Watersports holiday villas and apartments Dorset

Close

View larger map

Also consider

West Country
11,453 properties
London
7,206 properties
Northern England
5,153 properties
Cornwall
4,979 properties
Devon
4,057 properties
South East England
3,708 properties
East Anglia
2,230 properties
Yorkshire
2,120 properties
Norfolk
1,669 properties
Sussex
1,647 properties
Cumbria
1,474 properties
Dorset
1,289 properties
Dorset
1,289 properties
Somerset
1,128 properties
East Sussex
1,124 properties
Cotswolds
1,102 properties
Isle of Wight
813 properties
Kent
783 properties
Kent
783 properties
Lincolnshire
676 properties

Dorset

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

536 Holiday homes

Filters applied: Water sports

(2) Excellent 

45

Holiday cottage in Chesil Beach

Bridport / Chesil Beach

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Child friendly
“Amazing!!” Fantastic accommodation, amazing location with lots to do as a family and plenty of beach to scour. We stayed at the cottage for a week wanting a peaceful picturesque location but within east reach of other locations to visit. This was just
…see more

from £100 / night

£700 - £1455 / week

Book View

from £100 / night

(14) Very Good 

16

Holiday home in Weymouth

Dorset / Weymouth

8 23 Min stay varies

  • 8 bedrooms
  • Sleeps 23
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“A great property in a great location” We stayed at Bunkhouse Plus with a group of friends to share our children's 16th birthdays. We had a fantastic time. The property is well located close to the beach and activities in Weymouth and was extremely
…see more

from £150 / night

£1050 / week

Book View

from £150 / night

8

Studio rental in Bournemouth

Dorset / Bournemouth

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly

from £75 / night

£399 - £500 / week

Book View

from £75 / night

(11) Very Good 

12

Holiday home in Lyme Regis

Dorset / Lyme Regis

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Swimming pool
“Simply an idyllic family holiday” We had the most gorgeous holiday at Fern Hill Heights. The house is really pretty; the style of the décor is contemporary but comfortable and it has lovely little touches like fairy lights and a beautiful display cabi
…see more

from £56 / night

£390 - £750 / week

Book View

from £56 / night

(2) Excellent 

39

Holiday cottage in Upwey

Weymouth / Upwey

4 8 3 nights min

  • 4 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £261 / night

£1042 - £2054 / week

Book View

from £261 / night

(7) Excellent 

27

Holiday log cabin in Combpyne

Dorset / Combpyne

2 4 1 night min

  • 2 bedrooms
  • Sleeps 4
  • 1 night min
  • Child friendly
  • Private garden

from £120 / night

£650 - £2530 / week

Book View

from £120 / night

(36) Excellent 

22

Holiday cottage in Tolpuddle

Dorchester / Tolpuddle

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Nearest beach 18 km
  • Child friendly
  • Pet friendly
“The nicest cottage we've stayed in.......and we've stayed in a few!” Wren Cottage was a delight, tastefully decorated and welcoming with a friendly ambience in every room. It provided every amenity that one could wish for, even a (working) alarm cloc
…see more

from £80 / night

£420 - £855 / week

Book View

from £80 / night

(9) Very Good 

18

Holiday apartment in Swanage Bay

Swanage / Swanage Bay

3 9 Min stay varies

  • 3 bedrooms
  • Sleeps 9
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Child friendly
“The nearest place to heaven” So close to the ocean that on a wild day the spray splashes on the windows. The flat is very cosy and comfortable. Everything you need is right there. The owners have thought of everything from crab nets to a great selecti
…see more

from £80 / night

£400 - £1700 / week

Book View

from £80 / night

11

Holiday b&b in Wareham

Dorset / Wareham

1 2 1 night min

  • 1 bedroom
  • Sleeps 2
  • 1 night min
  • Nearest beach 20 km
  • Suitable for children age 5+

from £79 / night

£553 / week

Book View

from £79 / night

(3) Average 

8

Cottage rental in Bournemouth

Bournemouth / East Cliff, Bournemouth

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Car not necessary

from £80 / night

£550 - £850 / week

Book View

from £80 / night

(4) Excellent 

21

Chickerell holiday caravan/mobile home rental

Weymouth / Chickerell

3 8 1 night min

  • 3 bedrooms
  • Sleeps 8
  • 1 night min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Lovely short break” Caravan is clean, comfortable and warm. Central heating is great and works very well. We enjoyed a short break here with our two children and we all had a great time. Trish has been very quick to respond to any emails and is very a
…see more

