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.

79 cottages found 79 match all criteria.

Situated on a working organic Dorset farm in a peaceful rural location, Threshers Barn near Beaminster is a Grade 2 listed 16th-century flint barn, beautifully restored to provide cosy, bright and airy accommodation with original features such as old beams and windows. Pets welcome.

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...

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4th-11th Dec

Crepe Farmhouse Cottage Listing
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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.

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!

Rose Cottage in Weymouth is a splendid little family-friendly coastal cottage a short stroll from Newton's Cove, the beautiful Nothe Gardens and the harbourside in this classic English seaside resort. This Victorian holiday cottage comfortably sleeps 5 in 3 bedrooms.

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.

Chestnut Cottage is a large Dorset holiday cottage with sea views that sleeps 9 amidst idyllic farmland on the Jurassic Coast. With the seaside town of Weymouth nearby and the Coastal Footpath running nearby it makes it a sought-after, family-friendly holiday home. Pets welcome.

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.

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.

Larch Barn sits amidst a large meadow on the edge of the South Somerset village of North Perrott, a pretty child-friendly cottage offering comfortable accommodation for couples and young families, boasting two bedrooms and light, airy open plan living area with exposed beams.

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 property is on the quietest edge of the beautiful, much sought after 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.

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.

Rose Cottage is a delightful Grade II listed detached cottage in the charming village of Powerstock in Dorset. The stone-built rural cottage boasts mature gardens with sitting-out areas as well as an interior with exposed beams, tiled floors, inglenook fireplace and wood burner plus modern comforts.

Holiday goers heading to the world-famous village of Tolpuddle, Dorset, can book their stay at The Hayloft for charming Dorset cottage holidays on the outskirts of town, with three bedrooms, en-suite baths, cosy open fire, a lovely garden and rural views across the Piddle Valley.

Treat the family to a memorable seaside holiday ay Overland, a coastal cottage sitting in an elevated position in Burton Bradstock, Dorset. The homely coastal cottage boasts a spacious and sun-drenched garden, beamed ceilings, lovely views, contemporary comforts and proximity to sandy beaches.

North End Farm's Old Dairy is a very comfortable spacious rural holiday cottage for couples near Bridport in Broadchurch country on Dorset's Jurassic Coast with walks, beautiful beaches nearby. Well equipped kitchen central heating wood burner and Strauss piano. Great pubs.

Bilshay Farmhouse is a pretty, thatched Dorset Farmhouse sleeping up to 10 over 4 bedrooms set in a rural location with far reaching views of rolling hills, a short distance from the market town of Bridport. This property also includes a hot tub, trampoline and games room. Dogs welcome.

The Old Post Office sleeps 5 over 3 bedrooms and is conveniently located in the heart of Symondsbury Village with access to plenty of countryside walks and in close proximity to the market town of Bridport and the Jurassic coast. Dogs welcome.

The Willows is a 1 bedroom Dorset cottage ideal for couples or solo travelers set on our working farm overlooking the Fleet Lagoon and the mighty Jurassic Coastline. Ideal for walkers, cyclists and people who just want to escape to the peace and tranquility of the Dorset countryside.

Peace and tradition greet visitors to this spacious holiday cottage on a cattle and sheep farm in rural East Dorset. The farmhouse offers three bedrooms and sits beside the River Crane, about a mile from Verwood. A large kitchen allows for family meals and the nearby countryside abounds in wildlife.

The Sycamores is a 2 bedroom Dorset holiday cottage situated on our stunning farm overlooking the West Dorset Coast and Chesil Beach. 5 miles to the West of Weymouth, the Sycamores offers the perfect countryside holiday accommodation for families or friends throughout the year. Pets welcome.

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 wonderful 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 70's.

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!