Watersports holiday villas and apartments Weymouth | Holiday Lettings

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Weymouth

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70 Holiday homes

Filters applied: Water sports

(21) Excellent 

19

Holiday apartment rental

Dorset / Weymouth

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.4 km
  • Car not necessary
“A Gem of a Holiday” We have just returned from a two week stay at Little Gem and have had a great time. The views were amazing, everything was just as advertised. And the bed was so comfortable. So much to see and do,we would love to come back again ,  …see more

from £80 / night

£430 - £645 / week

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from £80 / night

(4) Excellent 

8

Greenhill holiday apartment rental

Weymouth / Greenhill

3 5 3 nights min

  • 3 bedrooms
  • Sleeps 5
  • 3 nights min
  • Beach / lakeside relaxation
  • Car not necessary
“Mrs” Great location as a stones throw from the beach. Beautiful view and private parking. Would recommend.  …see more

from £125 / night

£825 / week

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from £125 / night

(26) Excellent 

16

Holiday home in Weymouth

Dorset / Weymouth

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Private garden
“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.  …see more

from £120 / night

£640 - £1350 / week

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from £120 / night

(24) Very Good 

27

Langton Herring holiday cottage rental

Weymouth / Langton Herring

1 2 Min stay varies

  • 1 bedroom
  • Sleeps 2
  • Min stay varies
  • Beach / lakeside relaxation
  • Private garden
Luxury cottage for 2 or possible 4 (cot also available)Dorset coastlineCosy cottagePeace and quietOpen log fireWarm and cosyRomantic hideawayHoneymoon WalkingJurassic coastlineDorset coastline<br />If you want to unwind from a stressful lifestyle, the grooms cotta  …see more

from £120 / night

£450 - £800 / week

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from £120 / night

(5) Very Good 

12

Holiday barn in Abbotsbury

Weymouth / Abbotsbury

3 6 7 nights min

  • 3 bedrooms
  • Sleeps 6
  • 7 nights min
  • Nearest beach 3 km
  • Child friendly
  • Pet friendly
“Wanted somewhere quiet...” Which is what they delivered. We chose this for the Jurasic coast and joy riding to heritage sites. Plenty of easy walks or otherwise if that's what you're into. But, peace and quiet, Bliss! Did it for us. On our visit  …see more

from £72 / night

£500 - £1350 / week

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from £72 / night

(9) Very Good 

6

Studio rental in Chickerell

Weymouth / Chickerell

Studio 2 2 nights min

  • Studio
  • Sleeps 2
  • 2 nights min
  • Nearest beach 4 km
  • Car not necessary
“A restful apartment with a lovely view .” Perfectly situated away from the hustle and bustle.Very peaceful as no through traffic .The apartment is well equipped with all that is needed for a comfortable stay for a short winter break.  …see more

from £45 / night

£295 - £410 / week

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from £45 / night

(15) Very Good 

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

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from £58 / night

(9) Excellent 

34

Holiday lodge in Weymouth

Dorset / Weymouth

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 8 km
  • Swimming pool
“Immaculate with great attention to detail” Our stay was great from start to finish, a lovely welcome from Carol and her husband with lots of handy tips that would be useful for our stay. The lodge is beautiful, incredibly clean and tastefully done.  …see more

from £172 / night

£1200 - £1650 / week

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from £172 / night

(8) Very Good 

24

Holiday home in Greenhill

Weymouth / Greenhill

6 12 Min stay varies

  • 6 bedrooms
  • Sleeps 12
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Perfect for a large gathering of friends” Stayed for a post Christmas/new year break, with a mixed group of adults and children. House was spotless and very well equipped throughout. Fabulous kitchen and amenities. Great house for kiddies with table f  …see more

from £220 / night

£900 - £1790 / week

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from £220 / night

(35) Very Good 

17

Holiday cottage in Weymouth

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children age 5+
“Birthday weekend” Lovely cottage in perfect location to enjoy town and sea, yet quiet location. A great weekend retreat  …see more

