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Watersports Holidays in Dorset - Holiday Lettings

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717 properties with watersports onsite or nearby

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Holiday cottage with golf nearby in Burton Bradstock

Burton Bradstock cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Brigantine” Spent three nights in cottage three.Sea veiw was lovely.Very accomodating for dogs.Very clean.Would go again.

from £92 / night

£802 - £1,031 / week

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Holiday apartment rental

Swanage Bay apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

“Lovely flat with everything you need for a comfortable stay” The flat location is ideal for easy access to Swanage without using the car and has a wonderful view of the pier and sea. Clean and well maintained throughout, the flat really has everything you would need whatever the weather. Also there is the advantage of having the parking space as there is not a lot of parking in Swanage. I would stay here again.

from £103 / night

£659 - £1,031 / week

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Holiday apartment in Sandbanks

Sandbanks apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Didn't want to leave!” The apartment was very clean, bright, very modern with fantastic facilities and located a short walk from the beach. Also a great place to bring kids. We have a 3 month old therefore we needed somewhere clean, comfortable, where we could cook and go for walks. We were more than happy here and didn't want to leave once our holiday was over. Sandbanks is a great place and the list of 'things to do' Ian provided was very handy although sandbanks it's self kept us busy most of the time as the beach is beautiful and not over crowded like it was in Bournemouth. Overall I fully recommend this apartment, had a fantastic time!

from £166 / night

£1,025 / week

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Apartment rental in Sandbanks

Sandbanks apartment

  • 3 bedrooms
  • 3 bathrooms
  • sleeps 6

“Excellent accomodation, perfect location for beach. Would definitely stay again!” Very enjoyable stay at Shore point, pleased on arrival that accomodation was clean, tidy and met the high specifications that we where expecting. Welcome hamper was a nice extra touch! Appartment layout was sociable & relaxing, with great open plan area to spend time as a family and enough alternative space to be alone should you wish. Only a short walk to beautiful beach's, local shop and ferry, we could'nt have asked for much more. Would be more than happy to book again in the near future :0)

from £180 / night

£850 - £1,715 / week

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Holiday apartment in Swanage Bay

Swanage Bay apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 5

from £115 / night

£687 - £1,489 / week

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Holiday home in Southbourne

Southbourne house

  • 4 bedrooms
  • 4 bathrooms
  • sleeps 8

“Perfect family holiday!” An amazing week staying at Beach View. Three generations of family celebrating a special birthday right on the Southbourne seafront. With fantastic views from the garden and upstairs balcony, the house is bright, airy and catered for our every need. Hilton, the owner, was so welcoming and it was evident that he genuinely cares that his guests have a fantastic stay. He helped us with any queries or requests we had and was readily available to help us out whenever we needed. The property is in an ideal location, away from hustle and bustle of Bournemouth, but easily accessible to all the surrounding areas by bus, which we used whilst the Air Show was on. Very much hope to return!

from £395 / night

£2,400 - £4,550 / week

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Apartment rental in Lyme Regis with golf nearby

Lyme Regis apartment

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

“cosy, clean and convenient” We had a lovely couple of days in Lyme in this cute little place. The bed was very cozy, the house was spotless, and a quick and scenic walk into town made it the perfect place to stay. Im sure we'll be back before long!

from £86 / night

£602 / week

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Holiday apartment in Swanage Bay

Swanage Bay apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 7

“Great family fun stay” Great place for a family holiday. Amazing views, comfortable beds and great spacious living space. Nice walk into Swanage town where there's lots to do and pretty beaches. Great for a family break.

from £115 / night

£630 - £1,924 / week

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Holiday home in Weymouth

Weymouth house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 8

“Great Location, Lovely house.” We stayed for a long weekend with the whole family, the house was very comfortable. Great location we were able to walk into town to the pubs and restaurants. We would definitely stay again.

from £195 / night

£1,140 - £2,348 / week

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Holiday apartment in Bournemouth

Bournemouth apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Wonderful Stay” This is a fantastic modern apartment that is very spacious and is ideally located for walking to the beach

from £172 / night

£1,031 / week

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Holiday cottage in Tincleton

Tincleton cottage

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 10

“Tincleton lodge” A very comfortable cottage in a quiet location. It was well equipped and had plenty of space for the eight of us. We followed the nature trail to a fab bluebell wood. Wareham is nearby so good for a trip out. Highly recommended.

from £379 / night

£1,598 - £3,315 / week

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Holiday converted chapel in Wareham

