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219 Results  |  
18 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman's cottage built with Portland stone.  …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

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A stylish, spacious apartment, ideally situated close to the harbour and beaches of Weymouth. A second floor, 2 bedroom apartment, sleeps 5. Spacious living area complete with air conditioning. Situated in the heart of Weymouth town centre.  …see more

Featured properties

23 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £70 /night

£485 - £972 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A period stone house full of character in a peaceful location close to Weymouth. A charming 3 bedroom house, sleeps 6. Furnished to a high standard throughout with open fires. Pretty courtyard garden with furniture.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £65 /night

£454 - £878 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Chesil View House offers stylish accommodation that was originally a fisherman's cottage in the beautiful village of Fortuneswell, nestled amongst the hills of Portland.  …see more

12 Photos

House | 2 Bedrooms | sleeps 6

Short stays welcome

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from £40 /night

£275 - £606 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Pets welcome
  • Private garden
This terraced cottage is situated on the Isle of Portland in Dorset and sleeps six people in two bedrooms.  …see more

10 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£298 - £812 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
An Eco friendly Passive house apartment with fantastic sea views. A second floor, 1 bedroom apartment sleeping 2. Passive House Eco-home with triple glazing. Furnished to a high standard throughout. Beautiful views of Pennsylvania Castle and out to sea.  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £90 /night

£630 - £1210 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Great for children of all ages 5
  • 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

14 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £62 /night

£433 - £806 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A large Victorian house boasting original, period features and close proximity to Chesil Beach. A 4 bedroom house set over three floors, sleeps 8. Furnished to a high standard throughout with period features. Close to Chesil Beach and the 2012 Olympic Sailing venue.  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£324 - £927 / 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

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£274 - £669 / 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

21 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1210 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
An ultra-modern 4 bedroom eco town house, sleeping 8. Spacious accommodation, comfortable and stylish. Superb sea views, perfect to watch the dramatic sunsets. Close to Chesil Beach, Fortuneswell & the Sailing Academy. Parking on private driveway for 3 cars  …see more

7 Photos

House | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£328 - £861 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Set in Hardy's Wessex, this end-terraced holiday cottage dates back to 1792 and offers a comfortable touring base. For walkers there are many footpaths and coastal paths to explore, easily accessible from the door. Weymouth is the nearest town with its Georgian seafr...  …see more

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£275 - £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

16 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£332 - £680 / week

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Key info:

  • Suitable for children over
  • Pets welcome
  • Private garden
This is a wonderful Grade II listed, 18th century, thatched cottage, nestling opposite the village church in the picturesque Dorset village of Upwey, just four miles from Weymouth and can sleep four people in two bedrooms.  …see more

7 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £41 /night

£286 - £718 / 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

8 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £40 /night

£277 - £663 / 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

10 Photos

Apartment | 1 Bedroom | sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £43 /night

£298 - £568 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
A 1 bedroom, ground floor apartment sleeping 2. Furnished to a modern, high standard. Located in the heart of Weymouth town centre. Situated close to the Weymouth and Portland National Sailing Academy. A permit is provided for parking on the local roads.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £56 /night

£391 - £764 / week

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Key info:

  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A modern apartment, in walking distance of the beach and attractions of Weymouth. A 2 bedroom, ground floor apartment, sleeps 4. Furnished to a high standard throughout. Within walking distance of Weymouth Beach and town centre.  …see more

18 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £83 /night

£578 - £1117 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
  • Private garden
A newly built four bedroom house, just minutes from the attractions of Weymouth and Portland. A newly built 4 bedroom house, sleeps 8. Fully furnished patio and garden area with access to the Rodwell Trail coastal path.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ocean View is a fifth floor apartment in a landmark building benefiting from level access and stunning views over the 2012 Olympic sailing venue.  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Great for children of all ages 5
  • No pets allowed
Set in a quiet location yet close to Weymouth town centre, the attractions and beaches.  …see more

17 Photos

House | 1 Bedroom | sleeps 4

Good 3/5 

3 Nights min stay

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from £43 /night

£298 - £723 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, in a location guaranteed to inspire.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £42 /night

£294 - £816 / 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

21 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £73 /night

£508 - £1165 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

9 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
A modern 3 bedroom split level house, sleeps 6. Passive House Eco-Home with triple glazing. Furnished to a high standard throughout. Private furnished patio ideal for al fresco dining. Off-street parking for 2 cars.  …see more

