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214 Holiday homes in Weymouth

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214 Results  |  
10 Photos

Cottage | 2 Bedrooms | sleeps 5

Excellent 5/5 

7 Nights min stay

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from £55 /night

£382 - £840 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • No pets allowed
Hector is our family friendly self catering luxury self catering family holiday cottage, located in a private gated mews behind Brewers Quay very near to the harbour side and only a few minutes from the beach.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

Short stays welcome

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from £51 /night

£356 - £737 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
The Swallows is a 2 bedroom self catering cottage available for weekly lets or short breaks out of season. It is situated 5 miles from Weymouth just off the Fleet and Chesil beach and the Coastal Footpath literally runs past the cottage.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4.5/5 

3 Nights min stay

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from £49 /night

£340 - £689 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in a quiet location at the southern end of the island with stunning sea views just a stone's throw away from beautiful coastal walks and scenery - near Portland Bill lighthouse and the Lobster Pot restaurant.  …see more

Featured properties

9 Photos

House | 3 Bedrooms | sleeps 6

4 Nights min stay

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from £69 /night

£477 - £689 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Pebbles view cottages is the perfect holiday destination whether you just want to get away from it all exploring the Isle of Portland or beaches of Weymouth or a more active holiday with fantastic sailing,diving rock climbing cycling and walking, portland has it all.  …see more

24 Photos

Apartment | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

2 Nights min stay

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from £91 /night

£631 - £1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 km
  • Not suitable for children
  • Car not necessary
  • No pets allowed
The ideal base for exploring the Jurrasic Coast and the wonderful Dorset countryside.  …see more

24 Photos

House | 3 Bedrooms | sleeps 8

2 Nights min stay

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from £144 /night

£1007 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.1 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

21 Photos

Cottage | 2 Bedrooms | sleeps 5

Very Good 4/5 

4 Nights min stay

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from £67 /night

£467 - £785 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Seagull Cottage is a lovely holiday house ideal for sailing, beach, and outdoor activity holidays in Portland. It is located a mile from the WPNSA National Sailing Academy, the 2012 Olympic Sailing venue, and just a few minutes walk from the world famous Chesil Beach. The well-equpped cottage offers comfortable, superior two bedroom accommodation in a convenient location.  …see more

14 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

Short stays welcome

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from £41 /night

£281 - £689 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable for over 5s only
  • Car advised
  • Pets welcome
Cottage newly decorated in good order dog friendly with sea views also from south facing patio looking over Chesil beach In quiet street close to all amenities buses pubs restaurant. Lovely walks along sea front and beach ideal fishing water sports dogs and swimming. Portland was the choice for the Olympic sailing venue chosen from all the places in the UK.  …see more

16 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

1 night min stay

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from £56 /night

£387 - £691 / week

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Key info:

  • Beach / lakeside relaxation
  • Not suitable for children
  • Car essential
  • No pets allowed
  • Private garden
Luxury cottage for 2 or possible 4 (cot also available) Dorset coastline Cosy cottage Peace and quiet Open log fire Warm and cosy Romantic hideaway Honeymoon Walking Jurassic coastline Dorset coastline If you want to unwind from a stressful lifestyle, the grooms cottage is the right place for you, come & see.  …see more

24 Photos

Apartment | 1 Bedroom | sleeps 2

3 Nights min stay

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from £37 /night

£254 - £392 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 1 km
  • Suitable for children of all ages
  • Car not necessary
  • Air conditioning
  • Pets welcome
  • Private garden
Very spacious self catering “studio style” apartment close to Portland Bill & Jurassic coastal scenery. Sleeps 2+ cot. Flexible living area. Large enclosed sun-trap patio with safe parking. Very well equipped with 32” Flat screen Sat. TV & WiFi Broadband. Pets welcome. Ideal for young/mature couples. Seating for four plus. Car unnecessary, close to walks/sailing/sports  …see more

4 Photos

Apartment | 1 Bedroom | sleeps 4

2 Nights min stay

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from £66 /night

£459 - £599 / week

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Key info:

  • Beach / lakeside relaxation
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
A beautiful 1 bed luxury apartment with sea views and free parking - close to Weymouth beach and Portland Castle.  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £46 /night

£317 - £402 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
"The Nest" will offer a chilled out and relaxing place to lay your head after visiting the vibrant locations Weymouth and Portland Have to offer. *dog Friendly*  …see more

18 Photos

Cottage | 2 Bedrooms | sleeps 4

Excellent 5/5 

3 Nights min stay

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from £50 /night

£345 - £737 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 2 km
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
Connaught Lodge is privately owned and managed by the owners, cleanliness and comfort are assured. All bed linen is supplied and included in the price and beds are made up in readiness for your arrival.  …see more

24 Photos

Lodge | 2 Bedrooms | sleeps 6

4 Nights min stay

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from £95 /night

£663 - £1484 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Swimming pool
  • Suitable for children of all ages
  • No pets allowed
A luxury holiday lodge located on the 5-star Chesil Vista holiday park conveniently placed for Weymouth and Portland in Dorset with fantastic sea views over Chesil Beach. Close to coastal path and Jurassic coast. Linen provided (excl. towels). Non smoking & no pets. Families & couples only - no single sex parties.  …see more

14 Photos

Cottage | 1 Bedroom | sleeps 2

Short stays welcome

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from £45 /night

£313 - £525 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
The Willows is a comfortable self catering holiday cottage situated near Weymouth and the wonderful Jurrasic Coastline. The cottage is Gold Star rated by the English Tourist Board.  …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

10 Photos

Bungalow | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£312 - £863 / week

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Key info:

