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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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50.776887, -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

50.649020, -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

50.660329, -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

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

50.863225, -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

50.647370, -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

50.649020, -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

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

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

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

50.647370, -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

50.748862, -2.344851

"Miller's Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. The friendly village of Puddletown is found beside the quaintly-named River Piddle, 4 miles east of the county town of Dorchester. Famously named Weatherbury by Thomas Hardy in his novels Far From The Madding Crowd, and Under The Greenwood...

Prices from £122 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.642216, -2.373217

"Apple Tree Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. The beautiful beach resort of Weymouth is only one mile away from Preston, a little seaside community with a variety of shops and great pubs. Weymouth has something for everyone thanks to its beautiful, golden beaches, first-rate watersports...

Prices from £153 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.849703, -2.637752

"The Old School Room" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. East Chelborough is a pretty hamlet on the Dorset/Somerset border, deep in the Dorset countryside. The hamlet is in an area known for its pretty villages, and has plenty in the surrounding area to keep holidaymakers busy. Visit Sutton Bingham...

Prices from £99 per night

2  |   1  |   No  |   Yes  |   Yes


50.691545, -2.346288

"Swan Cottage (2), Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Charming Swan Cottage is the perfect retreat for a romantic getaway, relaxing break, or an activity holiday for couples. The property is accessed under the crescent archway to the front door and entrance lobby and the attractive south-facing...

Prices from £219 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.805826, -2.603502

"Lookout, Dorchester" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. The barn has been transformed into a stylish holiday home, designed as a peaceful retreat for families including guests with disabilities. In total there are five cottages surrounding a pretty shared courtyard garden, which has been...

Prices from £391 per night

6  |   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 £228 per night

4  |   2  |   Yes  |   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


50.750267, -2.535875

"Dorset Alpaca Shepherds Hut , Dorchester" is a 1 bed holiday Lodge sleeping up to 2 guests in Dorset. This bespoke and attractive shepherds hut is filled with plenty of rural charm, with a beautifully styled interior, and nestled on the side of the stunning Frampton parkland. The accommodation has a unique amount of space compared to most...

Prices from £187 per night

2  |   1  |   No  |   Yes  |   Yes


50.809945, -2.481510

"Blueberry Cottage" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset. The charming village of Cerne Abbas is settled in Dorset, voted Britain's most desirable village due to its scenic nature. The village homes the remains of Benedictine Abbey, dating back to the Medieval times, and the renowned sculpture of...

Prices from £196 per night

5  |   3  |   No  |   Yes  |   Yes


50.632068, -2.352595

"The Orchard" is a 2 bed holiday Lodge sleeping up to 4 guests in Dorset. Ringstead is a village and civil parish resting near the Norfolk coast, a few miles away from the popular resort of Hunstanton. This quaint village is a peaceful settlement, with a general store and a pub serving food. For more shopping and...

Prices from £258 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.691545, -2.346288

"Swan Cottage, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Bijou Swan Cottage is the perfect retreat for a romantic getaway, relaxing break, or an activity holiday for couples or a small family. The property is accessed under the crescent archway to the front door and entrance lobby, and the attractive...

Prices from £254 per night

4  |   2  |   Yes  |   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 £229 per night

4  |   2  |   No  |   Yes  |   No


50.688590, -2.337800

"Superior 2, Slps 4, parking, decking" is a 2 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 £183 per night

4  |   2  |   No  |   Yes  |   No


50.688590, -2.337800

"Superior Lodge with ensuite & decking" is a 2 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 £183 per night

4  |   2  |   No  |   Yes  |   No


50.688590, -2.337800

"Deluxe 2, Slps 4, parking, ensuite, decking" 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 £218 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 £203 per night

4  |   1  |   No  |   Yes  |   No


50.689800, -2.670095

"Willerby Linwood" is a 2 bed holiday Caravan sleeping up to 4 guests in Dorset. This comfortable stylish caravan offers beautiful sea and country views from the decking. Sleeping 4, there are two bedrooms, a double and a twin with central heating and double glazing ensuring a cosy stay throughout the year. The bathroom has...

Prices from £116 per night

4  |   2  |   No  |   Yes  |   Yes


50.808975, -2.477231

"4 Duck Street" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset. Cerne Abbas is a quintessential, picturesque village in Dorset, it oozes charm and character and was once voted as Britain's most desirable village! Dating back to Medieval times, the remains of the Benedictine Abbey, around which the village...

Prices from £179 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.822695, -2.338202

"Greygles (5), Dorchester" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset. The accommodation comprises one ground floor bedroom with an adjacent bathroom providing convenience. The two first floor bedrooms, a double with en-suite and a single bedroom offer stunning rural views across the Dorset countryside. There is a...

Prices from £225 per night

5  |   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 £157 per night

6  |   3  |   No  |   Yes  |   No


50.794503, -2.581302

"St Peter's Cottage, Dorchester" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. This charming cottage sits at the heart of the popular village of Cattistock, and is conveniently situated just steps away from the church, village stores and Fox & Hounds pub.The well-appointed accommodation comprises a...

Prices from £308 per night

6  |   3  |   Yes  |   Yes  |   Yes


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 £232 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 £160 per night

6  |   3  |   No  |   Yes  |   No


50.689810, -2.335530

"Silverlake - Hambury Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Hambury Cottage invites you to experience the serene charm of Silverlake Resort, nestled amidst Dorset’s picturesque landscapes. Embrace tranquillity and outdoor adventure as you explore waterways, cycle paths, and the rolling countryside....

Prices from £424 per night

4  |   2  |   No  |   Yes  |   Yes