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165 Results  |  
24 Photos

Cottage | 3 Bedrooms | sleeps 5

Good 3/5 

3 Nights min stay

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from £48 /night

£335 - £646 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Nearby National Sailing Academy.  …see more

24 Photos

Cottage | 5 Bedrooms | sleeps 10

Good 3/5 

3 Nights min stay

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from £190 /night

£1326 - £2964 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Private enclosed swimming pool  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £92 /night

£644 - £1257 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Picturesque village location.  …see more

Featured properties

12 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £42 /night

£291 - £646 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Quiet and peaceful edge of village location  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

3 Nights min stay

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from £117 /night

£818 - £1584 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car advised
  • No pets allowed
  • Private garden
Overlooks a wonderful expanse of Chesil Beach out to Lyme Bay  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £74 /night

£517 - £996 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Walk out of your front door and within a handful of steps you could be sat on the harbour wall taking in the ever changing harbour scene  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

rentals_reviews_rating_2 

3 Nights min stay

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from £54 /night

£378 - £732 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • Pets welcome
Close to the Sailing Academy  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £77 /night

£534 - £1025 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Panoramic sea views  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£378 - £732 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Popular location in Kellaway Court, Brewers Quay.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £70 /night

£487 - £938 / week

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Key info:

  • Great for children of all ages
  • Car advised
  • No pets allowed
Harbourside location and panoramic view  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £92 /night

£644 - £1257 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
Spacious semi-detached Edwardian house.  …see more

11 Photos

Apartment | 1 Bedroom | sleeps 4

3 Nights min stay

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from £33 /night

£230 - £475 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • No pets allowed
Ground floor apartment 300 yards from the promenade and main beach. Ideally situated within a few minutes to shops, amenities, bus and rail links. Very convenient for those guests arriving by public transport. Attractions and leisure facilities. Cosy, open plan living.  …see more

10 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£312 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
Cozy, perfectly located and well equipped on a peaceful horse stud farm, within 30 acre horse-grazing grounds with great access to footpaths. Just 3 miles from groceries, the seaside and harbour of Weymouth. Cats,dogs, donkeys, chickens, ponies and horses are on site. We offer three cottages on site, Kimberwick, Snaffles and Pelham.  …see more

24 Photos

House | 3 Bedrooms | sleeps 8

rentals_reviews_rating_2 

2 Nights min stay

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from £144 /night

£1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
The ideal location for the complete family holiday also great for long weekends. As the house is not double glazed, and in the centre of a very busy little town, it can get noisy  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £50 /night

£350 - £895 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 12 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Fishermans Cottage is a charming detached 18th century cottage on the edge of Southwell, with excellent sea views. Ideal for Sailing academy, bird watching or just a quiet getaway. The ideal location for the 2012 Olympic Sailing whether supporting, taking part or just for the atmosphere.  …see more

19 Photos

Lodge | 3 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £70 /night

£489 - £1399 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Kingfisher Haven is a stunning privately owned log cabin style lodge in the popular Warmwell Leisure Park sleeping 6 guests in three bedrooms. The lodge is situated in a private road accessed by a barrier, and has beautiful views. ..  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£312 - £645 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
Cozy, perfectly located and well equipped on a peaceful horse stud farm, within 30 acre horse-grazing grounds with great access to footpaths. Just 3 miles from groceries, the seaside and harbour of Weymouth. Cats,dogs, donkeys, chickens, ponies and horses are on site. We offer three cottages on site, Kimberwick, Snaffles and Pelham.  …see more

23 Photos

Apartment | 2 Bedrooms | sleeps 8

Very Good 4.5/5 

7 Nights min stay

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from £50 /night

£350 - £650 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Modern, bright and airy town-centre 4th floor flat on town centre street. Hall, two double bedrooms, large lounge/diner, well equipped kitchen, bathroom with bath/shower. Sleeps 6+. Beach, harbour,and rail/coach station all within half a mile walking distance. WiFi Professionally cleaned between lettings.  …see more

20 Photos

House | 3 Bedrooms | sleeps 6

Excellent 5/5 

7 Nights min stay

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from £61 /night

£425 - £800 / week

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Key info:

  • Nearest beach 0 km
  • Great 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

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 km
  • Great 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

24 Photos

House | 3 Bedrooms | sleeps 5

Excellent 5/5 

2 Nights min stay

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from £88 /night

£610 - £1080 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great 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

14 Photos

Cottage | 4 Bedrooms | sleeps 10

Good 3/5 

7 Nights min stay

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from £99 /night

£689 - £1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Delightful traditional detached house situated in Weymouth on the Jurrasic Coast  …see more

23 Photos

Manor House | 6 Bedrooms | sleeps 12

Excellent 5/5 

3 Nights min stay

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from £272 /night

£1900 - £3600 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
  • Great for children of all ages
  • Car essential
  • Some pets are welcome - please contact the owner
  • Private garden
Luxury Manor House set in a beautiful location yet close all the main attractions and beaches in West Dorset. Accommodates up to 12 quests in style with its own 12 meter heated pool, fitness room, 6 acres of grounds set in a quiet valley close to a coastal village.  …see more

17 Photos

House | 2 Bedrooms | sleeps 6

Excellent 5/5 

2 Nights min stay

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from £43 /night

£300 - £600 / week

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Key info:

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

16 Photos

House | 3 Bedrooms | sleeps 8

Excellent 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
  • Great 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
  • Great for children of all ages
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • 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

23 Photos

Cottage | 3 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £45 /night

£310 - £720 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
A character terraced cottage, on a quiet street in the village of Fortuneswell on the Isle of Portland, only a few minutes walk from the famous Chesil Beach, 5 minutes drive from the National Sailing Academy and easy walk ing distance to the Olympic Sailing Village. Excellent restaurants and pubs within walking distance of the cottage. Free Wi-Fi.  …see more

