50 Best Weymouth cottages, homes and apartments - Holiday Lettings - Holiday rentals

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Weymouth

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11 Holiday homes

(23) Excellent 

29

Cottage accommodation in Weymouth

Dorset / Weymouth

3 6 Min stay varies

  • 3 bedrooms
  • Sleeps 6
  • Min stay varies
  • Child friendly
  • Car not necessary
  • Private garden
“lovely” Lovely house well renovated and designed. Three good sized bedrooms. Knock through living area a bit tight for six, but I imagine in the warmer weather with the sweet comfortable courtyard open that would be resolved. Lovely, courteous owners.  …see more

from £80 / night

£600 - £850 / week

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from £80 / 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

(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

(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 £180 / night

£450 - £800 / week

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from £180 / 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
“Shhhhhh! Dont tell anyone” This is a great place to stay in Dorset. You have the quiet setting of Upwey but with the local activities just down the road. The house was superb and enough for the 4 of us. The host , could not be more genuine and hone  …see more

from £179 / night

£899 - £1599 / week

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from £179 / night

(1) 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

(13) 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
“Wonderful house and location” When we arrived we were delighted by the airy and spacious accommodation. The dining room is bright and has a large table that the whole party (11 of us) could comfortably sit around. The kitchen is beautiful and has all  …see more

from £300 / night

£1000 - £2550 / week

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from £300 / 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

(1) Excellent 

23

Barn rental in Weymouth

Dorset / Weymouth

2 4 3 nights min

  • 2 bedrooms
  • Sleeps 4
  • 3 nights min
  • Beach / lakeside relaxation
  • Child friendly
Nestled in the gentle rolling hills of the Dorset countryside sits the stunning Little Barn. Renovated to a very high standard with clean lines and a modern touch, Little Barn is a retreat from the stresses of modern life. With spacious living areas, under floor heating  …see more

from £175 / night

£1225 / week

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from £175 / night

15

Cottage rental in Abbotsbury

Weymouth / Abbotsbury

2 5 7 nights min

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

from £86 / night

£600 / week

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from £86 / 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