from £42 / night

£327 - £707 / week

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from £42 / night

(11) Excellent 

10

Holiday cottage in Weymouth

Dorset / Weymouth

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Child friendly
Welcome to Hector is our family friendly luxury self catering self catering holiday cottage. Hector is located in a private gated mews behind Brewers Quay very near to the Weymouth harbour side and only a few minutes from the beach,  …see more

from £55 / night

£380 - £836 / week

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from £55 / night

(8) Excellent 

19

Holiday cottage in Weymouth

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Child friendly
“Excellent well equipped ideally located property. First class communication and help from owners” Easy to book and just as described. Very helpful owners. Easy parking but we were out of season. Probably not so easy high season if travelling with two  …see more

from £170 / night

£450 - £1200 / week

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from £170 / night

(23) Excellent 

28

Holiday apartment in Weymouth

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.02 km
  • Child friendly
“Lovely apartment” Very nice apartment with comfortable pillows which makes a change. It had lots of little extras like washing up liquid kitchen roll tissues soap and a store cupboard of tea sugar vinegar salt pepper etc. We would have had lovely view  …see more

from £47 / night

£305 - £760 / week

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from £47 / night

(7) Excellent 

10

Holiday caravan/mobile home with shared pool in Littlesea Holiday Park

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Lovely break” The caravan was clean and tidy and had everything we needed. The children loved the park and surrounding areas. Plenty to do for the children.  …see more

from £40 / night

£250 - £700 / week

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from £40 / night

(17) Very Good 

21

Holiday home rental

Dorset / Weymouth

5 10 Min stay varies

  • 5 bedrooms
  • Sleeps 10
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
“Lovely Dorset house” Lovely, big and well equipped house, swimming pool and games room a huge hit with the kids and adults!! Surprised with a welcome pack, the biscuits went down well! Only issue was the lighting in the swimming pool and kitchen at ni  …see more

from £382 / night

£1639 - £3300 / week

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from £382 / night

(28) Excellent 

24

Home rental in Rodwell

Weymouth / Rodwell

3 5 7 nights min

  • 3 bedrooms
  • Sleeps 5
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
“Perfect location for us” Number 8, was the perfect location for us only 5mins from Weymouth town centre and 2 mins away from Brewers Quay and the harbour. Stunning views of the coast from the bathroom window and living room balcony. Beds were very c  …see more

from £158 / night

£1100 / week

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from £158 / night

(6) Excellent 

22

Warmwell holiday lodge rental

Weymouth / Warmwell

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Swimming pool
  • Child friendly
“Excellent location” The Lodge is suitable for all ages and situated in a good location to go to various tourists attractions. It is a very well equipped and done to a high specification. Facilities on the site also, even deer wandering around truly  …see more

from £175 / night

£739 - £1649 / week

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from £175 / night

(16) Excellent 

22

Holiday farmhouse rental

Weymouth / Wyke Regis

6 10 Min stay varies

  • 6 bedrooms
  • Sleeps 10
  • Min stay varies
  • Child friendly
  • Ask about pets
  • Private garden
“Great for families comfortable” We loved Dorset and the house proved to be a useful base. It was attractive although there were a few signs of damp in one of the bedrooms. we were surprised that it was in the middle of housing development but that did  …see more

from £185 / night

£1295 - £1775 / week

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from £185 / night

(6) Excellent 

10

Holiday bungalow accommodation

Weymouth / Nottington

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Wonderful area, accommodation and hosts” Andreas and Elizabeth are great hosts and the accommodation is perfect . There are two other cottages (we have stayed in all three; we keep coming back!) and I wouldn't hesitate to recommend Kimberwick, Pelham  …see more

from £54 / night

£300 - £840 / week

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from £54 / night

(5) Very Good 

19

Weymouth holiday apartment rental

Dorset / Weymouth

3 8 3 nights min

  • 3 bedrooms
  • Sleeps 8
  • 3 nights min
  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Child friendly
Ishara Holiday Apartment, Self Catering Holiday Let Family Accomadation in Weymouth Dorset. Close to Beach, Bus /Train Stations, Shops, Pubs and Restaurants  …see more