15 Photos

Barn | 3 Bedrooms | sleeps 6

Short stays welcome

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from £100 /night

£700 - £1622 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 3 km
  • Great for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
There are superb views across open countryside to the ocean beyond. Abbotsbury winds along a spectacular part of the World Heritage Jurassic Coast, with two pubs, an excellent butcher, art galleries and tearooms, a swannery, children's farm and sub tropical gardens. Nearby Weymouth and Lyme Regis provide gentle bathing waters and traditional seaside entertainment.  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

3 Nights min stay

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from £47 /night

£325 - £795 / 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
  • Private garden
Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. Now has WiFi.  …see more

20 Photos

Lodge | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £56 /night

£389 - £1169 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
Kingfisher Retreat is situated in a beautiful wooded park and is the ideal place for a family holiday, or relaxing with friends. Ideally situated for easy access to many beautiful areas of coastline, towns and local attractions.  …see more

17 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £1590 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Jasmine Cottage, is Listed Grade II, has a thatched roof and has under gone extensive renovations in 2010 is now sporting 4 bedrooms, 3 bathrooms, new kitchen dining room with French doors opening into a classic English country cottage garden. Fully Restored in 2010, with thatched roof, local quarried stone walls, set in a tranquil village  …see more

21 Photos

Bungalow | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £1000 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Spacious 3-bedroom Dorset holiday home with great sea and hill views, just 300 metres from the beach and good family pub. Full Kitchen, large lounge with snooker table, good sized private garden with parking, and access onto coast path. Ideal for families and walkers. Located in the Jurassic Coast World Heritage Site with views of Weymouth Bay  …see more

11 Photos

Apartment | 2 Bedrooms | sleeps 6

Short stays welcome

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from £43 /night

£300 - £400 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Newly, refurbished ground floor apartment with all modern facilities and private parking, near town and beach. Finished to a high decorative order. Catering for couples and young families. Bright and spacious, large double bedrooms with en-suites in each.  …see more

13 Photos

Apartment | 2 Bedrooms | sleeps 6

Excellent 5/5 

Short stays welcome

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from £35 /night

£240 - £555 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
Spacious modern light two bedroom penthouse with lift. Sleeps 6. Short walk to beach (400m). Private parking. Large living room with 42" flat screen TV/DVD and pool table. Washing machine, tumble dryer, dishwasher. TV/DVD in bedroom. Ideal for families with children. Last minute weekend and short break bookings welcome (subject to availability).  …see more

20 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4.5/5 

2 Nights min stay

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from £46 /night

£320 - £625 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A beautiful two bedroom cottage in Upwey, Weymouth. Ideal for family or quiet holidays. Beach and country walks near by. With 40ft garden, parking for two cars and stunning rural views down the valley. Shop 50 yards, pub ¼ mile. No smokers please. Pets welcome. The area is one of the sunniest places in Britain.  …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
  • 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

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

2 Nights min stay

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from £93 /night

£650 - £800 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Escape to the country in this beautiful 4 bed Farmhouse with stunning views over Weymouth bay. Ideal for a relaxing in the countryside, but close enough access the town. A roaring fire, BBQ with panoramic views, or 3 good pubs within 1 mile, there's plenty on offer.  …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 km
  • Great 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

18 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £100 /night

£700 - £1350 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Suitable for children over
  • Car not necessary
  • Some pets are welcome - please contact the owner
  • Private garden
Beautifully renovated family house situated down a quiet lane, minutes from a picturesque cove and lovely cliff top walks.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 8

3 Nights min stay

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from £69 /night

£477 - £912 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Some pets are welcome - please contact the owner
  • Private garden
The perfect base for a beach side holiday. We are close to the National Sailing Academy and a short walk to the Castletown diving centre. The Cove House Inn is a 300 yard walk along the beach and has a lovely atmosphere and good food.  …see more

21 Photos

Townhouse | 2 Bedrooms | sleeps 4

Excellent 5/5 

1 night min stay

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from £65 /night

£450 - £900 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0 km
  • Great for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Modern, well equipped with great views just 100m from the beach with a traffic-free walk to Weymouth's harbour, shops and restaurants. Parking, balcony and garden. Great for families and for exploring the Dorset countryside and Jurassic coast.  …see more

16 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £79 /night

£550 - £1100 / week

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Key info:

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

19 Photos

House | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

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 km
  • Great 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

20 Photos

Log cabin | 2 Bedrooms | sleeps 6

Excellent 5/5 

3 Nights min stay

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from £34 /night

£236 - £1155 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Great for children of all ages
  • Car advised
  • Some pets are welcome - please contact the owner
  • Private garden
Pine Lodge is one the largest on the resort, with massive 120sq feet of external decking situated at the end of a private cul de sac in a quite secluded location , within Warmwell Leisure Resort, offering contemporary living in a peaceful setting close to Dorset's coast Pine Lodge, is set up for to provide a happy family & pet holiday with comfortable indoor and outdoor living  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

Short stays welcome

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from £65 /night

£449 - £638 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
 …see more

23 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £37 /night

£258 - £431 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
in Langton Herring, 200 yards from the pub, a neat semi-detached cottage, the ground floor of which has been made self-contained for your use  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 8

3 Nights min stay

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from £127 /night

£886 - £1786 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Great for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Ssituated along a country lane on the edge of the picturesque village of Upwey, Cobblestone House has been skilfully refurbished to offer highly desirable, family accommodation.  …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

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

17 Photos

House | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £53 /night

£371 - £1095 / week

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Key info:

  • Beach / lakeside relaxation
  • Great for children of all ages
  • Car advised
  • No pets allowed
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