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161 Holiday homes in Weymouth

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161 Results  |  
20 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1251 / 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

9 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £70 /night

£485 - £1251 / 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

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

Featured properties

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

12 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £899 / 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

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 5
  • 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

16 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £48 /night

£332 - £728 / 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

13 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £70 /night

£485 - £1251 / 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 3 bedroom house, sleeping 6. Pionerring Passivhaus Eco-Home with triple glazing. Pennsylvania Heights includes a dedicated nature reserve offering large open space free to enjoy for all. Far reaching sea views of Pennsylvania Castle and Portland Bill.  …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

17 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4/5 

3 Nights min stay

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from £83 /night

£578 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
Cormorant View is a spacious house situated in a gated cul-de-sac within walking distance of the shops, restaurants, attractions and sandy beaches of Weymouth.Internally this spacious accommodation is furnished to a high standard and offers fan  …see more

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £899 / week

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Key info:

  • Nearest beach 5 km
  • Great for children of all ages 5
  • Car not necessary
  • Pets welcome
  • Private garden
Stylish open plan 2 bedroom house, sleeping 4. Enclosed, furnished garden with seating for 4 and barbeque. Offers low energy, low carbon living in a sustainably built home. Just a short walk away from Chesil Beach and the National Sailing Academy.  …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 - £723 / 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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £70 /night

£485 - £1251 / 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

16 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £96 /night

£671 - £1769 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • No pets allowed
A stylish 3 storey house situated in the popular Brewers Quay area of Weymouth  …see more

20 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £90 /night

£630 - £1645 / 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

10 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £66 /night

£457 - £1126 / week

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Key info:

  • Not suitable for children
  • No pets allowed
Lynwood Lodge is in an Area of Outstanding Natural Beauty and 2 miles from the coast which is part of the Jurassic World Heritage Site. The nearest beaches are at Ringstead Bay, Osmington and Weymouth. The town of Weymouth (4 miles) is popular for its miles of promen...  …see more

24 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £70 /night

£485 - £1251 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A stylish apartment with fantastic on-site health facilities, situated on the Jurassic coast beside Chesil Beach  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

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 3 km
  • Great for children of all ages 5
  • 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

17 Photos

Apartment | 1 Bedroom | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A spacious 4th floor apartment, sleeps 4. 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. Off-street parking for 1 car  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £47 /night

£327 - £736 / 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

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £43 /night

£298 - £775 / 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
Well-appointed, contemporary and centrally located in the heart of Weymouth  …see more

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £96 /night

£671 - £1894 / 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

21 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1645 / 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

20 Photos

House | 4 Bedrooms | sleeps 8

7 Nights min stay

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from £99 /night

£687 - £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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

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from £65 /night

£454 - £961 / 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
  • Private garden
A modern apartment with fantastic on-site health facilities, near the 2012 Olympic Sailing venue.  …see more

15 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £74 /night

£516 - £1355 / week

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Key info:

  • Great for children of all ages 5
  • 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

17 Photos

House | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£536 - £1521 / 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

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £899 / 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

18 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £83 /night

£578 - £1645 / 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

16 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £90 /night

£630 - £1769 / 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 charming cottage in a peaceful village within easy reach of Weymouth. A characterful 4 bedroom cottage, sleeps 7/8. Furnished to a high standard throughout. Pretty views over the village stream. Close to coastal paths and Overcombe Beach.  …see more

7 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£327 - £913 / 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

15 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £72 /night

£499 - £1309 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages 5
  • 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

15 Photos

Apartment | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £102 /night

£713 - £1894 / 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

19 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £1096 / 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
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

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

9 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £62 /night

£432 - £1333 / 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

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £65 /night

£454 - £1044 / 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

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 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

13 Photos

House | 3 Bedrooms | sleeps 7

Good 3.5/5 

3 Nights min stay

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from £65 /night

£454 - £1251 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
A three bedroom grade 2 listed house, sleeps 6/7. South facing private courtyard. Short walk to the beach. Great location for exploring the Jurassic coast. Parking permit provided.  …see more

9 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £50 /night

£350 - £961 / 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

9 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £61 /night

£425 - £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

16 Photos

House | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £74 /night

£516 - £1475 / week

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Key info:

  • Great for children of all ages 5
  • 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

8 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £50 /night

£350 - £1127 / 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 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

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

16 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £62 /night

£433 - £1149 / week

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Key info:

  • Nearest beach 2 km
  • Great for children of all ages 5
  • 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

16 Photos

House | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

1 night min stay

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from £50 /night

£350 - £995 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages 5
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
JUNE RENTALS REDUCED - RIGHT IN THE CENTRE OF WEYMOUTH: SLEEPS 8.FOUR STOREY TOWNHOUSE GREAT FOR FAMILIIES OR A GROUP OF FRIENDS. GET IN TOUCH TO DISCUSS RATES. EASY WALKING DISTANCE FOR SEA,HARBOUR,PUBS CINEMA. Bed linen, heat & light and car parking permit included. "We haven't used the car" is a common quote, Nearsea is well placed for all things to do in Weymouth town.  …see more

20 Photos

House | 4 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £69 /night

£480 - £1150 / 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
The Gift House is a beautiful fully renovated and refurbished 4 bedroom house situated 2 minutes walk from the beach, with stunning panoramic sea views from all reception rooms and bedrooms stretching across Chesil Beach to the Olympic Sailing Village. The property is suited to outdoors enthusiasts and families. A perfect retreat with modern luxuries.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £78 /night

£545 - £1085 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages 5
  • Car advised
  • No pets allowed
  • Private garden
End of terrace, stone cottage with views to fields and hills. Weymouth 3 miles. Dorchester 3 miles. Dogs not permitted. .  …see more