Sailing holidays

Sailing holidays (290)

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

290 Holiday homes

Filters applied: BBQ

(17) Excellent 

77

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

3 5 2 nights min

  • 3 bedrooms
  • Sleeps 5
  • 2 nights min
  • Nearest beach 25 km
  • Child friendly
  • Pet friendly
A lovely old cargo ship in the nautic centre of Amsterdam port. Nearby the old city with a beautiful view on the famous canals. The National Maritime Museum and the Mill of Brewery 't IJ in sight. The Artis Zoo, the Nieuwmarkt area with its charming cafés, b  …see more

from £149 / night

£1039 / week

Book View

from £149 / night

23

Holiday houseboat in Jyväskylä

Central Finland / Jyväskylä

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
Houseboat are easy to navigate. They are the comfort of a first class summer cottage. Wide range of different activities available for children and other family members. You will explore many unique cultural and natural attractions along your route. Pets are allowed.&l  …see more

from £265 / night

£1535 - £2304 / week

Book View

from £265 / night

(16) Excellent 

12

Holiday houseboat in Amsterdam

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  …see more

from £103 / night

£513 / week

Book View

from £103 / night

18

Gran Canaria / Mogan

2 4 3 nights min

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

 …see more

from £69 / night

£411 - £530 / week

Book View

from £69 / night

(5) Excellent 

12

Holiday 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+
“Luxury living on a yacht” Myself and 3 friends stayed on this beautiful boat, moored ideally with no boats in front of us, giving us a perfect view across to the Isle of Wight. The yacht was clean, had 2 bathrooms and showers, and a well equipped kit  …see more

from £280 / night

£1960 / week

Book View

from £280 / night

(1) Very Good 

38

Holiday houseboat in Amsterdam

Amsterdam / New West

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
There is one bedroom with a 2 person bed and a big couch in the living that can convert into a second 2 person bed. From this houseboat where you have all the comfort of the apartment you can discover Amsterdam and relax after a long day. Enjoy a cold drink on the deck.  …see more

from £180 / night

£1197 - £1556 / week

Book View

from £180 / night

(3) Excellent 

43

San Diego holiday houseboat rental

California / San Diego

1 4 2 nights min

  • 1 bedroom
  • Sleeps 4
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Child friendly
Enjoy 2 Kayaks and a Paddle Boat, plus 2 Bikes. We have over 70 ratings with 5 stars each on another site. We are also on FaceBook, search SDPelicanPlace.  …see more

from £201 / night

£1406 / week

Book View

from £201 / night

21

Arrondissement of Le Marin / Le Marin

6 8 7 nights min

  • 6 bedrooms
  • Sleeps 8
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Child friendly

 …see more

from £416 / night

£2906 - £3590 / week

Book View

from £416 / night

(112) Excellent 

36

Holiday houseboat in Amsterdam

Amsterdam / Central Amsterdam

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“Ultimate houseboat experience” Me and my partner stayed for 4 days at Houseboat Tante Piet and it was fantastic. Siet, the owner, received us with coffee and 'stroopwafels', and made us feel at home right away. She showed us our cosy bedroom (which wa  …see more

from £86 / night

£513 - £1291 / week

Book View

from £86 / night

(10) Excellent 

25

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 £273 / night

£1710 / week

Book View

from £273 / night

(18) Excellent 

27

Holiday 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 km
  • Suitable for children age 5+
“BOAT WAS A FABULOUS AND UNIQUE EXPERIENCE FOR US” I organised the trip for my brothers, in laws and couple of friends, we are all in the 45-55 age category and really just enjoyed renting the whole boat to ourselves. We cooked on board, however, the  …see more

from £250 / night

£1750 / week

Book View

from £250 / night

(1) Very Good 

30

Holiday houseboat with golf nearby in Srinagar

Kashmir / Srinagar

8 18 1 night min

  • 8 bedrooms
  • Sleeps 18
  • 1 night min
  • Private garden
New Retreet houseboat The accommodation will provide you with a flat-screen TV, a minibar and a seating area. Featuring a shower, private bathrooms also come with free toioats is located in Srīnagar. Free Wi-Fi access is available and a 24-hour front desk are available  …see more

from £17 / night

£125 / week

Book View

from £17 / night

22

Holiday houseboat in Amsterdam

North Holland Province / Amsterdam

7 14 2 nights min

  • 7 bedrooms
  • Sleeps 14
  • 2 nights min
  • Beach / lakeside relaxation
  • Nearest beach 35 km
  • Suitable for children age 5+
Our large houseboat is especially suitable for groups up to 14 people.It's located in a quite neighborhood in the north of Amsterdam but close to the town center.7 bedrooms and a large living area gives you enough space for a joyful time in Amsterdam.Ne  …see more

from £599 / night

£3334 / week

Book View

from £599 / night

(4) Excellent 

23

Oost-knollendam holiday houseboat rental

North Holland Province / Oost-knollendam

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
“Houseboat for relaxation and with exellent view.” We spend 6 days on Humpy Dumpy. It was a great place to arrive home to after exploriating northern Holland during the day. I would have liked to have more time on the boat. using the bikes and renting  …see more

from £214 / night

£855 - £941 / week

Enquire View

from £214 / night

(3) Excellent 

15

Houseboat rental in Chertsey with golf nearby

Surrey / Chertsey

2 5 1 night min

  • 2 bedrooms
  • Sleeps 5
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
Welcome aboard the beautiful widebeam barge The Time Machine, moored in a private garden on the River Thames near Chertsey. 5 mins from Thorpe Park theme park, 15 mins from Heathrow Airport and easy access to the M25, M3 and M4 and the South East. 15 mins drive to Heat  …see more

from £70 / night

£600 - £810 / week

Book View

from £70 / night

42

Holiday houseboat in Halong Bay

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
Come onboard with Halong Paloma Cruise, we are committed to making your stay special and unforgettable with our high class and friendly service.  …see more

from £198 / night

£1384 / week

Book View

from £198 / night

5

Charente-Maritime / La Rochelle

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Suitable for children age 5+

