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117 Results   |  

from £48 / night

£331 - £958 / week

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10 Photos

Dorset / Weymouth

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £48 / night

£331 - £958 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Close to the seafront at Chiswell near the southern end of the famous Chesil Beach, this charming refurbished, 200 year old holiday cottage retains period features, offering stylish and comfortable accommodation. A nearby coastal path winds around Portland's miles of...  …see more

from £52 / night

£363 - £1132 / week

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8 Photos

Dorset / Weymouth

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £52 / night

£363 - £1132 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set at the southern point of Portland with great coastline views. This charming terraced holiday cottage is an ideal touring base. Close by are footpaths leading to the South West Coastal Path and down to Portland Bill and RSPB bird observatory. Nearby is the famous ...  …see more

from £47 / night

£324 - £890 / week

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12 Photos

Dorset / Weymouth

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £47 / night

£324 - £890 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This terraced holiday home sits in a quiet area between Weymouth and Portland overlooking Portland harbour with sea views. The South West Coastal Path is 220 yards away and offers views across the harbour and along famous Chesil Beach. A 30 minute walk takes you into...  …see more

Featured properties

from £51 / night

£351 - £1094 / week

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9 Photos

Dorset / Weymouth

House / 4 Bedrooms / sleeps 6

7 Nights min stay

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from £51 / night

£351 - £1094 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This characterful, Grade II listed terraced holiday cottage is set in the heart of Portland, under a mile from the beach at Church Ope Cove. It has easy access to the coastal paths with a lighthouse and RSPB observatory. Portland forms part of the Jurassic Coast Worl...  …see more

from £42 / night

£291 - £802 / week

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11 Photos

Dorset / Weymouth

House / 2 Bedrooms / sleeps 5

7 Nights min stay

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from £42 / night

£291 - £802 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This cosy, terraced holiday cottage is set in a quiet street, just a few hundred yards from the southern end of Chesil Beach. Portland harbour and castle, Portland Bill, Weymouth, with its beach and harbour, 2 RSPB reserves, a sealife park and marine sanctuary are al...  …see more

from £46 / night

£316 - £893 / week

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7 Photos

Dorset / Weymouth

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £46 / night

£316 - £893 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Anchor Cottage is in a quiet cul-de-sac overlooking Portland and Chesil Beach with stunning panoramic sea views. It is a great base for exploring the delights of the Jurassic Coast scenery and surrounding nature. Famous Chesil Beach lies near the property with breath...  …see more

from £39 / night

£269 - £669 / week

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8 Photos

Dorset / Weymouth

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £39 / night

£269 - £669 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This holiday apartment sits on the first floor adjoining the owners' property and commands wonderful countryside views from the living room picture window. It makes a very comfortable relaxing all year round base for exploring the area, with Weymouth's Georgian seafr...  …see more

from £41 / night

£286 - £743 / week

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11 Photos

Dorset / Weymouth

House / 2 Bedrooms / sleeps 4

7 Nights min stay

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from £41 / night

£286 - £743 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With views overlooking Portland, Weymouth harbour and the start of the Chesil Beach, this end terrace holiday home is next to the main road to Portland and near the South West Coastal Path. This is an excellent location to enjoy Weymouth's beach, harbour, shops and m...  …see more

from £96 / night

£672 - £1669 / week

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20 Photos

Dorset / Weymouth

House / 4 Bedrooms / sleeps 8

7 Nights min stay

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from £96 / night

£672 - £1669 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in the heart of Portland, this terraced house is an excellent holiday location to enjoy the best of west Dorset, from Swanage in the east, all the way to Lyme Regis, and taking in some breathtaking coastal views over the famous Jurassic Coast and Chesil Beac...  …see more

from £42 / night

£290 - £710 / week

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11 Photos

Dorset / Weymouth

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £42 / night

£290 - £710 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated on the southern edge of Portland and with wonderful views over Freshwater Bay, this semi-detached, single-storey holiday home lies ½ mile form Portland Bill Lighthouse. It is in a great location to explore Portland with its museums, Henry VIII's castle, Nati..  …see more

from £42 / night

£290 - £837 / week

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10 Photos

Dorset / Weymouth

House / 3 Bedrooms / sleeps 5

7 Nights min stay

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from £42 / night

£290 - £837 / week

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Key info:

  • Not suitable for children
  • No pets allowed
With a cosy open fire this cottage was once home to the famous Stone Carver Skylark Durston, his work can be seen throughout. From the garden wonderful coastal and sea views can be enjoyed. Portland Bill lighthouse is just a mile walk, which then leads on to wonderfu...  …see more

from £40 / night

£278 - £675 / week

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8 Photos

Dorset / Weymouth

House / 1 Bedroom / sleeps 2

7 Nights min stay

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from £40 / night

£278 - £675 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Granary Cottage is a modern annexe built adjoining the owner's 18th century stone barn conversion. It has been finished to a good standard, providing an ideal holiday retreat with a roll top bath and electric coal effect fire for those cosy winter evenings. Set in th...  …see more

from £48 / night

£334 - £761 / week

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8 Photos

Dorset / Weymouth

House / 3 Bedrooms / sleeps 6

7 Nights min stay

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from £48 / night

£334 - £761 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in a semi-rural location beside a country road with extensive views across the downs towards Hardys Monument is this cosy cottage, the middle one of three. The cottage has been furnished and equipped to provide a pleasant holiday home, boasting a hand crafte...  …see more

from £62 / night

£433 - £1183 / week

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10 Photos

Dorset / Weymouth

House / 3 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £62 / night

£433 - £1183 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in a charming and secluded environment on the Jurassic and Heritage coastline, Coastline Cottages have been converted to a high specification and are well-equipped with lovely wood-burning stoves. Situated 100 yards off the main road, the cottages are set in ...  …see more

from £64 / night

£447 - £1183 / week

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9 Photos

Dorset / Weymouth

House / 3 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £64 / night

£447 - £1183 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in a charming and secluded environment on the Jurassic and Heritage coastline, Coastline Cottages have been converted to a high specification and are well-equipped with lovely wood-burning stoves. Situated 100 yards off the main road, the cottages are set in ...  …see more

from £52 / night

£362 - £966 / week

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9 Photos

Dorset / Weymouth

House / 2 Bedrooms / sleeps 5

7 Nights min stay

Add to shortlist

from £52 / night

£362 - £966 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Located in a charming and secluded environment on the Jurassic and Heritage coastline, Coastline Cottages have been converted to a high specification and are well-equipped with lovely wood-burning stoves. Situated 100 yards off the main road, the cottages are set in ...  …see more

from £64 / night

£442 - £635 / week

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9 Photos

Dorset / Weymouth

House / 1 Bedroom / sleeps 2

7 Nights min stay

Add to shortlist

from £64 / night

£442 - £635 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the heart of the picture postcard village of Osmington, this single storey holiday cottage offers comfortable accommodation in a peaceful location, opposite the church and attached to the owners home. Good walking country on the doorstep, along the nearby coas...  …see more

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