from £65 / night

£400 - £900 / week

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from £65 / night

(8) Excellent 

26

Holiday caravan/mobile home in Preston, Dorset

Weymouth / Preston, Dorset

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
“Lovely Holiday” Weymouth Bay, Haven caravan park, is extremely well maintained. It is clean, neat and tidy everywhere you go. Reception staff are very helpful and polite. As it is located on the Preston side of Weymouth it is a very short car ride to  …see more

from £100 / night

£500 - £1050 / week

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from £100 / night

(46) 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

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from £80 / night

(4) Very Good 

14

Holiday home in Weymouth

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Ask about pets
'Swans is a modern terraced house with stunning views of the Radipole nature reserve. It is only a ten minute walk to the fabulous sandy beach and historic old harbour with its many restaurants and pubs. It is well positioned for exploring the Jurrasic Coast and  …see more

from £72 / night

£504 - £740 / week

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from £72 / night

(2) Very Good 

28

Holiday cottage in Weymouth

Dorset / Weymouth

3 6 3 nights min

  • 3 bedrooms
  • Sleeps 6
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
More photos to come currently being refurbished for 2016 Season An ideally situated terraced cottage located 400m from Weymouth Seafront. A 5 minute walk takes you to the beach and town with its shops, restaurants, coach and rail links and leisure facilities all nearby  …see more

from £65 / night

£400 - £900 / week

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from £65 / night

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
This is a very comfortable fully equipped 3 bedroom home, one with double bed and the other two being twin rooms, with full central heating and double-glazing throughout, situated on a 5* Haven site within 5 miles of busy Weymouth, with all it's seaside amenities i  …see more

from £28 / night

£195 - £750 / week

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from £28 / night

10

Holiday apartment in Weymouth

Dorset / Weymouth

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Car not necessary
A well presented two bedroom ground floor apartment situated on Weymouth harbourside. The apartment offers good size accommodation and secure off road parking for one vehicle. Ideally located for the town, beach and harbour. The apartment is well fitted with open pla  …see more

from £75 / night

£530 - £750 / week

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from £75 / night

(23) Very Good 

13

Holiday bungalow with golf nearby in Chickerell

Weymouth / Chickerell

1 3 Min stay varies

  • 1 bedroom
  • Sleeps 3
  • 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 £45 / night

£300 - £675 / week

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from £45 / night

(4) Excellent 

24

Holiday lodge with shared pool in Wyke Regis

Weymouth / Wyke Regis

2 6 Min stay varies

  • 2 bedrooms
  • Sleeps 6
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Linen & towels provided. Non smoking; no pets. Families; couples only - no single-sex parties.  …see more

from £150 / night

£700 - £1395 / week

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from £150 / 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
3 Lower Farm Cottage is a 2 bedroom cottage which sleeps up to 5 people. Situated near the seaside town of Weymouth and the stunning Chesil beach. It offers the chance to enjoy a traditional farm stay in a character property full of original features and a log fire.  …see more

from £85 / night

£410 - £750 / week

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from £85 / night

(2) Excellent 

25

Littlesea Holiday Park holiday caravan/mobile home rental

Weymouth / Littlesea Holiday Park

2 6 7 nights min

  • 2 bedrooms
  • Sleeps 6
  • 7 nights min
  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
“Fantastic” The caravan had everything we needed and more loverly location it was clean and tidy not like some caravans we been in where you need to do your own cleaning i would recommend this caravan to anyone who just likes to relax  …see more

from £93 / night

£650 - £900 / week

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from £93 / night

(1) Excellent 

12

Holiday cottage in Upwey

Weymouth / Upwey

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Child friendly
  • Pet friendly
The Swallows is a 2 bedroom self catering cottage available for weekly lets or short breaks out of season. It is situated 5 miles from Weymouth just off the Fleet and Chesil beach and the Coastal Footpath literally runs past the cottage.  …see more

