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Self Catering Holiday Cottages in Dorchester

With a wonderful mix of historic sites and modern attractions, Dorchester is one of the largest towns in Dorset. Found on the banks of the River Frome, the town is famous for being the birthplace of the influential author and poet Thomas Hardy, as well as being the location of the Prince of Wales’ urban extension project Poundbury, which is now close to completion. Dorchester is overflowing with things to do, from the range of museums to the streets of shops and restaurants and nearby countryside full of outdoor activities.

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50.647370, -2.365517

Accessed via the rockery and a few steps, Poacher's Cottage is a great choice with families and couples and has its own private sun terrace for relaxing during the warmer months. Ideally positioned just a mile from the gorgeous shingle beach at Ringstead Bay, there are a wealth of attractions for day trips out (Weymouth, Poole and Bournemouth are just a few of the highlights within easy driving distance), and superb walking with the South West Coastal Path easily accessible (a 7-mile walk takes you to Lulworth Cove via Durdle Door). A great base for a seaside break or as a base for enjoying all that Dorset has to offer. Tourist board rating: 4 Star Gold

Weekly guide price:
£575 to £885
Short breaks from £83 per night

4  |   2  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Monday | 4 Star Gold

50.647370, -2.365517

Sitting on Dorset's World famous Jurassic Coastline, Gamekeeper's Cottage is an excellent choice for couples wanting to explore the many attractions of this beautiful part of the South West. With superb walking (including a 7 mile each way walk to Lulworth Cove via Durdle Door), an abundance of attractions close by (Weymouth, Bournemouth and Poole to name just a few) and a lovely beach to walk to for relaxing, Gamekeeper's Cottage is perfect for a break away or holiday at any time of the year. Tourist board rating: 4 Star Gold

Weekly guide price:
£530 to £725
Short breaks from £76 per night

2  |   1  |   No  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Monday | 4 Star Gold

50.647370, -2.365517

Foxes Cottage ticks all the boxes for a holiday in Dorset, whether you simply want to relax on a beach, discover the many attractions of the area including its stunning Jurassic Coastline, or lace up your walking boots and explore the South West Coastal Footpath. Just a mile from Ringstead Bay beach, this well presented self-catering retreat is a popular choice with couples. Tourist board rating: 4 Star Gold

Weekly guide price:
£530 to £725
Short breaks from £76 per night

2  |   1  |   No  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday | 4 Star Gold

50.647370, -2.365517

The Hyde is a very popular choice at Upton Grange which provides a warm welcome to couples, friends and families and sits in an enviable position within a mile walk of the lovely beach at Ringstead Bay on the World Heritage Jurassic Coastline in Dorset. Whether you want to relax by the sea or enjoy Dorset's many attractions, with Weymouth, Poole, Bournemouth, Lulworth Cove and Durdle Door close by, you will be hard pushed to find a more idyllic and convenient location for your holiday. Tourist board rating: 5 Star

Weekly guide price:
£900 to £1700
Short breaks from £129 per night

2-6  |   3  |   No  |   Yes  |   Yes

Min nights: 4 (off peak) | 7 (peak)

Preferred arrival day: Flexible | 5 Star

50.647370, -2.365517

With a fabulous four-poster double, Owls Roost is a popular choice with couples looking for a luxurious retreat. Perfectly placed just a mile from Ringstead Bay beach on Dorset's world famous Jurassic coastline, guests can enjoy plenty of sea air, attractions including Durdle Door, Lulworth Cove, Poole and Weymouth, as well as miles of coastal footpath to explore. Tourist board rating: 5 Star

Weekly guide price:
£700 to £1130
Short breaks from £100 per night

2  |   1  |   No  |   No  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday | 5 Star

50.776887, -2.281483

Whether you're travelling with your kids, extended family or a group of friends, everyone will love Gould's Farmhouse. Four large bedrooms, three bathrooms and three sitting rooms, together with a spacious country kitchen and fantastic garden mean you can enjoy being together while still having your own space. It's on a quiet lane in Milborne St Andrew, within walking distance of a great pub (The Royal Oak), the village shop and a kids playground, and close to the vibrant market towns of Dorchester and Blandford. The Jurassic Coast, Weymouth and Poole are all a short drive away, and there are beautiful National Trust properties like Hardy's Cottage to enjoy. Footpaths, including the South West Coast Path, bridle ways and cycle paths are plentiful so you can be as active as you like, or simply recline on a lounger in the garden with a good book and enjoy not having to please anyone but yourself.

