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274 Holiday homes in Weymouth

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274 Results  |  
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
  • 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

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

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
  • 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

Featured properties

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

16 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
  • No pets allowed
A stylish 3 storey house situated in the popular Brewers Quay area of Weymouth  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £58 /night

£402 - £1149 / 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, in a location guaranteed to inspire.  …see more

16 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

Short stays welcome

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from £46 /night

£320 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children over
  • Car advised
  • Pets welcome
  • Private garden
Sleeping up to six people in three bedrooms, this detached holiday home is just over a mile from the sea front, on the edge of Weymouth.  …see more

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £39 /night

£270 - £631 / 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

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
  • 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

17 Photos

Apartment | 2 Bedrooms | sleeps 4

rentals_reviews_rating_1 

3 Nights min stay

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from £62 /night

£433 - £1008 / 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
  • Private garden
A modern apartment with fantastic on-site health facilities, near the 2012 Olympic Sailing venue.  …see more

13 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
  • 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 | 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

13 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
  • Nearest beach 0 km
  • Great for children of all ages
  • 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

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Excellent 5/5 

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
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

10 Photos

House | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £42 /night

£292 - £840 / week

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Key info:

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

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

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

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £79 /night

£547 - £1726 / 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 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

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

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

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

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

16 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
94 Ocean Views is a fourth floor apartment in a landmark building benefiting from level access and close proximity to 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
  • No pets allowed
Set in a quiet location yet close to Weymouth town centre, the attractions and beaches.  …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

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

11 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £41 /night

£282 - £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

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

10 Photos

House | 3 Bedrooms | sleeps 7

7 Nights min stay

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from £66 /night

£458 - £1127 / 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

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
  • 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

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

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

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £47 /night

£324 - £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

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

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

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

Apartment | 2 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
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

House | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £52 /night

£358 - £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

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

13 Photos

House | 3 Bedrooms | sleeps 7

Good 3.5/5 

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
  • 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

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

11 Photos

House | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £702 / 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

21 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £90 /night

£630 - £1856 / 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 views from the penthouse of Portland's premier development. A seventh floor triplex apartment with 2 bedrooms, sleeps 4. High quality finish throughout. Panoramic views over the 2012 Olympic sailing venue and out to sea.  …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 - £1303 / 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 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

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
  • 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

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

24 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £53 /night

£365 - £620 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
18th Century Semi-Detached Thatched Cottage, Coast 0.5 miles, Weymouth 3 miles, Dogs not permitted, No Smoking, Short Breaks All Year.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

Short stays welcome

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from £43 /night

£295 - £495 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
Pet friendly!! Character Stone Cottage with roof terrace, wood burner and sea views - your dog is welcome! Dog friendly two bedroom character cottage on the Isle of Portland  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £119 /night

£830 - £1740 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Detached House with Sea & Inland Views, Beach 300 Yards, Weymouth town centre 2 miles, No Smoking, Short Breaks all Year.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £46 /night

£320 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • No pets allowed
  • Private garden
The cottage offers a cosy living area with farmhouse style kitchen leading to the courtyard garden to the rear. Two further floos accommodate two double bedrooms and a single bedroom which is to be found on the top floor Character seaside cottage close to Chesil Beach and the National Sailing Academy.  …see more