from £40 / night

£280 - £850 / week

Book View

from £40 / night

4

Lodge rental in Swanage

Isle of Purbeck / Swanage

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Child friendly

from £150 / night

£700 - £1050 / week

Book View

from £150 / night

(23) Excellent 

22

Holiday home letting

Dorset / Bournemouth

6 12 7 nights min

  • 6 bedrooms
  • Sleeps 12
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“A superb house with spacious rooms and very well equipped” We had a lovely week at "Bonham". The rooms were tastefully furnished and the hosts were there to welcome us, with useful information.Every amenity was available for family comfort and for day
…see more

from £218 / night

£1520 - £1720 / week

Enquire View

from £218 / night

(23) Excellent 

40

Apartment rental in Bournemouth

Bournemouth / Boscombe Spa Village

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Mrs” Lovely apartment. Well appointed and very quiet. Good sized bedrooms with plenty of storage. Great to have both a bath and walk in shower. Clean and well looked after. Easy walk along the front to Bournemouth. Good bus service if you don't want t
…see more

from £160 / night

£800 - £1375 / week

Book View

from £160 / night

(1) Very Good 

10

Cottage rental in Weymouth

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £85 / night

£410 - £750 / week

Book View

from £85 / night

(12) Excellent 

31

Holiday boathouse in Poole Quay

Poole / Poole Quay

4 6 2 nights min

  • 4 bedrooms
  • Sleeps 6
  • 2 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
“Memorable family experience on superb motor yacht” We booked a long weekend with the kids - our first time staying on any form of boat as we thought it was something different to do. Within hours of arriving the kids were asking if we could come agai
…see more

from £225 / night

£1250 / week

Book View

from £225 / night

(14) Very Good 

23

Hamworthy holiday caravan/mobile home rental

Poole / Hamworthy

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
“great break away with my grandson” Beautiful caravan - in a lovely spot - close enough to the entertainment but quiet at night. Thoroughly enjoyed our short break and so did my grandson - aged 5. Caravan was spotless - very homely - would not hesitat
…see more

from £70 / night

£490 / week

Book View

from £70 / night

11

Poole Quay holiday apartment rental

Poole / Poole Quay

2 4 2 nights min

  • 2 bedrooms
  • Sleeps 4
  • 2 nights min
  • Nearest beach 5 km
  • Child friendly
  • Car not necessary

from £88 / night

£560 - £730 / week

Book View

from £88 / night

(23) Very Good 

13

Holiday bungalow with golf nearby in Chickerell

Weymouth / Chickerell

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely relaxing holiday” We have just returned from a lovely relaxing holiday at the nest. The location was so peaceful. We had a very comfortable bed and had great nights sleep. Zara was a great host who made us feel at home and nothing was too much
…see more

from £40 / night

£285 - £565 / week

Book View

from £40 / night

11

Isle of Portland holiday home accommodation

Dorset / Isle of Portland

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly

from £120 / night

£465 - £750 / week

Book View

from £120 / night

(11) Excellent 

56

Apartment rental in Bournemouth with tennis court

Bournemouth / Southbourne

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly

from £180 / night

£800 - £1200 / week

Book View

from £180 / night

(3) Very Good 

23

Holiday studio rental

Dorset / Bridport

Studio 2 Min stay varies

  • Studio
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Good find” Lovely comfortable accommodation, furnished to a good standard. Everything you need in the kitchen. Really useful having porch area to leave wet clothes, walking boots and dog towels. Lovely welcome from owners, gift of bottle of wine
…see more

from £50 / night

£240 - £440 / week

Book View

from £50 / night

(1) Excellent 

29

Holiday caravan/mobile home in Hamworthy

Poole / Hamworthy

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £150 / night

£1050 / week

Book View

from £150 / night

(5) Excellent 

14

Holiday lodge in Christchurch

Dorset / Christchurch

2 6 3 nights min

  • 2 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Swimming pool
“Just perfect” The week in this lodge was every bit as lovely as I hoped A cosy little home a few yards from the sea The lodge had all I needed in the way of facilities including very efficient heating a bath and shower and lots of TVs channels for
…see more

from £100 / night

£600 - £1200 / week

Book View

from £100 / night

10

Holiday barn with shared pool in Whitchurch Canonicorum

Dorset / Whitchurch Canonicorum

2 3 Min stay varies

  • 2 bedrooms
  • Sleeps 3
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Swimming pool

from £120 / night

£554 - £1086 / week

Book View

from £120 / night

(12) Excellent 

37

Holiday cottage in South Perrott

Dorset / South Perrott

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Nearest beach 20 km
  • Child friendly
  • Private garden
“Just brilliant all round” I cannot recommend this cottage enough. It surpassed all expectation and in every way. Cosy, quiet, clean, well specced, fantastic fire, beautiful village, friendly neighbours. No complaints. Host was charming and extremely
…see more

from £110 / night

£650 - £1200 / week

Book View

from £110 / night

(7) Very Good 

20

Cottage rental in Wick Village with golf nearby

Christchurch / Wick Village

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Child friendly
“Amazing cottage for family stay” We stayed here for one week. We were four adults and a toddler, and it was a great stay. The cottage is beautiful, and is a genuine cottage (a lot of holiday houses describe themselves as this but are really just townh
…see more