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

20 Photos

House | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £91 /night

£636 - £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

24 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

23 Photos

Cottage | 3 Bedrooms | sleeps 5

7 Nights min stay

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from £50 /night

£345 - £843 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Portland is a unique place to visit. It sits 40 feet above sea level at the highest point and made up of limestone rock. Portland is part of the Jurassic Coastline. There is so much to explore and see during your stay. Leisure facilities include Sailing, fishing, diving, windsurfing, swimming, bird watching, walking etc  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

2 Nights min stay

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from £114 /night

£794 - £1377 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 4 km
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Lovely 4 bed cottage. Peaceful, Dorset village location. Sleeps up to 8 adults. 3 toilets, 2 bathrooms. Child friendly. Beautiful surrounding countryside. Winter and summer destination. Outside dining. Off street parking. Good public transport links.  …see more

4 Photos

Apartment | 2 Bedrooms | sleeps 6

3 Nights min stay

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from £86 /night

£599 - £799 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
Lovely 2 bedroom holiday let in the sort after area of Weymouth's Old Harbour!  …see more

11 Photos

Barn | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £71 /night

£491 - £1082 / week

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Key info:

  • Nearest beach 3 km
  • Suitable for children of all ages
  • Car essential
  • Pets welcome
  • Private garden
Cosy, characterful barn conversion with spectacular views and easy access to the southwest coast path.  …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

23 Photos

Lodge | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £100 /night

£700 - £1549 / week

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Key info:

  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • No pets allowed
The brand new Keepers Lodge is extremely spacious with vaulted ceilings, ensuite shower to main bedroom, free standing roll top bath & separate shower cubicle to bathroom,& fully fitted kitchen. Optimist smoke effect log stove in a real flagstone hearth. PURE LUXURY. Stunning views over the lake from a beautifully furnished deck area The only lodge of its type at Warmwell.  …see more

18 Photos

House | 4 Bedrooms | sleeps 10

2 Nights min stay

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from £100 /night

£699 - £1199 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • No pets allowed
  • Private garden
A large 4 bedroom period property overlooking Weymouth's famous 'Old Harbour' A short walk to to Weymouth's sandy beach, shopping and Condor Ferries.  …see more

8 Photos

House | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £88 /night

£610 / week

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Key info:

  • Suitable for children of all ages
  • May take pets – please enquire
  • Private garden
Cottage, within walking distance of Chisel beach.  …see more

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£312 - £863 / week

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Key info:

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

10 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £45 /night

£312 - £863 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable 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

16 Photos

Cottage | 3 Bedrooms | sleeps 6

Very Good 4.5/5 

1 night min stay

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from £68 /night

£475 - £950 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.3 km
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Moonfleet is an end coastguard cottage in Dorset available for holiday lets. Set in the countryside near to the coast, it has panoramic sea views (over 100 miles of coastline) from the main rooms and front bedrooms looking out to the Fleet Lagoon and Chesil beach. The large south facing front garden has lawn areas, patio, terraces, child's play equipment, and sea views!  …see more

9 Photos

Townhouse | 7 Bedrooms | sleeps 26

Excellent 5/5 

1 night min stay

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from £394 /night

£2752 - £3832 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.05 km
  • Suitable for children of all ages
  • Pets welcome
  • Private garden
Two minutes walk to the beautiful sandy beach, and to the old harbour. Seven bedrooms, five bathrooms Large dining table to accommodate all guests together Beautiful three story townhouse ideally situated Ten minutes walk from mainline railway station ideal for a beach holiday, or as a base to explore the numerous attractions locally.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £82 /night

£573 - £1195 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Modern high quality spacious new build property.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£378 - £780 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Popular The Maltings location.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £48 /night

£335 - £688 / week

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Key info:

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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £62 /night

£433 - £886 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
A very stylish and spacious two bedroom apartment located in the Admiral's Quarter, a brand new development of contemporary properties.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£378 - £780 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located in the popular The Maltings residence.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £82 /night

£573 - £1506 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Spacious property with sea views.  …see more

24 Photos

Cottage | 5 Bedrooms | sleeps 10

Very Good 4/5 

3 Nights min stay

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from £190 /night

£1326 - £2993 / week

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Key info:

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

24 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £54 /night

£378 - £780 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A traditional Portland stone property  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£534 - £1101 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
A newly built high specification detached property located in the coastal village of Sutton Poyntz  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £61 /night

£422 - £866 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Popular The Maltings location  …see more

24 Photos

Cottage | 1 Bedroom | sleeps 4

3 Nights min stay

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from £39 /night

£270 - £552 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Easy walking distance to harbour and Brewers Quay.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £92 /night

£644 - £1338 / week

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Key info:

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

24 Photos

Cottage | 4 Bedrooms | sleeps 6

3 Nights min stay

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from £66 /night

£460 - £944 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Close to the popular Brewers Quay and old harbour.  …see more

24 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £74 /night

£517 - £1055 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Prime harbourside location with panoramic harbour views.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £70 /night

£487 - £999 / week

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Key info:

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

24 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £54 /night

£378 - £780 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located in the ever popular 'Maltings' development, favoured due to its quiet and exclusive residential surroundings.  …see more

24 Photos

Cottage | 4 Bedrooms | sleeps 8

3 Nights min stay

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from £82 /night

£573 - £1195 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Spacious detached property located in quiet cul de sac location in Preston, Weymouth.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 4

Very Good 4/5 

3 Nights min stay

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from £54 /night

£378 - £780 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Located on the ever popular but quiet Maltings development on the site of the old Devenish brewery.  …see more

24 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £77 /night

£534 - £1101 / week

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Key info:

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