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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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50.649020, -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 £1500
Short breaks from £175 per night

6  |   3  |   2  |   Yes  |   Yes

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

Preferred arrival day: Flexible

50.79129863814213, -2.5222181539563673

A spacious Dorset countryside escape with a private hot tub, generous living spaces and room for everyone to relax together. Set in the pretty village of Sydling St Nicholas, Chelsea Cottage is ideal for family get-togethers and group stays, with Dorchester, the Jurassic Coast and some of Dorset’s best days out all within easy reach.

Weekly guide price:
£3500 to £5000
Short breaks from £280 per night

10  |   5  |   No  |   Yes  |   Yes

Min nights: 2 (off peak) | 2 (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  |   Enquire  |   No  |   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

50.649020, -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 £1500

5  |   3  |   No  |   Yes  |   Yes

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

Preferred arrival day: Flexible

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

50.647370, -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

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

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

50.647370, -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

50.830664, -2.346560

"Fern, Ansty, Dorchester" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. This detached, three bedroom property has been beautifully and thoughtfully designed with everything you could wish for to enjoy an escape to North Dorset's rural splendour. Situated on a working farm, Fern boasts extensive views of Bulbarrow...

Prices from £286 per night

6  |   3  |   No  |   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


50.805480, -2.602160

"Lanes End Cottage, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. This delightful cottage comprises a spacious sitting room with charming and characterful features which include exposed beams, window seats, and a large inglenook fireplace with open fire, all creating the perfect space for relaxing.The...

Prices from £302 per night

4  |   2  |   Yes  |   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 £245 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.776454, -2.571210

"Acres Meadow" is a 1 bed holiday Lodge 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 £114 per night

4  |   1  |   Yes  |   Yes  |   No


50.693039, -2.349004

"Acorn House , Dorchester" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Acorn House is a stunning lakeside home with a hot tub and access to an on-site heated pool, tennis court and more. This impressive architect-designed property sits at Silverlake, a luxury gated and private members development with acres of...

Prices from £522 per night

8  |   4  |   No  |   Yes  |   Yes


50.677619, -2.663464

"Sea Views" is a 3 bed holiday Cottage sleeping up to 5 guests in Dorset. Abbotsbury is a historic and charming village lying on the Dorset Jurassic Coast. Home to the delightful Abbotsbury Subtropical Gardens, with a wonderful array of plants leading down to the long-stretching Chesil Beach, as well as Abbotsbury...

Prices from £228 per night

5  |   3  |   Yes  |   Yes  |   Yes


50.750543, -2.535897

"Alpaca Cottage , Dorchester" is a 1 bed holiday Lodge sleeping up to 2 guests in Dorset. Alpaca Cottage is a special retreat for two and named in honour of the property owners' small herd of Alpaca's, that live in the neighbouring field. The single-storey accommodation is light, airy and well-appointed with stylish touches...

Prices from £219 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.817586, -2.405463

"Plush Cottage" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Plush is an idyllic Dorset hamlet nestled within the Dorset Downs, surrounded by rolling chalk hills and peaceful rural scenery. The village features traditional thatched cottages and a historic manor house, set among quiet lanes and open...

Prices from £368 per night

8  |   4  |   Yes  |   Yes  |   Yes


50.715362, -2.434132

"Bell Cottage" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. A vacation to Dorset would be incomplete without a stop in Dorchester, which boasts Roman roads, museums, and a diverse range of pubs and eateries. Visit the County Museum, which has a room dedicated to Thomas Hardy, who was born just two miles...

Prices from £108 per night

2  |   1  |   Yes  |   Yes  |   Yes


50.801991, -2.395706

"Spindleberry Hut" is a 1 bed holiday Lodge sleeping up to 2 guests in Dorset. Only eight miles from Dorchester, in the charmingly called Piddle Valley, an Area of Outstanding Natural Beauty, is the charming West Dorset village of Piddletrenthide, which is off the main road on a private track. The community is surrounded...

Prices from £173 per night

2  |   1  |   Yes  |   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 £189 per night

2  |   1  |   No  |   Yes  |   Yes


50.689810, -2.335530

"Silverlake - Kirrin Barn" is a 4 bed holiday Villa sleeping up to 12 guests in Dorset. Kirrin Barn 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 £799 per night

12  |   4  |   No  |   Yes  |   Yes


50.827710, -2.335226

"Rawlsbury Lodge - UK31007" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. A truly memorable location striking a superior blend of quality furnishings and thoughtful touches. You’ll love the central location and easy access to countryside and spectacular Dorset coastline.. All on the Ground Floor:...

Prices from £295 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.766239, -2.564585

"Manor Farmhouse, Dorchester" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Manor Farmhouse is beautifully presented, and has period features and a light airy feeling throughout. On the ground floor the front door opens to the entrance hall with, on one side the comfortable sitting room which has an open fireplace and...

Prices from £463 per night

8  |   4  |   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 £257 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 £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 £168 per night

4  |   2  |   No  |   Yes  |   No


50.688590, -2.337800

"Superior 2 Slps 4, parking, ensuite, decking, LV" 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 £166 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 £113 per night

4  |   1  |   No  |   Yes  |   No


50.751744, -2.569413

"Hebe" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Located in the county of Dorset, Maiden Newton is a town-sized village that is surrounded by an Area of Natural Beauty. Shops, a pub, and a restaurant may all be found in the village. The Church of St. Mary in Maiden Newton is another...

Prices from £316 per night

4  |   2  |   Yes  |   Yes  |   Yes


50.838255, -2.607863

"Fern House , Dorchester" is a 2 bed holiday Lodge sleeping up to 4 guests in Dorset. Fern House is a wonderful Grade II cottage, which has been lovingly furnished and styled to provide a comfortable and stylish holiday home for up to four guests. On entering the property there is a bright hallway which leads through to a...

Prices from £245 per night

4  |   2  |   No  |   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 £175 per night

6  |   3  |   No  |   Yes  |   No


50.688590, -2.337800

"Prestige 3, Slps 6, parking, ensuite, deck, LV HT" is a 3 bed holiday Lodge sleeping up to 6 guests in Dorset. The best of the best. Our largest range of lodges, with top quality fixtures and fittings, a premium finish, and stylish decor. Features a fully equipped kitchen, heating & double glazing, a bathroom with shower, and beds fully made up on...

Prices from £242 per night

6  |   3  |   No  |   Yes  |   No