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24 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £129 /night

£901 - £1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
The ideal location for the complete family holiday also great for long weekends.  …see more

20 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £76 /night

£530 - £1272 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Weymouth - self-catering - Victorian terraced Villa - 4 bedrooms – 2 minutes seafront, 5 minutes town, pubs, restaurants, railway station. On road parking permits for two cars. Dogs accepted if confined to kitchen area and walled garden. Please ask.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

7 Nights min stay

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from £57 /night

£395 - £800 / week

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Key info:

  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Within sound of the breaking surf, take breakfast on the balcony and enjoy stunning views of Chesil Beach. Situated in a quiet area of Fortuneswell yet only a short walk from Shops, Restaurants, Pubs and Beach and 5 minutes from the Olympic Sailing Venue.  …see more

Featured properties

4 Photos

House | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £60 /night

£419 - £610 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Cottage, within walking distance of Chisel beach.  …see more

10 Photos

House | 10 Bedrooms | sleeps 18

7 Nights min stay

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from £182 /night

£1272 - £2120 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.25 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Perfect for large groups of family, friends, divers and sailors. The house has ample parking for many cars and trailers. RIBS or Dinghy's can be safely parked off road on the large forecourt. The large garage can be used to store Sailboards or other wet and sandy gear. Garage has sink & hose for washing equipment and wetsuits. The house is approx 2 minute walk to the beach.  …see more

24 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £65 /night

£450 - £1060 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Our house is in the perfect location, a few minutes walking distance to Weymouth's famous sandy beach, town and historic harbour. Fantastic sea views across the bay of the much sought after Jurassic Coastline and easy access to Portland to watch the sailing! Set in ideal surroundings this property offers stunning sea views across the bay, Nothe Fort and Gardens.  …see more

15 Photos

House | 8 Bedrooms | sleeps 25

Very Good 4/5 

1 night min stay

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from £229 /night

£1600 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
For as little as £64.00 for 1 person a week (based on 25 sharing) This property is ideal for a multiple family holiday, Divers, sailing events,Rock climbers, Fishing, Cycling, Jurassic Coastal walkers, Sand/sea and entertainment with the beach only a 2 minute walk away. 1 night stay welcome on weekdays. 2 night minimum on weekends (Fri & Sat)  …see more

16 Photos

House | 3 Bedrooms | sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £40 /night

£280 - £1190 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
Contemporary Cottages are ideally situated for anyone visiting Weymouth and Portland and Dorset. Short breaks & weekly bookings are accepted throughout the year. You can book from any day of the week and flexible arrival and departure times can be arranged by request. Situated very near to Weymouth & Portland National Sailing Academy & in centre of Dorset's Jurassic Coast  …see more

17 Photos

House | 4 Bedrooms | sleeps 10

Very Good 4.5/5 

2 Nights min stay

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from £40 /night

£280 - £1365 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
A new spacious detached house with a safe, secluded and walled garden. Situated in a prime position on top of the island with spectacular rural and sea views looking towards Dorset's Jurassic Coast. Ideally situated in the centre of the County of Dorset.  …see more

19 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4/5 

3 Nights min stay

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from £72 /night

£500 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Upstairs there are 3 bedrooms; remodeled bathroom and toilet. Downstairs there is a large modern kitchen, dining room, lounge with access to a large 10 x 10 wooden deck; with a barbecue, table and chairs. Below the deck is a secluded flower and vegetable garden . From the rear of the house there are magnificent views of Weymouth Bay, Portland and the Jurassic coast  …see more

24 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £85 /night

£595 - £1050 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Tides is a well appointed modern semi-detached house situated at the end of a quite cul-de-sac 100m from the sea. View the cove from kitchen & 2 bedrooms, and of The Green to rear. Visit Britain 4 Star accommodation. Short walk to fantastic old harbour and sandy beach. Overlooking the bay that hosted the 2012 Olympic/Paralympics - Tides is a perfect holiday location!  …see more

22 Photos

House | 2 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £60 /night

£415 - £620 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Stunning location with probably the best sea views on Portland. Attractive 2 bedroom house with gardens and easy parking, next to open hillside with uninterupted views of Weymouth Bay, the ocean and coastline. Close to great beaches, sailing, shops, pubs and restaurants Breath-taking panoramic views. Ideal situation for exploring Portland's natural heritage.  …see more

21 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £53 /night

£370 - £953 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
Very spacious self catering detached house close to Portland Bill and Jurassic coastal scenery. Sleeps up to 8 + cot in 4 bedrooms. Large enclosed family-friendly garden with safe parking. Very well equipped with 42” Flat screen Sat. TV and WiFi Broadband. Pets welcome. Ideal for families/large groups. Large, safe, grass garden. Car unnecessary, close to walks/sailing/sports.  …see more

