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 holiday makers 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.

100 cottages found 100 match all criteria.

10% off

31st Aug-28th Sep

Threshers Barn at Bakers Mill Cottage Listing
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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.

Close to the West Dorset coast above Lyme Regis, Whytings is a large self-catering barn conversion on a working sheep farm in a beautiful rural Dorset location. This pet friendly holiday cottage sleeps 20 guests in 8 bedrooms. Perfect for large family gatherings or groups of friends.

  • Sleeps 20
  • Bedrooms 8
  • Bathrooms 8

Foxditch Barn at Chisel Farm is a new self-catering barn conversion on a working farm in a peaceful rural location near Blandford Forum in Dorset. This pet friendly holiday property offering beautiful rural views over the Stour valley sleeps 4 in 2 bedrooms. Stabling for guest's horses available.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2

9 Sidon Mews is a light and airy seaside cottage offering sleek stylish design and a log burning stove as well as views to Portland Harbour. The modern cottage in Portland also boasts a sun-drenched courtyard and proximity to Portland and the coast of Dorset, making it ideal for family getaways.

£500 off

20th-23rd Sep

Crepe Farmhouse Cottage Listing
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Crepe Farm House in Dorset is a large, luxury holiday home near Bridport with a swimming pool and large private garden. Ideal for extended family groups or large parties. It sleeps 17 and is located on the beautiful Symondsbury Estate, surrounded by stunning scenery. Pets 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.

£55 off

14th-21st Sep

Chideock Cottage Cottage Listing
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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.

A Cottage on the Beach If you are planning a group holiday for 14 to 20 people then you’ve come to the right place. The Dorset Beach House is a large Jurassic Coast holiday cottage is right on the beach at West Bay in Dorset, close to the popular towns of Bridport and Lyme Regis.

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.

A luxury coastal cottage within the exclusive Sandbanks resort, Harbour Lodge is a large 4-bedroom Hampshire holiday home. Facilities include a cinema room, glass-clad sun terraces and a hot tub. This large holiday house sleeps 8 within easy reach of lovely beaches and south coast attractions.

River Cottage at Athelhampton appears to have leapt from the pages of a fairytale. The pet-friendly rural cottage neighbours the stately Athelhampton House in Dorset and boasts a thatched roof, traditional charm, extensive grounds and a private 9-hole golf course as well as a modern luxury interior.

Hamstone Cottage near the rural hamlet of Blackney, Dorset, makes the perfect holiday retreat near the World Heritage Jurassic Coast for families and large groups looking to escape the bustle of everyday life, a refurbished farm cottage that features four bedrooms, games room and enclosed garden.

With the word 'lookout' in the name, you know a cottage has something special to offer as a view and Coastguard Lookout is no exception, being a coastal cottage with beautiful rural and sea views just outside Weymouth in Dorset. The beautifully furnished holiday cottage sleeps 4 in 2 bedrooms.

Located in the pretty village of West Lulworth, a short stroll to the Dorset coast at Lulworth Cove, The Retreat is a tastefully furnished delightful holiday cottage with rural views.

Immaculate presentation distinguishes the interior and exterior of Willow Lodge, a beautiful rural holiday cottage at Whistley Farm in Dorset. Large manicured gardens surround the pet-friendly Scandinavian-style lodge which provides guests with modern comforts, suntrap balconies and rural views.

Hambury House carries guests back in time with its stone exterior, thatched roof and exposed timber beams. The traditional feel of this holiday cottage in Lulworth is combined with modern comforts to offer guests and their pets a luxury coastal cottage in Dorset. A peaceful seaside holiday awaits.

Grade II-listed Elizabethan House stands just above Chesil Beach on the Jurassic coastline on the Isle of Portland near Weymouth. This imposing 4-bedroom, pet friendly Dorset holiday cottage with sea views, sleeps 7 in recently refurbished, homely surroundings.

Rural charm blends seamlessly with modern urban chic at The Coach House, a two-bedroom rural cottage in Charminster. Exposed beams and sophisticated finishes feature throughout the pet-free property, which lies in easy reach of Dorchester, the River Cerne valley and Dorset’s Jurassic Coastline.

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 2019. 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.

In the heart of Weymouth, a short stroll to the beach, 3 Park Mews is a beautifully furnished, 4-Star Dorset holiday cottage house (with parking) sleeping 4 in 2 bedrooms. It's perfect for a traditional family seaside holiday or weekend break out of season.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Tucked away a short walk from Weymouth’s beaches is Nothe View, a large and spacious contemporary town house with views over Nothe Gardens. It offers family-friendly self-catering accommodation for 8 guests in 4 bedrooms. Perfect for a large family holiday in this popular Dorset seaside resort.

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 where 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 form 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 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 an 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, the latter a location for a famous Hovis Bread advert in the 70's, will readily testify.

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 which is so large you'll need more than one day to work your way around it - which shouldn't be a problem if you are staying in a Dorset holiday cottage!.