport is minutes walk away.The boat is spacious,  …see more

from £250 / night

£1500 - £1850 / week

Book View

from £250 / night

(5) Excellent 

15

Pangkalan Bun holiday houseboat rental

Central Kalimantan / Pangkalan Bun

6 10 2 nights min

  • 6 bedrooms
  • Sleeps 10
  • 2 nights min
  • Nearest beach 10 km
  • 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 CabinDeluxe Houseboat with 1 Cabin with Air Condition and 1 Open Deck CabinSuper Deluxe Houseboat with 2 C  …see more

from £280 / night

£1750 - £6790 / week

Book View

from £280 / night

10

French Riviera - Cote d'Azur / Cannes

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Nearest beach 0 km
  • Ask owner if suitable for children
  • Car not necessary

 …see more

from £187 / night

£1017 / week

Book View

from £187 / night

(1) Excellent 

24

St. Thomas / East End

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Suitable for children age 5+

 …see more

from £80 / night

£500 / week

Book View

from £80 / night

13

Holiday yacht rental

Cephalonia / Minia

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Skippered Yacht Charter.Unique Sailing Holidays in Kefalonia and the Ionian Sea on our classic wooden yachtDay trips, Overnight trips, one or two week cruises and more...Enjoy the crystal waters of the Ionian and the comfort of this stylish handcrafted boat!  …see more

from £245 / night

£1700 / week

Book View

from £245 / night

(2) Very Good 

19

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Pet friendly
  • Private garden
The accommodation makes the perfect choice for a family or a group of friends desiring the chance to enjoy a traditional old houseboat experience. Blending authentic elements with a wooden finish and only basic amenities, the lodging offers a simple space after a busy d  …see more

from £136 / night

£950 / week

Book View

from £136 / night

13

Ile-de-France / Paris

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Private garden

 …see more

from £94 / night

£653 / week

Book View

from £94 / night

(1) Excellent 

12

Yacht rental in Lakki

Léros / Lakki

3 6 5 nights min

  • 3 bedrooms
  • Sleeps 6
  • 5 nights min
  • Nearest beach 1 km
  • Child friendly
  • Car not necessary
we offer trips around the Dodecanese islands onboard a luxury 45,5 ft catamaran. The price is per day & person in shared occupancy & includes: skipper, first mate, buffet breakfast & a light lunch.Evening meals are not included - this is for you to enjoy in one of the l  …see more

from £85 / night

£594 / week

Book View

from £85 / night

20

Arrondissement of Le Marin / Le Marin

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £255 / night

£1780 / week

Book View

from £255 / night

(4) Excellent 

32

Amazon River / Manaus

1 6 1 night min

  • 1 bedroom
  • Sleeps 6
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly

 …see more

from £13 / night

£89 - £534 / week

Book View

from £13 / night

37

Province of Syracuse / Marzamemi

4 2 1 night min

  • 4 bedrooms
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Air conditioning

 …see more

from £77 / night

£534 / week

Book View

from £77 / night

(3) Very Good 

16

Massachusetts / Boston

1 6 2 nights min

  • 1 bedroom
  • Sleeps 6
  • 2 nights min
  • Child friendly
  • Air conditioning
  • Pet friendly

 …see more

from £258 / night

£1588 / week

Book View

from £258 / night

9

Aude / Marseillette

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Nearest beach 35 km
  • Child friendly
  • Pet friendly

 …see more

from £73 / night

£505 - £594 / week

Book View

from £73 / night

19

Costa Brava / Roses

3 7 2 nights min

  • 3 bedrooms
  • Sleeps 7
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly

 …see more

from £106 / night

£712 - £2373 / week

Book View

from £106 / night

(4) Very Good 

10

Ille-et-Vilaine / Rennes

2 6 1 night min

  • 2 bedrooms
  • Sleeps 6
  • 1 night min
  • Suitable for children age 5+

 …see more

from £119 / night

£763 - £1475 / week

Book View

from £119 / night

(1) Excellent 

12

Cavallino-Treporti / Punta Sabbioni

3 6 1 night min

  • 3 bedrooms
  • Sleeps 6
  • 1 night min
  • Nearest beach 2 km
  • Child friendly
  • Car not necessary

 …see more

from £94 / night

£653 / week

Book View

from £94 / night

37

Province of Syracuse / Marzamemi

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Child friendly
  • Air conditioning

 …see more

from £56 / night

£386 / week

Book View

from £56 / night

22

Holiday yacht in Fethiye Town

Fethiye / Fethiye Town

1 1 3 nights min

  • 1 bedroom
  • Sleeps 1
  • 3 nights min
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Air conditioning
Blue Cruise Turkey With friends or family, explore exclusive cruising grounds from the comfort of your own yacht. Enjoy a tailor made Yoga holiday, specialized by us, according to your requirements. Travelling on your private gulet is the best way During the day, you c  …see more

from £64 / night

£424 / week

Book View

from £64 / night