from £114 / night

£795 - £1195 / week

Enquire View

from £114 / night

(1) Excellent 

17

Holiday studio rental

Dorset / Isle of Portland

Studio 3 2 nights min

  • Studio
  • Sleeps 3
  • 2 nights min
  • Suitable for children age 5+

from £79 / night

£500 / week

Book View

from £79 / night

(12) Very Good 

22

Holiday apartment in Bournemouth

Dorset / Bournemouth

1 2 3 nights min

  • 1 bedroom
  • Sleeps 2
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Great town centre apartment” The apartment is right in the heart of Bournemouth but as its at the rear of the building it's surprisingly quite and peaceful., there was no noise at night and we slept really well in the comfy large bed. It has a balcon
…see more

from £50 / night

£325 / week

Book View

from £50 / night

(15) Excellent 

8

Holiday bungalow rental

Christchurch / Mudeford

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“Fantastic” Lovely modern accommodation, comfortable, clean and well equiped a real home from home. Superb location ideal for exploring the New Forest. The perfect location for a relaxing holiday.
…see more

from £46 / night

£320 - £745 / week

Book View

from £46 / night

(2) Very Good 

27

Holiday apartment with golf nearby in Poole Quay

Poole / Poole Quay

2 5 2 nights min

  • 2 bedrooms
  • Sleeps 5
  • 2 nights min
  • Child friendly
  • Car not necessary
  • Ask about pets

from £98 / night

£534 - £730 / week

Book View

from £98 / night

(26) Excellent 

14

Bournemouth holiday apartment rental

Bournemouth / Southbourne

2 4 7 nights min

  • 2 bedrooms
  • Sleeps 4
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“High quality accomodation” First time travelling and staying in this part of the UK. The apartment was first class. Attention to detail very much appreciated. The apartment is very spacious. The extra personal touches were a great bonus. Pete advised
…see more

from £54 / night

£375 - £425 / week

Enquire View

from £54 / night

(3) Excellent 

19

Holiday apartment in Bournemouth

Bournemouth / Sandbanks

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly

from £132 / night

£484 - £1295 / week

Book View

from £132 / night

(14) Very Good 

24

Greenhill holiday home rental

Weymouth / Greenhill

5 12 Min stay varies

  • 5 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Child friendly
“Fantastic trip” Myself and a group of friends stayed over the new year period. We had a fantastic stay, the house is very well presented and looked after. The house has a huge kitchen and dining room and is plenty big enough for 12 people. A short 15m
…see more

from £325 / night

£1200 - £2550 / week

Book View

from £325 / night

(16) Excellent 

23

Holiday apartment rental

Dorset / Weymouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Child friendly
“Had a great time.” Had a great time, had everything we needed, very spacious with the added bonus of the roof garden. The owners were very accommodating when our needs changed.
…see more

from £58 / night

£400 - £650 / week

Book View

from £58 / night

(22) Excellent 

11

Holiday apartment rental

Swanage / Swanage Bay

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Suitable for children age 5+
  • Car not necessary
“We enjoyed it so much I have already paid my deposit for next year.” We had a good week and the flat was great. I enjoyed looking out of the window in the morning at the sea whilst drinking my coffee.
…see more

from £60 / night

£345 - £785 / week

Book View

from £60 / night

(47) Excellent 

22

Holiday b&b in Preston, Dorset

Weymouth / Preston, Dorset

1 2 2 nights min

  • 1 bedroom
  • Sleeps 2
  • 2 nights min
  • Beach / lakeside relaxation
  • Car not necessary
  • Private garden
“Perfect” An absolutely perfect place to stay. Spotlessly clean. Excellent food. Home from home. Rosemary just could not do any more to make this any better. Thank you.
…see more

from £80 / night

£560 - £630 / week

Book View

from £80 / night

(20) Excellent 

20

Maiden Newton holiday barn rental

Dorset / Maiden Newton

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 15 km
  • Child friendly
“Another great holiday” We returned to Lynchette Barn for a week's holiday at the beginning of September. As before the house was just right for our party and this year we had the addition of our year old granddaughter. The family of three generations
…see more

from £140 / night

£760 - £1900 / week

Enquire View

from £140 / night

8

Holiday apartment in Bournemouth

Dorset / Bournemouth

1 4 Min stay varies

  • 1 bedroom
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly

from £90 / night

£499 - £775 / week

Book View

from £90 / night

8

Holiday home in Isle of Portland

Dorset / Isle of Portland

4 10 Min stay varies

  • 4 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden

from £71 / night

£500 - £1025 / week

Enquire View

from £71 / night

1