Wareham converted chapel

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“A charming yet 'spooky' corner of Dorset” 'The Chancel' is a conversion of a church which went out of service in the 1980's. You immediately get a sense of what awaits you inside when parking your car ... right next to a beautifuly maintained graveyard! The childrens' imaginations begin working immediately and their excitement is infectious. The interior doesn't disappoint, being very clean, well organised and homely, with original features such as stained glass and inscriptions being retained. There are two other properties in use - 'the Nave' and 'the Tower' - all part of the same building. The location is excellent for the beaches at Studland and Swanage, and medieval Corfe Castle is an easy drive away. There's lots of space for children and it's a great base for exploring Dorset. And you can explore the graveyard after dark...if you dare!

from £138 / night

£722 / week

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Bournemouth holiday home rental

Bournemouth house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 20

from £687 / night

£3,367 - £11,943 / week

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Greenhill holiday home rental

Greenhill house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 12

“excellent for large family holiday” lovely house in quiet residential area. 5 min walk from nearest part of beach and within walking distance of main weymouth area. it took us about 30 mins to walk along beach. very close to lodmoor country park where there is a family restaurant. also shops and takeaways on dorchester road very close by. the large garden of no 6 has fruit trees and lovely decking area although weather wasnt warm enough while we were there to use it much. suprised to find travel cot in house which we could have used but had bought one not thinking to ask. pleasantly surprised to find wine and chocolates waiting for us. thankyou for lovely stay

from £458 / night

£3,206 / week

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Branksome Park holiday cottage rental

Branksome Park cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 6

from £201 / night

£1,403 / week

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Holiday caravan/mobile home in Poole

Poole caravan/mobile home

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £75 / night

£430 - £1,254 / week

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Caravan/mobile home rental in Weymouth

Weymouth caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £138 / night

£962 / week

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Holiday cottage in Bere Regis

Bere Regis cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

“A lovely cottage in a perfect location” Me, my wife and our 4 year old son spent a lovely week at this cottage during the Easter holidays. The cottage is lovely, spacious and full of character with a large garden at the back. It is down a quiet road next to a huge field so is really quiet. The location is perfect for plotting day trips - you can go east to Poole, SE to Swanage, South to Lulworth and West to Dorchester/Weymouth extremely easily and quickly (approx. 20-25 mins). You can also go for some lovely walks in the fields and woods nearby and play pooh sticks just 1 minute from the front door. Our son loved it and it was just the perfect place to start and end each day of our holiday. Would totally recommend it.

from £144 / night

£573 - £916 / week

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East Cliff, Bournemouth holiday apartment rental

East Cliff, Bournemouth apartment

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

“Beautiful apartment and great location” We wanted an apartment with three bedrooms to accommodate myself, husband, daughters and also to invite my sister and brother in law to stay for Easter weekend. Adrian and Sarah's apartment fitted the bill and we were delighted when we opened the door. It is beautiful inside, with extras such as handsoap, DVDs and numerous magazines/information of the local area. This was our first trip to Bournemouth. Adrian and Sarah gave us loads of information particularly on eating places which were very much appreciated! Particular things of note: a small lift right next to the apartment, useful for shopping trips, buggies etc., good power showers, very well-equipped kitchen, comfy lounge. There is a short walk to the East Cliff. We walked over on our first night and felt we were in a very 'safe' area. You can leave your car at Hartford Court and walk into town (10-15 mins) either along the cliff or straight down Christchurch Road. We found people in Bournemouth very friendly and it was nice to see students around the place. When coming from the New Forest, (having crawled through Boscombe a couple of times), we would recommend turning north from Christchurch to the A338, then approach Christchurch Road off the A338, past the train station on your left then turn left off St Swithuns roundabout. Excellent accommodation for a relaxing break.

from £212 / night

£1,145 / week

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Holiday cottage in Corfe Castle

Corfe Castle cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“Superb cottage in excellent location” Absolutely fabulous cottage, very spacious, clean, well equipped and well maintained. The photos can' t do it full justice. Large rear garden with a swing seat in addition to table and chairs. The owners were very helpful and made us feel welcome. The village itself is very picturesque and the square had a bakers, post office, newsagent and a couple of nice cafes and pubs. We will definitely be going back.

from £144 / night

£796 - £1,025 / week

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Holiday home in Weymouth

Weymouth house

  • 3 bedrooms
  • 2 bathrooms
  • sleeps 6

from £138 / night

£745 - £1,145 / week

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Holiday home with golf nearby in Poole Harbour

