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201 Holiday homes in Weymouth

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  • Chickerell (1)
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201 Results  |  
10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£325 - £848 / 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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £33 /night

£228 - £666 / 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

9 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£427 - £1189 / 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

Featured properties

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£297 - £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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£328 - £721 / 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

11 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £36 /night

£247 - £801 / 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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £33 /night

£226 - £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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £43 /night

£297 - £1128 / 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

9 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£311 - £848 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set within 30 acres of grounds on the owners working stud farm and surrounded by peaceful, rolling Dorset countryside with the Jurassic Coastline a few miles away. These well-equipped holiday cottages (refs 15897 and 15898) offer a comfortable base for exploring the ...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£311 - £848 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set within 30 acres of grounds on the owners working stud farm and surrounded by peaceful, rolling Dorset countryside with the Jurassic Coastline a few miles away. These well-equipped holiday cottages (refs 15897 and 15898) offer a comfortable base for exploring the ...  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £38 /night

£262 - £805 / week

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Key info:

  • Not suitable for children
  • No pets allowed
This comfortable cottage with a wealth of character is just 100 yards walk to the stunning Chesil beach. From the cottage you can also enjoy the miles of coastal and inland footpaths which surround the area. The pub which serves local fish is a stroll away. An excell...  …see more

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £42 /night

£290 - £740 / 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

9 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £55 /night

£379 - £1313 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Situated in a secluded valley on the edge of the 'picture postcard' village of Osmington, this comfortable and sympathetically converted holiday cottage lies just a mile from the Heritage coastline of Dorset. Adjoining an old stone barn located in the middle of the o...  …see more

10 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£427 - £1189 / 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

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £34 /night

£238 - £702 / 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

9 Photos

House | 4 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£345 - £1059 / 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

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£329 - £862 / 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

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £52 /night

£363 - £802 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Adjoining the owners' bungalow, this holiday home in Hardy Country is peaceful and secluded and refurbished to a good standard. Approximately a 15 minute walk takes visitors to the beach, with lovely walks on the World Heritage Coast and at the RSPB nature reserve. W...  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £81 /night

£561 - £1633 / 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

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £39 /night

£273 - £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

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £34 /night

£233 - £497 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the small village of Southwell, close to Portland Bill and the coastal footpath around the Isle of Portland, these charming stone cottages provide a good base for walkers, birdwatchers and fishermen. Gull Cottage, an 'upside down' property, features a small ba...  …see more

5 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £33 /night

£226 - £481 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in the small village of Southwell, close to Portland Bill and the coastal footpath around the Isle of Portland, these charming stone cottages provide a good base for walkers, birdwatchers and fishermen. Gull Cottage, an 'upside down' property, features a small ba...  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £913 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A high specification VisitBritain Gold rated property barn conversion with a centrepiece hand built oak and glass fronted living.  …see more

19 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £52 /night

£363 - £755 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Nearby popular Brewers Quay.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £74 /night

£517 - £1087 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Prime harbourside location with panoramic harbour views.  …see more

21 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£335 - £709 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Harbourside location with harbour views.  …see more

21 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £74 /night

£517 - £1087 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Walk out of your front door and within a handful of steps you could be sat on the harbour wall taking in the ever changing harbour scene  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £70 /night

£485 - £1029 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Tradtional cottage style property  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £913 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in the Dorset coastal village of Chickerell  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £84 /night

£588 - £1811 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
Spectacular, unrivalled balcony views from the penthouse of Portland’s premier development. 2 bedroom luxury penthouse apartment, sleeping 4. High quality and stylish finish throughout. Breathtaking views from each room over the 2012 Olympic sailing venue and out to sea  …see more

17 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £61 /night

£421 - £892 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Beachside location  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£377 - £803 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Popular The Maltings location.  …see more

22 Photos

Cottage | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £57 /night

£397 - £837 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Beach front location with un-interrupted sea views.  …see more

20 Photos

Cottage | 1 Bedroom | sleeps 4

3 Nights min stay

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from £39 /night

£269 - £569 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Easy walking distance to harbour and Brewers Quay.  …see more

21 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £50 /night

£347 - £733 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Short walk to local Sandsfoot beach.  …see more

19 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £57 /night

£397 - £837 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
The town centre with its shops, bowling and cinema is a leisurely stroll away.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £57 /night

£397 - £837 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Immaculately presented detached house  …see more

21 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £913 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Modern well furished apartment.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1029 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Nearby popular Brewers Quay area  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £61 /night

£421 - £892 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
In the 'Maltings' development a favourite with holidaymakers.  …see more

15 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £57 /night

£397 - £837 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Beachside loaction.  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 3

3 Nights min stay

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from £43 /night

£295 - £615 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Close to the popular Brewers Quay  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1029 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
Sea views overlooking Olympic 2012 sailing waters.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £61 /night

£421 - £892 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located close to Brewers Quay.  …see more

21 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £103 /night

£715 - £1551 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Prime location in the Nothe with views to Portland harbour.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1421 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A modern 3 bedroom house, sleeping 6. Furnished with high quality interiors. A large, furnished garden with a barbeque. Located just a short walk away from Chesil Beach. Parking available  …see more

22 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1029 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Located just about four minute's walk from Brewers Quay and Newton's Cove.  …see more

17 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£377 - £803 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located in the ever popular 'Maltings' development, favoured due to its quiet and exclusive residential surroundings.  …see more

21 Photos

Cottage | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £66 /night

£458 - £972 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Close to the popular Brewers Quay and old harbour.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £47 /night

£329 - £1057 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
A newly refurbished two bedroom cottage boasting stunning rural views yet close to Weymouth. A 2 bedroom cottage, sleeps 4. Newly refurbished to a stylish finish throughout. Stunning rural views across the White Horse hills to the front of the cottage.  …see more

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