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 country house in Sherborne or leisurely summer holidays in seaside cottages from Swanage to Lyme Regis, you will fall in love with the fresh air and slow way of life in Dorset.

78 cottages found 78 match all criteria.

£100.00 off

29th Jun-23rd Aug

Threshers Barn at Bakers Mill Cottage Listing
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Situated on a working organic farm within an area of outstanding natural beauty, Threshers Barn is a Grade 2 listed 16th century flint barn, sympathetically restored to provide cosy bright and airy accommodation. Plenty of character maintained with original features such as old beams and windows.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3

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.

  • Sleeps 17
  • Bedrooms 8
  • Bathrooms 5

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. 4 Star Gold Visit England Award.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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

£280 off

27th Jul-3rd Aug

The Beach House Cottage Listing
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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.

  • Sleeps 20
  • Bedrooms 9
  • Bathrooms 4

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

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Situated in an Area of Outstanding Natural Beauty, Chisel Barn is a new conversion designed and fitted to the highest standards.

  • Sleeps 10
  • Bedrooms 5
  • Bathrooms 4

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

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.

  • Sleeps 9
  • Bedrooms 5
  • Bathrooms 3

Luxury large 5 star character recently refurbished Dorchester holiday cottage in Dorset. Sleeps 2 to 10. Set in 600 acres of idyllic rural countryside in the heart of Hardys Wessex. 5 bedrooms/4 bathrooms. Disabled facilities. Wheelchair friendly. Enclosed garden. Free WIFI.

  • Sleeps 10
  • Bedrooms 5
  • Bathrooms 4

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.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 3

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.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Chisel Farm Barns comprise two new and stylish self-contained barn conversions, Foxditch and Whites Ground, near Blandford Forum in Dorset sleeping 10 guests between them. Being both child and pret friendly they are perfect for dual family holidays in rural Dorset.

  • Sleeps 10
  • Bedrooms 5
  • Bathrooms 4

Relax in this large, stylish and utterly luxurious Portland Self-Catering sea view apartment with swimming pool within a beautifully restored Pennsylvania Castle, a 19th Century Fort near Weymouth. Margaret River sleeps 8 guests within 4 sumptuously furnished bedrooms, all ensuite.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 4

North End Farm's Old Dairy is a very comfortable spacious rural farm cottage for couples 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.

  • Sleeps 4
  • Bedrooms 1
  • Bathrooms 1

Without a doubt, The Print Hall, a large, 5-bedroom Dorset holiday apartment with a pool in Portland, is absolutely in the luxury holiday home category. This is a beautiful and contemporary apartment in Pennsylvania Castle, a restored Georgian Fort. Whereas it was built to fend off invaders, it now ...

  • Sleeps 10
  • Bedrooms 5
  • Bathrooms 5

Bilshay Farmhouse is a large beautiful thatched Dorset farmhouse sleeping 10, set in a rural location, a short distance from the market town of Bridport. It has recently been refurbished to a luxurious standard. Currently graded at 4 star Gold. Pets welcome.

  • Sleeps 10
  • Bedrooms 4
  • Bathrooms 3

Old Post Office Cottage sleeps 5/6 and is conveniently located in the heart of Symondsbury Village. The generous gardens and proximity to both Bridport and the sea make this Dorset holiday cottage very special. Pets welcome.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2

Stables Cottage is a 2-bedroom countryside cottage on Dorset's Jurassic Coast offering glorious panoramic rural views. This fully accessible, open-plan two-bedroom cottage near Winterbourne Abbas has level access throughout, a bathroom with walk-in shower and a private sun-trap patio.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

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.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

A charming stone-front 2-bedroom holiday cottage on Dorset's Jurassic Coast in Bridport. Applebee Cottage sleeps 4 guests in 2 bedrooms. This homely and well-equipped Dorset cottage is tucked away in a quiet backwater of Bridport, but within easy reach of the market, shops, bars and restaurants.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

It's not just the tranquil charm of its quaint holiday cottages that attracts visitors to Dorset. Dorset also offers its visitors a wide choice of lovely beaches. From the seaside resort of Weymouth in the east 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, 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 Bridpot, 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 t Dorset holiday coittage!.