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.

77 cottages found 77 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

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

£150 off

23rd-30th Jun

The Cider Barn Cottage Listing
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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

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.

  • Sleeps 5
  • Bedrooms 2
  • Bathrooms 1

Sea Shell Cottage is a beautifully furnished holiday cottage in the heart of the highly desirable Brewers Quay area of Weymouth. just 30m inland from the sea and a few steps more to a choice of desirable restaurants and bistros. Pet friendly Sea Shell Cottage sleeps 6-7 visitors in 3 bedrooms.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1

A Portland Bill cottage with sea views near Weymouth in Dorset offering a sensational and unique holiday home, once the dwelling place of Marie Stopes. Sleeps 4.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

It is a 10-minute level walk to the award-winning beach in Charmouth on Dorset’s Jurassic Coast from The Cottage, a seaside holiday home, beautifully furnished to accommodate 6 guests in 3 bedrooms. As well as beach holidays, it is perfectly located for coast path and countryside walking holidays.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1

Seaspray is the perfect Dorset get away for walkers, families, beach lovers and star gazers! With extensive sea and coastal views Seaspray offers a taste of life by the beach in the beautiful small village of Eype. Pets welcome.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Rose Cottage is a family-friendly farm cottage at Eweleaze Farm just outside Dorchester in Dorset within easy reach of the coast at Weymouth. This beautifully furnished Dorset holiday cottage sleeps 6 in 3 bedrooms with private garden and tennis court.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2

Eagles Nest is a large, pet friendly Dorset Holiday Cottage with private garden and hot tub sleeping 6-7 nestling in peaceful rural seclusion on the Symondsbury Estate near Bridport in Dorset and the beautiful Jurassic Coast.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3

Relax in a large, contemporary 4-bedroom holiday cottage on the World Heritage Jurassic Coast near Weymouth in Dorset. This well-furnished and pet friendly property, lies a few-minutes from the coast. It offers sea views of Chesil Beach and Portland Harbour. Coastal walks from the end of the garden.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2

For anyone considering a holiday in a spacious and luxurious rural holiday cottage for couples in Dorset close to the coast and with panoramic views a few miles east of Weymouth, Pydelspring Cottage is a ?must add? addition to your shortlist of favourite cottages.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

Sea Pinks Cottage is a fine example of a traditional Portland stone-built fisherman's cottage built around 1860. Now lovingly restored to create a contemporary coastal holiday cottage near Weymouth, it sleeps 6 in 3 bedrooms and welcomes pets. Pets welcome.

    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!.