16 Photos

House | 5 Bedrooms | sleeps 12

Excellent 5/5 

2 Nights min stay

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from £104 /night

£725 - £2255 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car not necessary
  • May take pets – please enquire
  • Private garden
A beautiful home with stunning sea views (Olympic finishing line waters) situated on the Jurassic Coast Ideally situated for all amenities with harbour and Nothe gardens 8min, town centre 10 min & sandy main beach 20 min. Sleeps 11 +1 single bed OR large baby cot.  …see more

14 Photos

House | 6 Bedrooms | sleeps 12

3 Nights min stay

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from £122 /night

£848 - £1680 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Sleeps up to 12 6 Bedrooms (4 with ensuite showers) Additional bathroom and shower room Family friendly Very close to the beach Free WIFI / broadband access Off road car space 2 on street parking permits  …see more

16 Photos

House | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £43 /night

£300 - £660 / 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
Hillside is a stunning fully refurbished Victorian house with views from a southwest facing garden overlooking Portland Harbour and WPNSA.Only five minutes walk from Chesil beach, Hillside was refurbished to be our home which we have chosen to allow others to enjoy. What other property on Portland has chandeliers ,roll top bath and feature wallpaper?  …see more

18 Photos

House | 5 Bedrooms | sleeps 12

Very Good 4.5/5 

1 night min stay

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from £115 /night

£800 - £1950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.8 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A large garden ideal for family holidays. The house is 5 mins walk from the beach and Lodmoor park. Weymouth centre is 1/2 mile away where there are many shops, restaurants and bars. There are several pubs and shops near the house, a log fire, SKY TV, and good parking.  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £79 /night

£550 - £1100 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Weymouth and the surrounding area of South Dorset offers a unique blend of attractions and places of interest for visitors of all ages together with the benefits offered by a vibrant town centre with well-known High Street shops and stores. The property is located in a quiet residential area but very close to all local amenities.  …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 0.3 km
  • Suitable for children of all ages
  • 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

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 0.1 km
  • Suitable for children of all ages
  • Car advised
  • May take pets – please enquire
  • 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

18 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £122 /night

£850 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for over 5s only
  • Car not necessary
  • May take pets – please enquire
  • Private garden
Beautifully renovated family house situated down a quiet lane, minutes from a picturesque cove and lovely cliff top walks.  …see more

17 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £79 /night

£550 - £700 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.15 km
  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
A town-centre, three-bedroom house, minutes walk from Weymouth’s sandy beach. A charming Victorian house with wood floors and original fireplaces.  …see more

16 Photos

House | 5 Bedrooms | sleeps 10

Excellent 5/5 

3 Nights min stay

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from £190 /night

£1326 - £2993 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Swimming pool
  • Suitable 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

13 Photos

House | 4 Bedrooms | sleeps 8

Short stays welcome

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from £186 /night

£1297 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Set in an idyllic lane just a stroll away from Abbotsbury Swannery and just 1½ miles from Chesil beach, this spacious, semi-detached, stone holiday cottage has been lovingly restored with open fire and beams in many rooms  …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

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

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
  • Suitable for children of all ages
  • 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

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 0.08 km
  • Suitable 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

10 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £59 /night

£412 - £589 / 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

12 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:

  • Not suitable for children
  • Car not necessary
  • 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

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

9 Photos

House | 3 Bedrooms | sleeps 7

Short stays welcome

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from £74 /night

£512 - £1038 / week

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Key info:

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

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

8 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £61 /night

£423 - £800 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Set in a residential road and within a short walk you can be on coastal footpaths which form part of the Jurassic coast  …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

21 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £87 /night

£609 - £1645 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
An ultra-modern 4 bedroom town house, sleeping 8. Spacious accommodation finished to a high specification, newly furnished in 2013. A short walk to the shops of Fortuneswell and Chesil Beach. Off-street parking on private driveway for 3 cars.  …see more

17 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £93 /night

£650 - £1894 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

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

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

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

9 Photos

House | 2 Bedrooms | sleeps 4

Short stays welcome

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from £57 /night

£394 - £823 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Ground floor: Living/dining room  …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 0.75 km
  • Suitable 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

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

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 0.45 km
  • Suitable 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

17 Photos

House | 1 Bedroom | sleeps 4

Good 3/5 

3 Nights min stay

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from £53 /night

£371 - £827 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • 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

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 5

Min stay varies

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from £60 /night

£419 - £1059 / week

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Key info:

  • Nearest beach 2 km
  • Suitable 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

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

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