Poole Harbour house

  • 1 bedroom
  • 1 bathroom
  • sleeps 2

from £111 / night

£773 - £1,002 / week

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Holiday cottage in Chideock

Chideock cottage

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £138 / night

£790 - £1,402 / week

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Home rental in Bournemouth

Bournemouth house

  • 8 bedrooms
  • 6 bathrooms
  • sleeps 26

“Home away from Home” Truly a cosy, warm and happy place to stay in. We were a family of 12, and stayed for a week. The rooms had different configurations of beds and it was very easy for us to fit large or small groups into them. The location is very convenient and the amenities were very well thought out. Very very pleasant owner who looked after our needs very well.

from £401 / night

£2,806 / week

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Holiday apartment with golf nearby in Weymouth

Weymouth apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £98 / night

£1,002 - £1,489 / week

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Poole holiday caravan/mobile home rental

Poole caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £69 / night

£344 - £1,174 / week

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Holiday home in Bournemouth

Bournemouth house

  • 5 bedrooms
  • 4 bathrooms
  • sleeps 14

from £745 / night

£5,954 / week

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Holiday home in Weymouth

Weymouth house

  • 7 bedrooms
  • 7 bathrooms
  • sleeps 15

from £745 / night

£4,008 / week

1 / 19

Holiday caravan/mobile home in Lyme Regis

Lyme Regis caravan/mobile home

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

“Fab” Fab caravan with a great view. Lovely walks all around. Caravan much larger than expected especially the kitchen and seating area. Shower was a normal shower with good pressure and a decent size. Had anything you needed, wish we’d booked for longer.

from £138 / night

£916 / week

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Holiday home with golf nearby in Mudeford

Mudeford house

  • 2 bedrooms
  • 1 bathroom
  • sleeps 4

from £138 / night

£962 / week

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Holiday apartment rental

Boscombe apartment

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

“A perfect stay in a lovely apartment” Just returned from a weeks stay with my husband and 2 children (2 & 6). This is one of the nicest accommodation we have stayed in. A perfect welcome when we arrived with wine, biscuits, milk in the fridge, tea, coffee, sugar left for us. A lovely clean, fresh and modern apartment with lovely homely touches. The children loved their room and especially the cupboards filled with lots of toys and board games. Beach towels, blankets, windbreaker to use on the beach were also in the apartment - even bodyboards for the kids to use!Everything really has been thought of to make a stay at this apartment so wonderful. If we ever return to this area, then we will definitely be booking this apartment again.

from £131 / night

£916 - £1,432 / week

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Christchurch holiday caravan/mobile home rental

Christchurch caravan/mobile home

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £237 / night

£812 - £1,624 / week

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Holiday lodge in Christchurch

Christchurch lodge

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 4

from £287 / night

£977 - £1,954 / week

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Holiday apartment in Poole Park

Poole Park apartment

  • 2 bedrooms
  • 1 bathroom
  • sleeps 6

from £205 / night

£1,432 / week

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Holiday beach hut rental

Christchurch beach hut

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

from £226 / night

£770 - £1,539 / week

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Holiday cottage in Weymouth

Weymouth cottage

  • 2 bedrooms
  • 1 bathroom
  • sleeps 5

“Mrs” A beautiful cottage. Well equipted. Four of us stayed with my 2 year old grandaughter. Cottage was pretty clean aand had everything you need. Within walking distance of the town and the beach and I am disabled and I managed to walk it. There was some noise from the flats across the road that went on till the early hours but when the tv was on you couldn't hear it aand maybe a one off. I would recommend staying here and Weymouth as there were plenty of things to do. Wish if we had booked for longer.

from £81 / night

£561 / week

1 / 20

Holiday home with golf nearby in Christchurch

Christchurch house

  • 4 bedrooms
  • 3 bathrooms
  • sleeps 7

from £521 / night

£1,782 - £3,241 / week

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Holiday home with golf nearby in Swanage Bay

Swanage Bay house

  • 2 bedrooms
  • 2 bathrooms
  • sleeps 5

from £189 / night

£1,323 / week

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Holiday home with golf nearby in Charmouth

Charmouth house

  • 3 bedrooms
  • 1 bathroom
  • sleeps 5

from £126 / night

£871 - £1,123 / week

1 / 13

Holiday farmhouse rental

West Milton farmhouse

  • 6 bedrooms
  • 3 bathrooms
  • sleeps 12

from £332 / night

£2,290 - £2,977 / week

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