7 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £72 /night

£499 - £939 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A contemporary apartment near the 2012 sailing venue. A second floor apartment with 2 bedrooms, sleeps 4/6. In close proximity to the 2012 Olympic sailing venue and coastline. On-site fitness centre with indoor swimming pool. Allocated parking for 1 car.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £702 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Great for children of all ages 5
  • 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

15 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £45 /night

£314 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
  • Private garden
This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.  …see more

15 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £102 /night

£713 - £1396 / week

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Key info:

  • Nearest beach 11 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
  • Private garden
A newly refurbished, 4 bedroom thatched cottage, sleeping 8. Character features including woodburner and solid oak flooring. Large enclosed garden. A short drive to Overcombe Beach. Off-road parking for 1 car and on-street parking available in the area.  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £53 /night

£371 - £764 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Situated in an elevated position, Sea Far is a three bedroom maisonette boasting spectacular views of the Jurassic Coast. A 3 bedroom maisonette sleeping 5. Far-reaching views of Chesil Beach and the Jurassic Coastline. Terrace garden featuring a raised sundeck.  …see more

9 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£310 - £847 / 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 £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 | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £62 /night

£433 - £806 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Ocean Views is a new luxury seafront development of apartments on the Isle of Portland in Dorset, situated on the Jurassic coast beside Chesil Beach, in a location guaranteed to inspire.  …see more

14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £65 /night

£454 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
A stylish penthouse set over two floors with views over Weymouth Harbour  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages 5
  • 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

17 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£536 - £1034 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Pets welcome
A 4 bedroom house set over 3 floors, sleeps 7. Newly refurbished to a high standard throughout. Fully furnished, enclosed patio areas at the front and back. Situated just yards from the famous Chesil Beach and within a short walk of the National Sailing Academy.  …see more

10 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£421 - £1203 / 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 | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £45 /night

£310 - £847 / 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

9 Photos

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £52 /night

£363 - £965 / 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

20 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £930 / week

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Key info:

  • Great for children of all ages 5
  • Car advised
  • Pets welcome
A brand new 3 bedroom house, sleeps 6. Passive House Eco-Home with triple glazing. Furnished to a high standard throughout. Offers views of Pennsylvania Castle and out to sea. Off street parking for 1 car.  …see more

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £47 /night

£329 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
A modern apartment located in the heart of Weymouth. A spacious 2 bedroom first floor apartment, sleeps 4. Furnished to a high standard throughout, complete with air conditioning. Located in the heart of Weymouth town centre, within 5 minutes walk of the beach.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £83 /night

£578 - £1117 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A spacious first floor apartment with stunning panoramic views across Weymouth seafront and surrounding coastline. A 3 bedroom apartment, sleeps 6. Stunning panoramic views of Weymouth seafront and Portland. Benefits from direct access to Weymouth Beach.  …see more

19 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £71 /night

£492 - £1150 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £99 /night

£693 - £1671 / 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

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £46 /night

£317 - £861 / 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

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £96 /night

£671 - £1303 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Nothe View is spacious four bedroom townhouse set over three storeys. Situated within the Admirals Quarter development, Nothe View perfectly combines contemporary comfort and design with environmental sensitivity.  …see more

5 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £38 /night

£266 - £668 / 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

16 Photos

House | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £190 /night

£1326 - £2964 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
Summer Lodge a spacious newly built high specification property less than a mile from the coast. It is luxurious with things that most people only dream of having at home, two being a heated indoor swimming pool and games room.(perfect whatever the time of year)  …see more

23 Photos

Cottage | 3 Bedrooms | sleeps 10

rentals_reviews_rating_2_5 

3 Nights min stay

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from £69 /night

£477 - £1325 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car not necessary
  • No pets allowed
Beach Cottage overlooks beach and sea. 2 - 3 bedrooms, 2 bathrooms. Sleep 6 - Sleeps 10. sun patio. terrace. balcony. shower cubicle. wi-fi available with dongle purchase or free in nearby Pub/Restaurant 50yds. Parking..Twin bedroom. Family bedroom ensuite. Walk beach. Villadelamer overlooks beach and Weymouth Bay. Harbourside Pubs and Restaurants, Boat trips, Beach Market.  …see more