A delightful selection of Dorset holiday cottages for families and friends can be found in one of England's most beautiful counties. Dorset's appeal is that it offers holidaymakers a choice of self-catering holidays by the sea or inland in wonderfully-named, idyllic and sleepy villages such as Compton Abbas, Gussage All Saints and Lytchett Matravers. Whether for a weekend break in a secluded country cottage in Beaminster, a luxury holiday home in Sherborne or Dorset coast cottages for leisurely summer holidays in quaint seaside cottages from Swanage to Lyme Regis, you will fall in love with the fresh air and slow way of life in Dorset.

84 cottages found 84 match all criteria.

Vicarage Cottage is a gorgeous Grade II listed thatched cottage with a walled garden in lovely Powerstock. Contemporary comfort meets traditional charm in a rural cottage with beams & tiled floors, & an open fire in a traditional fireplace. Stay in the charming former blacksmith’s home in Dorset.

The Old School is a gorgeous stone and tiled cottage which once educated the youth of South Perrott in Dorset. The pet-friendly cottage retains its Gothic arched doors, mullion windows and vaulted beamed ceilings, and boasts a Loggia in a beautiful garden, a wood burner and countryside views.

Enjoy the unspoilt beauty of the hamlet of Benville, Dorset, just as Thomas Hardy described it a century ago, with a stay at Benville Cottage, a historic child-friendly cottage with three bedrooms, large garden with three terraced lawn areas, Inglenook fireplace, and 17th-century stone wall carving.

Bower Cottage is a stylish detached barn conversion which offers generous accommodation with bright contemporary furnishings situated in an Area of Outstanding National Beauty nestled within the West Dorset countryside.

Mill House in the village of Maiden Newton, Dorset, make an ideal holiday retreat for large families and groups of friends, a Grade II listed child-friendly cottage featuring stylish décor, games room, six spacious bedrooms, and large enclosed garden with patio and barbecue.

Rowena Cottage occupies a unique position inside a converted lighthouse and enjoys superb ocean views from Anvil Point. The pet-friendly cottage features ample grounds in which to soak up the views of the Dorset coastline and boasts luxury, proximity to Swanage and a rare chance to truly escape.

The Doll’s House is a luxuriously romantic cottage occupying an ideal location in Sherborne, Dorset. The light-filled terrace cottage is immaculately appointed with antique furnishings and contemporary aesthetics and offers couples a lovely suntrap garden plus views of the surrounding countryside.

Mermond Flat is a beautiful romantic cottage sitting just a short stroll from the beach in Swanage, Dorset. The coastal cottage enjoys lovely views of the high street from its ample bay window & warms to an open fire. The cottage is elegantly furnished & appointed and sits in the heart of th...

Old Yew Cottage is a stone-built cottage in the village of Broadwindsor in Dorset, within an Area of Outstanding Natural Beauty. The attractive cottage boasts a mature garden and a generous conservatory, as well as spacious rooms with carefully selected décor, plus a sitting room with a log fire.

Crepe Farmhouse is a large luxury farmhouse located in Symondsbury surrounded by stunning scenery. Guests have exclusive access to the swimming pool, sauna, games room, cinema room and large garden. Ideal for extended families, celebrations and large groups. Dogs welcome.

The Cider House and The Old Dairy combine to form one cottage on North End Farm in Chideock, Dorset. The pet-friendly 4-bedroom.cottage sleeps 12 (inc. 2 sofa-beds) and boasts a thatched roof, oak beams, wooden floors and log fire, as well as outdoor furnished spaces which capture the rural views.

For a peaceful getaway to the Dorset countryside, Belview Cottage immerses you deep in its picturesque greens and boundless hills. Based in the hamlet of Blackmore Vale, the two-bedroom cottage is a cosy base for exploring the Dorset countryside and its Jurassic Coast.

Chideock Cottage is a well-equipped holiday cottage which is available all-year-round. Situated in the village of Chideock with stunning views of the hills and just a 20 minute walk to the beach at Seatown. Lovely foodie pub just over the road too!

Azure is a luxury seaside apartment close to the beach in the vibrant Dorset coastal resort of Weymouth. This very upmarket holiday property has its own parking space and is perfect for a small family or two couples seeking stylish self-catering accommodation with en-suite bathrooms.

The Stables, situated amidst the owners’ 130 acres of wooded farmland in the rural village of Fifehead Neville, Dorset, is a dog-friendly countryside cottage offering spectacular views across the Blackmore Vale, a barn conversion lovingly renovated to an exceptionally high standard.

