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.
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.
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.
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.
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.
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
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
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
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.
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
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
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.
*************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.
"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...
"1 Bed Apartment in Dorchester" is a 1 bed holiday Apartment sleeping up to 2 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 twin bedroom - 1 en-suite shower room and WC - Electric oven and hob, microwave, fridge/freezer and washer/dryer -...
"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...
"Bramble, Ansty, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Bramble, one of a trio of luxury eco retreats, sits within a wonderful rural landscape with far reaching countryside views. Guests will enjoy the space and luxury of this exceptional holiday property, which offers the bonus of a private dining...
"Tithe Barn Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. This small picturesque village can be found within the county of Dorset in south-west England. Litton Cheney contains a number of facilities, including a Parish Church, the White Horse Inn and a community hall, along with charming cottages and...
"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...
"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...
"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...
"Frome Gazey Barn" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Frampton is a small Dorset village, situated between Dorchester and Crewkerne. Still very much a rural village, it is surrounded by beautiful Dorset countryside and plenty of lovely walks or cycling routes including the cycle path from...
"The Halt" is a 1 bed holiday Cottage sleeping up to 2 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...
"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...
"Dorset Alpaca Shepherd's Hut" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Overlooking open countryside, this Shepherd’s Hut is the perfect place to relax all year round.. 3 steps to entrance. All on the Ground Floor: Open plan living space. Living area: (No TV),...
"Woods Cottage " is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Sunsets, wildlife and the night sky can all be enjoyed from Woods Cottage’s south-facing garden. Be sure to discover Dorset too.... All on the Ground Floor: Living/dining room: Freeview...
"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...
"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...
"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 - super-king-size zip-and-links (which can be made into a twin on request) - 1bathroom with bath, separate shower and WC -...
"The Coach House , Dorchester " is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Recently renovated, The Coach House at Duntish Mill Farm is a beautiful cottage which has been carefully designed and styled to provide spacious and comfortable accommodation for two guests. With contemporary furnishings, exposed beams and...
"2 Bathsheba Terrace" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Dorchester, with its Roman roads, museums, pubs and restaurants, is a must-see during any trip to Dorset. Visit Maiden Castle, England's largest hillfort, or the County Museum, which features a room dedicated to Thomas Hardy, born a short...
"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 - super-king-size - 1 wet room with shower and WC - Electric oven and gas hob, microwave, fridge, freezer and...
"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...
"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,...
"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...
"Hollybank Barn, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Hollybank Barn sits in the beautiful and popular village of Ansty, which is ideally situated for exploring the delights of Bulbarrow Hill, and the gorgeous countryside all around. The Fox Inn & village shop are just a five minute walk away,...
"1 Bed Cottage in Dorchester" is a 1 bed holiday Cottage sleeping up to 3 guests in Dorset. Additional information and rules. Please enquire if you wish to bring more than 1 dog - 1 Double bedroom - Sleeps 2+1 (additional single bed can be provided for 1 additional guest) - 1 Bathroom - Wood burner (First basket of...
Popular towns in and around Dorset:
BeaminsterBlandfordBlandford ForumBournemouthBridportBurton BradstockCharmouthChristchurchCorfe CastleCranborneDevon BordersDorchesterEast ChaldonGillinghamLitton CheneyLulworth CoveLyme RegisMaiden NewtonMudefordNew ForestOsmingtonPiddlehintonPoolePortlandRingwoodShaftesburySherborneSturminster NewtonSwanageTauntonThree Legged CrossWarehamWest LulworthWeymouthWimborneYeovilSome local suggestions:
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