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.
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.
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.
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
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
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.
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.
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
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
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
*************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.
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.
"Warehams Barn" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Bride Valley is a lovely coastal village in Dorset's gorgeous Jurassic Coast, surrounded by the River Bride. Burton Bradstock is an ideal location for a relaxing stay on England's south coast, with the South West Coastal Path running alongside...
"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...
"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...
"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 - Night storage heater...
"Puddle Cottage , Dorchester" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. Puddle Cottage is a cosy couples retreat located in the hamlet of Chebbard, and close to the quaint and picturesque villages of Cheselbourne, Melcombe Bingham, Ansty, Milton Abbas and Dewlish.Throughout the cottage you will find luxury...
"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...
"Kittwhistle, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Kittwhistle 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...
"Lynchets, Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Lynchets 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...
"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...
"Willow" 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...
"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,...
"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...
"Creaky Cottage (8), Dorchester" is a 4 bed holiday Cottage sleeping up to 8 guests in Dorset. Creaky Cottage is a stunning holiday cottage, located in the hamlet of Chebbard and close to the quaint and attractive villages of Cheselbourne, Melcombe Bingham, Ansty and Dewlish. The cottage is ideal for families or groups of friends...
"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...
"Equinox , Dorchester" is a 3 bed holiday Cottage sleeping up to 6 guests in Dorset. This contemporary and spacious property sits at Silverlake, a luxury gated and private members development located just outside of the county town of Dorchester. Equinox is well positioned looking out over the small lake, with its own private...
"3 Bed Cottage in Dorchester" is a 3 bed holiday Cottage sleeping up to 4 guests in Dorset. Additional information and rulesNo dogs allowed - 3 bedrooms – 1 super-king-size with additional sofa bed (please request this at point of booking) and 2 singles - 2 bathrooms - 1 wet room with shower and WC, 1 en-suite bathroom...
"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...
"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, DVD player, radio,...
"Ladymeade, Dorchester" is a 2 bed holiday Cottage sleeping up to 3 guests in Dorset. Ladymeade 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...
"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...
"2 Bed Cottage in Dorchester" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Additional information and rulesNo dogs allowed - 2 bedrooms - super-king-size zip-and-links (which can be made into a twin on request) - 1bathroom with bath, separate shower and WC - Electric Range master oven and hob,...
"Parlour Cottage" is a 2 bed holiday Cottage sleeping up to 4 guests in Dorset. Set in stunning surroundings, this cosy traditional holiday cottage has a lot to offer. A fantastic base for exploring Dorset and Somerset for families, friends it really is a true countryside escape.. All on the Ground Floor:...
"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),...
"The Beech Hut" is a 1 bed holiday Cottage sleeping up to 2 guests in Dorset. A delightful shepherd’s hut with wood burner, double bed and a separate shower room. Outside, a seating area and garden leading to a small stream.. All on the Ground Floor: Open plan living...
Popular towns in and around Dorset:
BeaminsterBlandfordBlandford ForumBournemouthBridportBurton BradstockCharmouthChristchurchCorfe CastleCranborneDevon BordersDorchesterEast ChaldonGillinghamLitton CheneyLulworth CoveLyme RegisMaiden NewtonMudefordNew ForestOsmingtonPiddlehintonPoolePortlandRingwoodShaftesburySherborneSturminster NewtonSwanageTauntonThree Legged CrossWarehamWest LulworthWeymouthWimborneYeovilSome local suggestions:
Dog friendly Dorset cottagesLuxury Dorset holiday cottagesDorset cottages with a hot tubDorset cottages by the seaOr search further afield:
Search within South West England