from £85 / night

£410 - £750 / week

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from £85 / night

(10) Excellent 

57

Holiday cottage in Upwey

Weymouth / Upwey

4 8 Min stay varies

  • 4 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Lovely cottage in quiet village close to Dorchester and Weymouth” We stayed for a week with teenage daughters and an elderly parent, and had a wonderful time. Very quiet (apart from Saturday night when a private party at the nearby pub continued into  …see more

from £179 / night

£899 - £1599 / week

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from £179 / 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
Situated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished to offer highly desirable, family accommodation.  …see more

from £253 / night

£1012 - £2054 / week

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from £253 / night

(2) Very Good 

23

Holiday caravan/mobile home with shared pool in Littlesea Holiday Park

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Swimming pool
Come and stay in a superb caravan on a great holiday park and enjoy a family holiday to remember.  …see more

from £55 / night

£1250 - £1740 / week

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from £55 / night

(1) Excellent 

26

Holiday caravan/mobile home rental

Dorset / Weymouth

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Beach / lakeside relaxation
  • Swimming pool
  • Child friendly
Hi. We are Weymouth bay breaks. This is our second year of running our Caravan at Weymouth Bay. Our Beautiful Modern, Clean & Tidy Caravan Featuring wonderful Views, a beach very close by via car or by foot. • The caravan is a Large Caravan. • Platinum  …see more

from £45 / night

£275 - £1295 / week

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from £45 / night

5

Holiday lodge rental

Weymouth / Warmwell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Swimming pool
Our 2 bedroomed no smoking lodge, with lake view is situated on the Warmwell Holiday Park, 8 miles from Weymouth and 6 miles from Dorchester in Dorset, UK. Whether you enjoy the peace and quiet of this "lodge only" site, or have a family who enjoy activiti  …see more

from £63 / night

£400 - £1200 / week

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from £63 / night

17

Holiday cottage in Langton Herring

Weymouth / Langton Herring

2 5 Min stay varies

  • 2 bedrooms
  • Sleeps 5
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Child friendly
A charming 2 bedroom traditional Dorset cottage situated on a working dairy and beef farm, a short walk from Chesil Beach and an easy drive from Weymouth, surrounded by stunning country side ideal for walking.  …see more

from £85 / night

£410 - £750 / week

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from £85 / night

(106) Excellent 

19

Cottage accommodation in Chickerell with golf nearby

Weymouth / Chickerell

2 4 Min stay varies

  • 2 bedrooms
  • Sleeps 4
  • Min stay varies
  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Child friendly
“Fantastic place to stay” Top notch accomadation Sarah a lovely host fantastic holiday lovely view from the barn great to have secure parking a lovely place to stay a nice garden with great decking area to chill when weather good  …see more

from £65 / night

£350 - £830 / week

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from £65 / night

(6) Excellent 

9

Holiday caravan/mobile home rental

Weymouth / Littlesea Holiday Park

3 8 Min stay varies

  • 3 bedrooms
  • Sleeps 8
  • Min stay varies
  • Swimming pool
  • Child friendly
  • Pet friendly
“Excellent caravan” Easy to book. Owner really helpful. Caravan exceptional. Definitely look to stay again in the near future. Thank you  …see more

from £70 / night

£380 - £750 / week

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from £70 / night

16

Holiday lodge in Weymouth

Dorset / Weymouth

3 8 7 nights min

  • 3 bedrooms
  • Sleeps 8
  • 7 nights min
  • Nearest beach 0.5 km
  • Swimming pool
  • Child friendly
A tranquil haven for you and your family in Osmington Mills, near Weymouth in Dorset. Cedars 14 is a new 3 bedroom lodge which occupies an elevated pitch within The Cedars development at Osmington Holiday Park. Set in an enviable location overlooking a brook, this is a  …see more

from £93 / night

£650 - £1300 / week

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from £93 / night