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46 Holiday homes in Weymouth

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46 Results  |  
21 Photos

Cottage | 1 Bedroom | sleeps 2

Excellent 5/5 

2 Nights min stay

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from £53 /night

£368 - £709 / week

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Key info:

  • 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

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
  • Car not necessary
  • 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

17 Photos

Cottage | 3 Bedrooms | sleeps 5

Short stays welcome

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from £38 /night

£265 - £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

Featured properties

18 Photos

Studio | sleeps 2

Very Good 4.5/5 

3 Nights min stay

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from £40 /night

£275 - £395 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.5 km
  • Not suitable for children
  • Car not necessary
  • Pets welcome
Open all year. Tranquil, warm retreat above Church Ope Cove. Self catering Studio for 2 set on the cliff path a 7 minute walk from the nearest village and major amenities. 5 minute drive from Olympic Sailing Academy. Wet room, Wifi, Woodburner, Ipod dock. Pet welcome. Suits romance and retreat, sail, walk, climb, work or study with Wifi, Pets and walkers Welcome Awards.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 5

7 Nights min stay

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from £48 /night

£335 - £695 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 5 km
  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
A charming 2 bedroom traditional Dorset cottage situated on a working dairy farm, a short walk from Chesil Beach and an easy drive from Weymouth, surrounded by stunning country side.  …see more

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

22 Photos

Manor House | 6 Bedrooms | sleeps 12

Excellent 5/5 

1 night min stay

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from £243 /night

£1700 - £3450 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 9 km
  • Swimming pool
  • Suitable for children of all ages
  • Car essential
  • May take pets – please enquire
  • 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

21 Photos

Bungalow | 3 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £50 /night

£350 - £1200 / 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
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

24 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

1 night min stay

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from £106 /night

£741 - £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

18 Photos

Townhouse | 5 Bedrooms | sleeps 8

1 night min stay

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from £79 /night

£550 - £1550 / 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
Bridge View is overall the perfect place for a Family holiday! We have got high standards ourselves and would be pleased with this choice of accommodation would we book it for our holiday! Something for everyone be it beach, sailing, fishing, shopping or relaxing. We are just finalising the living and bedrooms. Pictures to follow! Parking permits provided!  …see more

17 Photos

Cottage | 4 Bedrooms | sleeps 8

Excellent 5/5 

3 Nights min stay

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from £90 /night

£630 - £1550 / 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
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

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

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, flowerbeds and child's play equipment.  …see more

20 Photos

Farmhouse | 4 Bedrooms | sleeps 8

Very Good 4.5/5 

1 night min stay

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from £86 /night

£600 - £1050 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 6 km
  • Suitable 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 0.8 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

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

24 Photos

Cottage | 3 Bedrooms | sleeps 5

Very Good 4.5/5 

2 Nights min stay

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from £42 /night

£290 - £690 / week

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Key info:

  • Beach / lakeside relaxation
  • Nearest beach 0.2 km
  • Suitable 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

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

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £886 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Norden Cottage is a delightful 300 year old character cottage with slate roof and exposed stone work.  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 7

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
Superb coastal location.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £62 /night

£433 - £886 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Nearby the popular Brewers Quay.  …see more

13 Photos

Cottage | 2 Bedrooms | sleeps 5

3 Nights min stay

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from £46 /night

£316 - £651 / week

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Key info:

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

18 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:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Picturesque village location  …see more

20 Photos

Cottage | 4 Bedrooms | sleeps 7

3 Nights min stay

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from £92 /night

£644 - £1338 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
A beautiful traditional thatched cottage in the Dorset coastal village of Sutton Poyntz.  …see more

16 Photos

Cottage | 3 Bedrooms | sleeps 6

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 not necessary
  • Pets welcome
  • Private garden
An attractive, detached, recently built extremely spacious cottage style property.  …see more

15 Photos

Cottage | 3 Bedrooms | sleeps 5

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
Close to the Sailing Academy  …see more