 …see more

from £116 / night

£808 / week

Book View

from £116 / night

(4) Excellent 

29

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 £22 / night

£170 - £932 / week

Book View

from £22 / night

44

Holiday yacht in San Blas Islands

Guna Yala Region / San Blas Islands

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • 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 £138 / night

£847 - £5646 / week

Book View

from £138 / night

26

Arrondissement of Le Marin / Le Marin

4 8 1 night min

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

 …see more

from £240 / night

£1539 / week

Book View

from £240 / night

(2) Very Good 

27

Holiday houseboat rental

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
The Paloma is your home while you are in Halong Bay. Good service is key. We always want to hear from our customers so that we can improve our services and we really value their feedback. We built objective for the future is to continue to provide the best service and d  …see more

from £226 / night

£1581 / week

Book View

from £226 / night

14

Holiday yacht in Fort Myers

Southwest Gulf Coast / Fort Myers

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Child friendly
My Yacht is located as close to down town Fort Myers As you can get. This 50 ft Floating Condo has lots of room for six guest's or more and is right in the center of the River District The B.B.Q is located on the large back deck. It has a washer and dryer .. m  …see more

from £139 / night

£968 / week

Book View

from £139 / night

(9) Excellent 

17

Holiday houseboat rental

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
Moored on 5 acres of lake and wetland habitat, each houseboat has a private jetty with onshore boathouse and parking. Fishing for Rainbow Trout, with wildlife in abundance. Proximity to North coast makes this a great base for exploring Cornwall and Devon.  …see more

from £81 / night

£500 - £830 / week

Book View

from £81 / night

15

Magnesia Region / Volos

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets

 …see more

Pricing unknown

Book View

Pricing unknown

(6) Excellent 

21

Copenhagen holiday houseboat rental

Zealand / Copenhagen

4 8 2 nights min

  • 4 bedrooms
  • Sleeps 8
  • 2 nights min
  • Child friendly
  • Ask about pets
Luxurious houseboat in Copenhagen City Centre.  …see more

from £471 / night

£2992 / week

Book View

from £471 / night

(7) Very Good 

24

Holiday houseboat in Amsterdam

Amsterdam / De Pijp

1 2 4 nights min

  • 1 bedroom
  • Sleeps 2
  • 4 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
Houseboat, roof terrace, brand new, centre amsterdam, museum square  …see more

from £103 / night

£684 / week

Book View

from £103 / night

(1) Excellent 

14

Italian Riviera / Lavagna

2 6 2 nights min

  • 2 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning

 …see more

from £193 / night

£855 / week

Book View

from £193 / 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 £13 / night

£85 - £113 / week

Book View

from £13 / 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 £513 / night

£3590 - £4701 / week

Book View

from £513 / 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  …see more

from £763 / night

£4799 / week

Book View

from £763 / night

7

Magnesia Region / Volos

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly

 …see more

from £154 / night

£945 / week

Book View

from £154 / night

29

Yacht rental in Brewers Bay with shared pool

Tortola / Brewers Bay

1 2 5 nights min

  • 1 bedroom
  • Sleeps 2
  • 5 nights min
  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children age 5+
Sail La Vie 46 foot Catamaran a perfect blend of lavish & comfortable combined with speed & performance she is perfect for those looking for a luxury yacht vacation. Each Cabin has a Refined & Contemporary Interior. RATE is per cabin for 2 people min 7n.  …see more

from £1600 / night

£6395 / week

Book View

from £1600 / night

(6) Very Good 

21

Rhone / Lyon

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Child friendly
  • Pet friendly

 …see more

from £65 / night

£359 - £479 / week

Book View

from £65 / night

(1) Excellent 

16

Holiday houseboat in Holsworthy

Torridge / Holsworthy

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • 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 £81 / night

£450 - £830 / week

Book View

from £81 / night

5

Yacht accommodation in French Harbour with shared pool

Roatan / French Harbour

3 4 1 night min

  • 3 bedrooms
  • Sleeps 4
  • 1 night min
  • Beach / lakeside relaxation
  • Swimming pool
  • Air conditioning
DIVING, SAILING, RELAXING  …see more

from £1109 / night

£4436 / week

Book View

from £1109 / night

13

Holiday yacht rental

Cephalonia / Spartia

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

24

Holiday yacht in Road Town

Tortola / Road Town

5 10 7 nights min

  • 5 bedrooms
  • Sleeps 10
  • 7 nights min
  • Child friendly
This is a Lagoon 45 catamaran Built in 2013 and has four double cabins with en suits and 1 single cabin in the peaks. The is the best platform to have when sailing and exploring the British virgin Island. Diving , Wake boarding, sight seeing wind surfing, so many things  …see more

from £980 / night

£6855 / week

Book View

from £980 / 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

(5) Excellent 

13

Holiday yacht in Argostolion

Cephalonia / Argostolion

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • 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

20

Srinagar holiday houseboat rental

Kashmir / Srinagar

8 16 1 night min

  • 8 bedrooms
  • Sleeps 16
  • 1 night min
  • Beach / lakeside relaxation
  • Child friendly
  • Air conditioning
houseboat prince of bombay, best houseboats, houseboats in srinagar, best houseboats in india  …see more

from £33 / night

£243 - £2400 / week

Book View

from £33 / night