Luxury refurbished cottage in Tincleton awarded 5 STAR GOLD for 2020. On a Farm set in tranquil rural countryside in the heart of Hardye's Wessex. Ideally located near Jurassic Coastline. Disabled facilities. Enclosed garden. Fishing on the River Frome. WIFI. Nature Trail on doorstep. Tennis Court.

This lovely three-storey cottage is situated in Weymouth, Dorset and can sleep twelve people in six bedrooms.

Located close to Dorset’s Jurassic Coast near Bridport, The Cider Barn is a newly refurbished family-friendly barn conversion in secluded rural surroundings at Hembury Mil in Askerwell. The Cider Barn sleeps 4 in 2 bedrooms, appealing to those planning a beach or walking holiday on the Dorset coast.

Peppard is a delightful Grade II listed thatched cottage in the village of Sydling St Nicholas in Dorset. Within reach of the Jurassic Coast, the rural cottage promises luxury and a pretty garden as well as exposed beams, wood burner, limestone floors and multiple spaces for relaxing and unwinding.

Enjoy the beauty of the Jurassic Coast with a stay at 20 Ulwell Road in the town of Swanage, Dorset, along the eastern end of the Isle of Purbeck, a three-storey pet-friendly cottage boasting seven bedrooms, AGA cooker set in exposed brickwork, annexe with an en-suite king bedroom, & tiered garden.

This large detached coastal cottage is on the quietest edge of the beautiful, much sought after Dorset village of Burton Bradstock, with idyllic views of open farmland. The village is one of the main gateways to the Jurassic Coast World Heritage Site.

Boasting water frontage and urban chic, The Beach House, is a sophisticated coastal cottage in Weymouth Harbour, Dorset. Multiple patios and balconies are spread across the five storeys and offer wonderful water views, while the cottage promises a games area and a short stroll to the beach.

Poppas Cottage is a romantic coastal cottage within a 19th century thatched property in Burton Bradstock in Dorset. The cottage lies just moments from the beach and features spacious stylishly-appointed rooms as well as a lovely garden for pets and couples to enjoy, plus contemporary comforts.

Apple Tree Cottage is an authentic brick-and-flint terraced cottage dating back to 1730, in the peaceful locale of Shillingstone, Dorset. The pet-friendly cottage sleeps 4 and offers a mature garden with a summerhouse & patio, as well as an interior blending tradition with style, & a cosy lo...

It's not just the tranquil charm of its quaint holiday cottages in Dorset that attracts visitors to the county - it's their location too. Dorset also offers its visitors a wide choice of lovely beaches. Find coastal cottages in Dorset from the seaside resort of Weymouth in the east along the South West Coast Path to the Regency town of Lyme Regis. There's a splendid choice of Dorset coast cottages, including the long shingle banks of Chesil Beach (taking in the world-famous Swannery at Abbotsbury), Studland Bay, Burton Bradstock, peaceful Charmouth and picturesque Lulworth Cove. Just think of a day spent both fishing in rock pools on a beach for minute sea creatures (Kimmeridge Bay is particularly recommended), and then turning to the cliffs on this famous Jurassic coastline. Here, winter rockfalls often reveal fossils (although you're no longer allowed to go digging for them).

There's an equally appealing choice of attractions to enjoy away from Dorset's south coast beaches. Why not spend an afternoon viewing the Purbeck countryside from the windows of a heritage steam train on the Swanage Railway. Catch your train at Corfe and while there, visit the magnificent ruins of Corfe Castle high on the hill above the town. Head west to Bovington where you'll find the (seriously) best and most entertaining of tank museums or the nearby Monkey World which is as educational as its primates are adorable.

In the far west of Dorset lie the attractive little coastal towns of Bridport, West Bay, with its fantastic fish restaurant and Lyme Regis.

Inland Dorset is as pretty as the names of its villages imply. How can you resist a holiday in a county with place names such as Fifehead Magdalen, Purse Caundle, Hazelbury Bryan, Piddletrenthide, Sixpenny Handley, Toller Fratrum and Tolpuddle (home of the Tolpuddle Martyrs).

Many of its towns boast splendid vernacular architecture (usually accompanied by quaint tea rooms) as visitors to Blandford Forum or Gold Hill in Shaftesbury will readily testify. The latter is the location for a famous Hovis Bread advert in the '70s.

Other attractions well worth a visit include the Model Town at Wimbourne and, at the end of August, the Great Dorset Steam Fair near Blandford Forum. The Steam Fair is so large you'll need more than one day to work your way around it. Of course, this shouldn't be a problem if you are staying in a Dorset holiday cottage!