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.

99 cottages found 99 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.

The Barn at Saxon Maybank has been lovingly converted to create a stylish and comfortable holiday cottage with a private hot tub, surrounded by fields in the heart of the Dorset countryside near Bradford Abbas. This child and pet friendly property sleeps 4 guests in 2 bedrooms with 2 bathrooms.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 2

Holiday on a working farm with the whole family at this large Dorset countryside cottage in Pimperne near Blandford Forum. Play in the shared games room, relax in the spacious sitting room, take in the rural views on the patio and enjoy a restful slumber in the comfortable bedrooms. Pets welcome.

£730 off

31st May-3rd Jun

Crepe Farm Cottage Cottage Listing
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Crepe Farm Cottage is newly renovated to a very high standard. Offering luxurious Dorsetaccommodation for up to seven people. Situated just a stones throw from Crepe Farmhouse, located on the beautiful Symondsbury Estate near Bridport, surrounded by stunning scenery. Pets welcome.

A large, luxury seaside apartment in Pennsylvania Castle on the Isle of Portland in Weymouth. With 7 bedrooms and 7 bathrooms. It is perfect for large families of groups of friends at any time of year. And, between March and October, this 5-star Castle has a covered swimming pool!

  • Sleeps 14
  • Bedrooms 7
  • Bathrooms 7

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.

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.

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.

  • Sleeps 5
  • Bedrooms 3
  • Bathrooms 1

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 4

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.

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1

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.

  • Sleeps 7
  • Bedrooms 4
  • Bathrooms 2

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.

10% off

31st May-28th Jun

Chestnut Cottage Cottage Listing
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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.

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

Inland Doset 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!.