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270 Results  |  
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

5 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £38 /night

£263 - £673 / 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

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
  • 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

Featured properties

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

20 Photos

House | 2 Bedrooms | sleeps 4

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
  • 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, a location guaranteed to inspire.101 Ocean Views is a stylishly furnished apartment locate  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

Short stays welcome

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from £84 /night

£588 - £1726 / 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

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £45 /night

£309 - £943 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Stylish property perfectly located for the 2012 Olympics Sailing venue. A stylish 3 bedroom duplex apartment, sleeps 6. Outdoor patio area with seating for 6. A short walk to Chesil Beach and the 2012 Olympic sailing venue.  …see more

16 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A newly renovated 3 bedroom house, comfortably sleeping 5. Decked terrace, patio area and lawn garden. A 15 minute stroll to Sandsfoot beach. Ideal base to explore Dorset and the Jurassic coastline. Off-street parking for 2 cars.  …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
  • 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

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £67 /night

£464 - £1312 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£325 - £928 / 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 | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £43 /night

£295 - £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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £1214 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
67 Ocean Views is a second floor apartment in a landmark building benefiting from level access and close proximity to the 2012 Olympic sailing venue.  …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
  • 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

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £52 /night

£359 - £679 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Serenity Cottage is a two bedroom annexe located in the pretty village of Osmington. Internally the property is finished to a high standard and benefits from Wi-Fi. Externally the property offers a furnished patio area.   …see more

17 Photos

House | 4 Bedrooms | sleeps 7

rentals_reviews_rating_1 

3 Nights min stay

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from £74 /night

£516 - £1595 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • 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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £58 /night

£402 - £1149 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1214 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Forming part of the new Admirals Quarter development, Cove View is a stylish apartment benefiting from a variety of sustainable environmental features.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £47 /night

£329 - £1008 / 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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £1149 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • No pets allowed
A modern, spacious apartment with views over Weymouth Marina.  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £65 /night

£454 - £1312 / week

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Key info:

  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A 2 bedroom, ground floor apartment, sleeps 4. Newly refurbished to a modern finish throughout. Access to on-site heated indoor swimming pool. A short walk to Chesil Beach and the 2012 Olympic Sailing venue. Off-street parking for 2 cars.  …see more

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £39 /night

£270 - £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

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £2149 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • 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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£328 - £737 / 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 4

3 Nights min stay

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from £50 /night

£350 - £1008 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
A contemporary mews style house in the heart of Weymouth, only minutes from the beach. A brand new semi-detached house, sleeps 4. Located in the heart of Weymouth town centre. Close proximity the 2012 Olympic sailing venue. Situated in a mews style development.  …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
  • 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

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
  • 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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £1008 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
A stylish apartment complete with furnished balcony, just a short walk from the attractions of Weymouth. A 2 bedroom, first floor apartment, sleeps 4. Furnished to a high standard throughout. Balcony complete with two chairs. Off-street parking for 1 car.  …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
  • 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

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £99 /night

£693 - £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

11 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £42 /night

£288 - £775 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Well-appointed, contemporary and centrally located in the heart of Weymouth  …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

19 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

Add to shortlist

from £58 /night

£402 - £1149 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Great for children of all ages
  • 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. 106 Ocean Views is a fifth floor apartment benefiting from superb sea views  …see more

13 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £1095 / week

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Key info:

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

11 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £38 /night

£263 - £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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3.5/5 

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • No pets allowed
A 4 star gold-rated apartment with 2 bedrooms, sleeps 4. High quality finish throughout. Situated close to the Weymouth and Portland National Sailing Academy. On-site fitness centre with indoor swimming pool. Close to Portland Castle, Chesil Beach and Portland Marina.  …see more

23 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £67 /night

£464 - £1421 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Great for children of all ages
  • 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

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

9 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £61 /night

£424 - £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

15 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £98 /night

£681 - £1987 / week

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Key info:

  • Nearest beach 11 km
  • Great for children of all ages
  • 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

14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £1312 / week

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Key info:

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

16 Photos

House | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1475 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
A newly refurbished country house set in a beautiful rural position. A 4 bedroom house sleeping 6. Set in a rural position with 1/3 acre garden. Newly refurbished to a high standard. Short distance to coastal walks along sea cliff edge. Off-street parking for 2 cars.  …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
  • 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

5 Photos

Cottage | 2 Bedrooms | sleeps 4

1 night min stay

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from £65 /night

£450 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
If you were much closer you would be in the sea!!  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £53 /night

£370 - £740 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Split Semi Detached Edwardian House Has Fantastic Sea Views from all Windows. Beach 150 Yards, Weymouth 5 miles. Dogs Not Permitted.  …see more

10 Photos

Cottage | 4 Bedrooms | sleeps 8

1 night min stay

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from £65 /night

£450 - £850 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
Great location and close to The National Sailing Academy home of British sailing. Beautifully restored stone cottage over three floors, so close to Chesil Beach you hear the pebbles roar.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

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from £59 /night

£410 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Thatched Cob Cottage Adjoining Another Next to Fields. Coast 4 miles, Dorchester 4 miles. Dogs Not Permitted.  …see more

9 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £58 /night

£400 - £550 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children over
  • Car advised
  • No pets allowed
  • Private garden
Fabulous sea views from this cottage just a few minutes from Chesil Beach.  …see more

8 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £58 /night

£400 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Pets welcome
Pet Friendly!! Fabulous views, parking, dog friendly, close to Chesil Beach and a short walk from Weymouth & Portland National Sailing Academy. Ideal for walking, sailing, fishing or just relaxing.  …see more