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256 Holiday homes in Weymouth

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  • Abbotsbury (7)
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  • Fortuneswell (8)
  • Greenhill (18)
  • Langton Herring (1)
  • Littlesea Holiday Park (2)
  • Nottington (5)
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  • Portesham (1)
  • Portland (43)
  • Preston, Dorset (9)
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Filters applied: Under 5s (256)

256 Results  |  
14 Photos

Apartment | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £65 /night

£454 - £1251 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A stylish penthouse set over two floors with views over Weymouth Harbour  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

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from £34 /night

£237 - £889 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Just a few hundred yards from a cliff top path, this well presented terraced holiday cottage makes a great base for exploring both Portland and Weymouth and the surrounding area  …see more

5 Photos

House | 1 Bedroom | sleeps 2

Min stay varies

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from £38 /night

£260 - £472 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Part of a 16th-century farm barn complex, Stable Cottage lies on the owners' farm, in the village of Nottington, near to the spa house frequented by George III - who made Weymouth so popular  …see more

Featured properties

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
  • Suitable for children of all ages
  • 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

23 Photos

House | 3 Bedrooms | sleeps 6

Good 3.5/5 

3 Nights min stay

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from £70 /night

£485 - £1355 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 11 km
  • Suitable 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

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
  • Suitable 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

17 Photos

House | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £49 /night

£340 - £899 / week

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Key info:

  • Nearest beach 5 km
  • Suitable for children of all ages
  • 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

9 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £49 /night

£340 - £961 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 14 km
  • Suitable 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

7 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £57 /night

£394 - £756 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
All on ground floor: Living room/dining room  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £53 /night

£371 - £1044 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable 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

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
  • Suitable for children of all ages
  • 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

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £67 /night

£469 - £1209 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable 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

8 Photos

House | 2 Bedrooms | sleeps 5

Short stays welcome

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from £61 /night

£423 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
This cosy, terraced holiday cottage is set in a quiet street, just a few hundred yards from the southern end of Chesil Beach  …see more

18 Photos

Apartment | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £55 /night

£379 - £1009 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable 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

14 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £71 /night

£492 - £1123 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.  …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 0.85 km
  • Suitable for children of all ages
  • 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

17 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £73 /night

£508 - £1138 / week

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Key info:

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

5 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies

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from £42 /night

£293 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
This attractive cottage is comfortably furnished and equipped to provide a cosy base for year-round family holidays  …see more

6 Photos

House | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £53 /night

£371 - £624 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Indoor fun pool Situated in a wooded setting in the beautiful Dorset countryside, this spacious detached pine holiday lodge overlooks a lake and is on part of Warmwell Heath, a 140-acre Site of Special Scientific Interest  …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
  • Suitable for children of all ages
  • 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

8 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £59 /night

£411 - £900 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Shared indoor heated swimming pool on site This lovely detached, wooden holiday cabin is set in a quiet spot on the popular Warmwell Leisure Resort  …see more

12 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£401 - £836 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
This terraced holiday home sits in a quiet area between Weymouth and Portland overlooking Portland harbour with sea views  …see more

14 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £61 /night

£422 - £1096 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable 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

21 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £93 /night

£650 - £1769 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Swimming pool
  • Suitable 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

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
  • Suitable 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

7 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £54 /night

£375 - £727 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A delightful holiday cottage with a garden overlooking open fields, nestling peacefully in the village of Portesham  …see more

7 Photos

House | 3 Bedrooms | sleeps 4

7 Nights min stay

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from £58 /night

£402 - £837 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Set in Hardy's Wessex, this end-terraced holiday cottage dates back to 1792 and offers a comfortable touring base  …see more

13 Photos

House | 3 Bedrooms | sleeps 6

Excellent 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
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
Wessex Ho is a three bedroom property, sleeping up to six people.  It is situated a short drive or a 20 minute walk away from the town centre and beach.  …see more

20 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £61 /night

£422 - £1096 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

15 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:

  • Suitable 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

9 Photos

House | 3 Bedrooms | sleeps 7

Min stay varies

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from £65 /night

£452 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
This detached, 1820's, stone holiday house is tucked away in a quiet spot and has sea views from all rooms  …see more