14 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:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
An attractive historic building dating back to 1816 and retaining features such as chapel windows  …see more

20 Photos

Cottage | 3 Bedrooms | sleeps 7

3 Nights min stay

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from £77 /night

£534 - £1101 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • Pets welcome
  • Private garden
Amongst the trees on the edge of Ringstead Wood, which lies about half a mile from the sea  …see more

17 Photos

Cottage | 3 Bedrooms | sleeps 5

3 Nights min stay

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from £62 /night

£433 - £886 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Situated in the Dorset coastal village of Chickerell  …see more

14 Photos

Cottage | 3 Bedrooms | sleeps 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 not necessary
  • No pets allowed
  • Private garden
Peaceful village location  …see more

8 Photos

House | 3 Bedrooms | sleeps 6

Short stays welcome

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from £58 /night

£402 - £544 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
Country views/Four poster bed Situated in a semi-rural location beside a country road with extensive views across the downs towards Hardys Monument is this cosy cottage, the middle one of three  …see more

5 Photos

House | 2 Bedrooms | sleeps 4

Min stay varies throughout the year

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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

9 Photos

House | 3 Bedrooms | sleeps 7

Min stay varies throughout the year

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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 | 2 Bedrooms | sleeps 4

Short stays welcome

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from £53 /night

£369 - £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

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

10 Photos

House | 3 Bedrooms | sleeps 5

Short stays welcome

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from £58 /night

£406 - £661 / week

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Key info:

  • Suitable for children of all ages
  • Car not necessary
  • Pets welcome
  • Private garden
With a cosy open fire this cottage was once home to the famous Stone Carver Skylark Durston, his work can be seen throughout  …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

13 Photos

Cottage | 2 Bedrooms | sleeps 3

Excellent 5/5 

3 Nights min stay

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from £58 /night

£400 - £785 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
Rural Barn Conversion On a Country Lane with Rolling Countryside Views. Lulworth Cove 5 miles, Dorchester 8 miles. Dogs Not Permitted.  …see more

11 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £61 /night

£425 - £835 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
18th Century Mid Terrace Cottage In Pretty Village With a Rural Outlook. Ringstead Beach 5 miles, Weymouth 3 miles. Dog Not Permitted.  …see more

14 Photos

Cottage | 2 Bedrooms | sleeps 4

3 Nights min stay

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from £53 /night

£370 - £725 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Split Semi Detached Edwardian House Has Fantastic Sea Views from all Windows. Beach 150 Yards, Weymouth 5 miles. Dogs Not Permitted.  …see more

13 Photos

Cottage | 1 Bedroom | sleeps 2

3 Nights min stay

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from £53 /night

£365 - £610 / week

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Key info:

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

17 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £67 /night

£465 - £910 / week

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Key info:

  • Suitable for children of all ages
  • Car advised
  • No pets allowed
  • Private garden
Mid Terrace Victorian House With Sea Views. Chesil Beach 400 yards, Weymouth 5 miles. Dogs not permitted. No Smoking. Short Breaks - All Year.  …see more

12 Photos

Cottage | 2 Bedrooms | sleeps 3

Good 3/5 

3 Nights min stay

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from £59 /night

£412 - £752 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
Thatched Cob Cottage Adjoining Another Next to Fields. Coast 4 miles, Dorchester 4 miles. Dogs Not Permitted.  …see more

8 Photos

Cottage | 3 Bedrooms | sleeps 6

7 Nights min stay

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from £58 /night

£400 - £720 / 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
  • Private garden
4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation.  …see more

11 Photos

Cottage | 3 Bedrooms | sleeps 6

3 Nights min stay

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from £78 /night

£545 - £1065 / week

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Key info:

  • Beach / lakeside relaxation
  • Suitable for children of all ages
  • Car not necessary
  • No pets allowed
  • Private garden
End of terrace, stone cottage with views to fields and hills. Weymouth 3 miles. Dorchester 3 miles. Dogs not permitted. .  …see more