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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

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:
£735 to £1180
Short breaks from £147 per night

2  |   1  |   No  |   No  |   Yes

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

Preferred arrival day: Flexible | 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. Ideal for those with limited mobility as there is a lift to the upstairs.

Weekly guide price:
£1200 to £1950
Short breaks from £267 per night

8  |   4  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

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

50.660329, -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  |   1  |   Enquire  |   Yes

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

Preferred arrival day: Friday

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:
£555 to £750
Short breaks from £111 per night

2  |   1  |   No  |   Enquire  |   Yes

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

Preferred arrival day: Flexible | 4 Star Gold

50.863225, -2.499922

*************SPRING OFFER************ ******FOR THE MONTH OF MARCH 2026, WE ARE ABLE TO OFFER 50% DISCOUNT ON ALL WEEKLY BOOKINGS****** With just the birds and wildlife as your neighbours, the Trout Barn offers a peaceful and secluded getaway in the rural village of Hermitage on the edge of a Dorset Area of Outstanding Natural Beauty. With two trout and one carp fishing lakes, beautiful countryside walks from the front door and a number of attractions nearby, there is plenty to keep all ages entertained. The modern built accommodation can comfortably sleep eight guests in 3 bedrooms, all with en-suite facilities. The very spacious accommodation is on one level, making it easy access for all ages. The Trout Barn is the perfect self-catering holiday accommodation for families, friends and couples looking for a slice of beautiful rural Dorset, that'll not disappoint. We offer pet friendly accommodation, with a secure garden for your 4 legged friends. Come and enjoy a rural countryside break that so many others have enjoyed.

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:
£960 to £1750
Short breaks from £175 per night

6  |   3  |   2  |   Yes  |   Yes

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

Preferred arrival day: Saturday

50.649020, -2.297235

Set back from a quiet country lane in the peaceful unspoilt village of Chaldon Herring, Rex Officio is a charming holiday home perfect for couples with or without their "best friend".  The kitchen and open-plan living area downstairs is a home from home and has a good range of games and TV channels to occupy the evenings when the pub up the road is closed.  Upstairs it has a really comfy bed with a view of the sky and stars above, lashings of hot water in the ensuite shower.  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:
£525 to £900

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:
£980 to £1750

5  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Friday

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:
£555 to £750
Short breaks from £111 per night

2  |   1  |   No  |   Enquire  |   Yes

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

Preferred arrival day: Flexible | 4 Star Gold

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:
£840 to £1595
Short breaks from £168 per night

6  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible | 4 Star Gold

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:
£600 to £925
Short breaks from £120 per night

4  |   2  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible | 4 Star Gold

50.867203, -2.605762

"The Pebble" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Yetminister village was built almost entirely of honey coloured limestone. This comes partly from the age of its houses, many of which date back to the 17th century but also from its lack of major through traffic. Yetminster Fair has a claim to...

Prices from £137 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.774797, -2.597362

"The Neap, Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. The Neap is a charming semi-detached converted barn and comfortable holiday retreat, ideal for a relaxing couples break or a solo stay; situated off the beaten track in the peaceful village of Toller Fratrum.Sitting in the Toller Valley...

Prices from £208 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.779225, -2.568903

"31 Bull Lane" is a 3 bed holiday Cottage sleeping up to 4 guests in Dorset. Maiden Newton is a town-sized village in the county of Dorset and surrounded by an Area of Outstanding Natural Beauty. Within the village you'll find shops, a pub and a restaurant. Maiden Newton is also home to the Church of St. Mary, which is...

Prices from £370 per night

4  |   3  |   Yes  |   Yes  |   Yes


50.862100, -2.641500

"2 Bed Cottage in Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 2 bedrooms - 1 king-size and 1 double - 1 bathroom with shower over bath and WC - Kitchen - electric oven and hob, microwave, dishwasher,...

Prices from £293 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.794377, -2.581204

"Church Cottage, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Church Cottage is an attractive, thatched cottage nestling proudly next to the church in this friendly and popular Dorset village with shop and pub. The cottage was constructed in 2013, and has been carefully and beautifully furnished with each...

Prices from £349 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.713069, -2.433220

"Southgate Coach House, Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Southgate Coach House is a perfect couples' retreat, ideally situated just a short walk away from the centre of Dorchester, the country town of Dorset. The property has been refurbished throughout and is attractively furnished and well-equipped...

Prices from £241 per night

2  |   1  |   No  |   Yes  |   Yes


50.760900, -2.515300

"3 Bed Cottage in Dorchester" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Additional information and rulesNo dogs allowed - 3 bedrooms - 3 super-king-zip-and-links (which can be made into twins on request at the point of booking) - 3 bathrooms - 1 en-suite bathroom with shower, separate bath and WC; 1...

Prices from £993 per night

6  |   3  |   No  |   Yes  |   Yes


50.818074, -2.577080

"Stable Cottage , Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Stable Cottage is a stylish couples retreat that has everything you will need for a relaxing and special break. With comfortable and well-appointed accommodation and wonderful countryside views all around, this pretty cottage is the perfect...