Weekly guide price:
£1300 to £2100

8  |   4  |   Enquire  |   Yes  |   Yes

Min nights: Enquire

Preferred arrival day: Saturday

50.647370, -2.365517

With a ground floor en-suite bedroom and nursery with cot on the first floor, Pheasants Cottage is a perfect choice for families. Sleeping six guests in comfort and style, this beautifully presented flexible cottage sits in a superb position just a mile from Ringstead beach on Dorset's stunning World Heritage Jurassic Coast. Fabulous walking with the South West Coastal Path easily accessible, an abundance of attractions close by including Lulworth, Durdle Door, Weymouth and Poole, and a beach for lazy days. All the right ingredients for a seaside holiday. Tourist board rating: 4 Star Gold

Weekly guide price:
£800 to £1525
Short breaks from £115 per night

6  |   3  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday | 4 Star Gold

50.660329, -2.112144

The perfect retreat just for two within easy reach of Lulworth Cove and Durdle Door on Dorset's World Heritage Jurassic Coastline. Right in the heart of Purbeck, this stylish holiday home provides all the right ingredients for a relaxing break and a great self-catering base for exploring the areas many attractions.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£520 to £1050
Short breaks from £75 per night

2  |   1  |   2  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.660329, -2.112144

With world class attractions like Lulworth Cove and Durdle Door just a few miles away and incredible walking on the doorstep, this stylish contemporary holiday apartment just for two provides a superb base for relaxing and exploring. Located on the Isle of Purbeck, the Jurassic Coast, Poole and Wareham are all within easy reach.  The RSPB Nature Reserve at Arne, from where the BBC Springwatch is broadcast, is very close by.

Weekly guide price:
£450 to £795
Short breaks from £65 per night

2  |   1  |   1  |   Enquire  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday

50.863225, -2.499922

With just the birds and wildlife as your neighbours, The Trout Barn offers a peaceful and secluded getaway in the village of Hermitage on the edge of the Dorset Area of Outstanding Natural Beauty. With two trout and one carp fishing lakes, walks from the front door and a number of attractions nearby, there is plenty to keep all ages entertained. Sleeping eight guests in three bedrooms, with accommodation all on one level, The Trout Barn is the perfect self-catering holiday accommodation for families, friends and couples looking for a slice of beautiful rural Dorset.  

Weekly guide price:
£850 to £1250
Short breaks from £200 per night

4-8  |   3  |   2  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (peak)

Preferred arrival day: Flexible

50.649020, -2.297235

This popular cottage is on a quiet road in the peaceful hamlet of Chaldon Herring, within walking distance of the village pub and the coastal footpath that leads to Durdle Door and Lulworth Cove, part of the Jurassic coast. Dorchester, Weymouth and Moreton area are all within a short drive, as are favourite Dorset attractions such as the Bovington Tank Museum and Monkey World. The Jurassic Coast makes an excellent holiday destination at any time of the year and this comfortable cottage, which sleeps up to six people in three bedrooms, is the perfect base for couples, families and friends from which to explore it.

Weekly guide price:
£615 to £1500

6  |   3  |   2  |   Yes  |   Yes

Min nights: 3 (off peak) | 5 (peak)

Preferred arrival day: Saturday

50.802068, -2.396024

The whole family will love Groom Cottage. Sleeping six people in three rooms, the single storey stone cottage is one of several superb holiday properties on Doles Ash Farm which can be hired individually or depending on availability, hired together to accommodate larger groups. Doles Ash Farm is surrounded by private gardens and fields in the Piddle Valley Area of Outstanding Natural Beauty close to Dorchester, Weymouth, Bridport and the World Heritage Jurassic Coastline. Closer to home, there are miles of walks that lead from the property, although with facilities like an indoor swimming pool, games room, outdoor children's play area and animals to pet, you could quite easily spend a happy holiday without going much further than the front door.

Weekly guide price:
£750 to £2000

6  |   3  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 3 (peak)

Preferred arrival day: Friday

50.649020, -2.297235

Set back from a quiet country lane in the peaceful village of Chaldon Herring, and only a few minutes walk from the popular Sailor's Return pub, Rex Officio is a charming holiday home designed with couples in mind. Previously a store building, it has been transformed into a romantic retreat with a very comfortable open-plan living area and kitchen downstairs, and a spacious bedroom with ensuite upstairs. All of Dorset's favourite attractions are on your doorstep. You can easily reach Durdle Door, Lulworth Cove and the Jurassic Coast footpath, as well as drive to charming towns and villages including Dorchester, Moreton and Weymouth.  Bovington Tank Museum and Monkey World are also nearby, as are many walking and cycling trails to suit all abilities.

Weekly guide price:
£425 to £725
Short breaks from £125 per night

2  |   1  |   1  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Saturday

50.649020, -2.297235

Picture postcard pretty, Damers is a traditional thatched holiday cottage in the peaceful Dorset village of Chaldon Herring, just inland of the stunning Jurassic Coast. Perfect for a family holiday, this welcoming holiday retreat sleeps up to five guests in three bedrooms and unlike most Dorset cottages is spacious, has a safe staircase for children and older visitors and two bathrooms, though you still have to watch your head in some places. It also has the advantage of off-street parking.  As well as a large garden, there is a playing field opposite the cottage and a country pub a short stroll away with outside seating.  Durdle Door and Lulworth Cove are within easy reach without having to suffer the crowds whilst the many attractions of Dorset, Dorchester's dinosaur museums, Moreton church, Weymouth sands, The Bovington Tank Museum and Monkey World are all within easy reach.

Weekly guide price:
£669 to £1500

5  |   3  |   No  |   Yes  |   Yes

Min nights: 3 (off peak) | 7 (peak)

Preferred arrival day: Friday