7 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

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from £160 /night

£1119 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Shared indoor heated swimming pool and many other on-site facilities This lovely, detached holiday cabin is set in a quiet spot on the popular Warmwell Leisure Resort  …see more

10 Photos

Apartment | 2 Bedrooms | sleeps 5

Excellent 5/5 

3 Nights min stay

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from £49 /night

£340 - £899 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable 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

13 Photos

House | 3 Bedrooms | sleeps 7

Excellent 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
  • Suitable 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

13 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £56 /night

£391 - £1096 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
A modern, spacious apartment with views over Weymouth Marina.  …see more

9 Photos

House | 3 Bedrooms | sleeps 7

Short stays welcome

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from £81 /night

£563 - £970 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
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  …see more

8 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £45 /night

£309 - £799 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A modern apartment, ideally located only minutes from the beach and attractions of Weymouth.  …see more

6 Photos

House | 2 Bedrooms | sleeps 4

7 Nights min stay

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from £65 /night

£449 - £805 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Adjoining the owners' bungalow, this holiday home in Hardy Country is peaceful and secluded and refurbished to a good standard  …see more

10 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £48 /night

£335 - £705 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
situated in the heart of lively weymouth, a level walk to the town and beach this charming georgian terraced cottage has a lovely light and airy feel. the property makes an ideal base for enjoying the area. However if you fancy staying closer to home then all the amenities weymouth has to offer are on your doorstep including a selection of pubs, shops and restaurants. Weymouth has long been a hidden gem with its seafront, beaches, sealife centre, harbour and wealth of restaurants, shops and pubs. In the heart of the world heritage jurassic coast offering some of the finest walks and picturesque views in the country, including hardy's monument towering over the landscape, chesil beach and picture postcard villages and hamlets. The county town of dorchester is a short drive or train ride and is steeped with history. Once the former home of the poet and novelist thomas hardy who placed this striking countryside on the map. Discover a wealth of attractions including abbotsbury swannery, monkey world, dinosaur museum, lulworth cove and castle and durdle door. the accommodation is arranged over 3 floors and offers three bedrooms: the first floor has 1 double and 1 single room. There are steep cottage style stairs leading to a spacious attic room with twin beds. Bathroom: situated on the ground floor with shower over bath and wc. Lounge: with tv and dvd. Dining room: separate. Kitchen: well-equipped with oven, gas hob, fridge, freezer and microwave with door leading to the courtyard. Outside: sunny, enclosed courtyard offering seating and a bbq area. The converted outside 'privy' houses a washing machine. Amenities: parking is roadside with permit included. 2 dogs welcome. Regret no smoking inside the property. Bed linen, electric and central heating included. Location: beach, shops, pubs (2 located at the end of road and others within walking distance), restaurants and other leisure facilities a few minutes stroll. Arrival: 3:00pm.  …see more

14 Photos

Apartment | 2 Bedrooms | sleeps 4

Good 3/5 

3 Nights min stay

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from £56 /night

£391 - £961 / week

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Key info:

  • Nearest beach 1 km
  • Suitable 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

12 Photos

Cottage | 2 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £52 /night

£359 - £929 / week

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Key info:

  • Suitable 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

9 Photos

House | 1 Bedroom | sleeps 2

7 Nights min stay

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from £86 /night

£597 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • 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  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Min stay varies

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from £39 /night

£270 - £301 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Sea views This terraced holiday cottage retains much of its original charm and has views to the sea and Chesil beach, part of the World Heritage Coast  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£371 - £961 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Set in a quiet location yet close to Weymouth town centre, the attractions and beaches.  …see more

8 Photos

House | 2 Bedrooms | sleeps 4

Very Good 4/5 

Min stay varies

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from £70 /night

£486 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
This comfortable cottage with a wealth of character is just 100 yards walk to the stunning Chesil beach  …see more

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £59 /night

£412 - £827 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
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  …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:

  • Suitable 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

17 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £49 /night

£340 - £899 / week

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Key info:

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

Short stays welcome

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from £66 /night

£460 - £793 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Sea views from rear of cottage Set at the southern point of Portland with great coastline views  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £83 /night

£578 - £1521 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.97 km
  • Suitable 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