Prices from £208 per night

2  |   1  |   No  |   Yes  |   Yes


50.711532, -2.426868

"Amber House" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. A trip to Dorset is not complete without visiting the market town of Dorchester, with its Roman roads, museums and a wide selection of pubs and restaurants. Enjoy a scenic walk around Maiden Castle, the largest hillfort in England, or visit the...

Prices from £151 per night

2  |   1  |   No  |   Yes  |   Yes


50.730150, -2.390000

"Bramble Bank, Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Bramble Bank sits in Higher Bockhampton, a hamlet on the edge of Puddletown Heath, 350m from the cottage where famous poet and author Thomas Hardy was born in 1840. This cosy retreat for two is ideal for walking in Thorncombe Woods or walking...

Prices from £196 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.811956, -2.477098

"Beauvoir Court Stables, Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Beauvoir Court Stables stands within the grounds of Beauvoir Court, a historic mediaeval barn conversion, once part of the ancient Cerne Abbey. With all of the accommodation on the ground floor, there is a well-appointed and light filled...

Prices from £282 per night

2  |   1  |   No  |   Yes  |   Yes


50.688590, -2.337800

"Deluxe 2, Slps 4, parking, ensuite, decking, LV" is a 2 bed holiday Lodge sleeping up to 4 guests in Dorset. Our largest range of lodge. With an expansive open plan living space, it’s perfect for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh...

Prices from £309 per night

4  |   2  |   No  |   Yes  |   No


50.688590, -2.337800

"Superior 1, Slps 4, decking" is a 1 bed holiday Lodge sleeping up to 4 guests in Dorset. Stay in style with our lodge range. Features a generously sized living area for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh towels...

Prices from £363 per night

4  |   1  |   No  |   Yes  |   No


50.777439, -2.573625

"Riverside 67 Dorchester Road" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. The charming village of Maiden Newton sits in the heart of Dorset Area of Outstanding Natural Beauty, boasting a range of shops, a local pub and restaurant, and the historic Church of St. Mary. The South Dorset Heritage Coast rests nearby with...

Prices from £475 per night

6  |   3  |   Yes  |   Yes  |   Yes


50.688590, -2.337800

"Superior 3, Slps 6, parking, decking" is a 3 bed holiday Lodge sleeping up to 6 guests in Dorset. Stay in style with our lodge range. Features a generously sized living area for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh towels...

Prices from £245 per night

6  |   3  |   No  |   Yes  |   No


50.688590, -2.337800

"Deluxe 3, Slps 6, parking, ensuite, decking" is a 3 bed holiday Lodge sleeping up to 6 guests in Dorset. Our largest range of lodge. With an expansive open plan living space, it’s perfect for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh...

Prices from £282 per night

6  |   3  |   No  |   Yes  |   No


50.688590, -2.337800

"Superior 3, Slps 6, parking, ensuite, decking" is a 3 bed holiday Lodge sleeping up to 6 guests in Dorset. Stay in style with our lodge range. Features a generously sized living area for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh towels...

Prices from £286 per night

6  |   3  |   No  |   Yes  |   No


50.690820, -2.348958

"Agua de Plata, 16 Wakeling Island, Silverlake" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Once a major RAF airfield, serving an important role in World War II as a fighter base protecting coastal areas, the village of Crossways has been built on historic ground and settled in the south of Dorset, just a stone's throw from the shores...

Prices from £346 per night

8  |   4  |   No  |   Yes  |   Yes


50.657591, -2.277214

"1 Bed Cottage in Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 bedroom: 5Ft King Size - 1 bathroom: walk-in shower, WC - Private accommodation within owner’s grounds - 40" Smart TV...

Prices from £334 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.689696, -2.337593

"Silverlake - Nirvana" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. Nirvana invites you to experience the serene charm of Silverlake Resort, nestled amidst Dorset’s picturesque landscapes. Embrace tranquility and outdoor adventure as you explore waterways, cycle paths, and the rolling countryside. Whether...

Prices from £904 per night

6  |   3  |   No  |   Yes  |   Yes


50.688590, -2.337800

"Superior 3, Slps 8, parking, decking" is a 3 bed holiday Lodge sleeping up to 8 guests in Dorset. Stay in style with our lodge range. Features a generously sized living area for a relaxing holiday. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on arrival. Plus, fresh towels...

Prices from £248 per night

8  |   3  |   No  |   Yes  |   No


50.677877, -2.663256

"4 Bed Cottage in Dorchester" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 4 bedrooms, all with TVs – 1 twin, 1 double, 1 double with 5’ bed, 1 double with 5’ zip-and-link bed - 4 bathrooms – 1 bathroom with shower...

Prices from £884 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.713184, -2.541504

"Churchview House" is a 9 bed holiday Cottage sleeping up to 17 guests in Dorset. Located close to the beautiful, county town of Dorchester, Churchview House offers excellent accommodation for a large gathering of family or friends.. Ground Floor: Living room: 40" Freeview TV, DVD Player,...

Prices from £958 per night

17  |   9  |   Yes  |   Yes  |   Yes


50.707865, -2.615312

"Middle Farm Annex" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Litton Cheney is a small village located within the county of Dorset in South West England, where you will find a church, a pub and a community hall. From here you can explore the Abbotsbury Subtropical Gardens, a 18th-century garden, the...

Prices from £403 per night

4  |   2  |   No  |   Yes  |   Yes