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.

126 cottages found 126 match all criteria.

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31st Oct-14th Dec

Threshers Barn at Bakers Mill Cottage Listing
Threshers Barn at Bakers Mill Thumbnail 1Threshers Barn at Bakers Mill Thumbnail 2

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.

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.

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.

Located within the heart of Weymouth, within walking distance of a Blue Flag Beach and other superb attractions, Beachhaven is a large, spacious and well-equipped holiday cottage in Dorset sleeping 12 a short walk to the beach.

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.

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.

Downwood Vineyard boasts refined luxury and is ideal for a special holiday. The pet-friendly cottage with a swimming pool and a hot tub near Blandford in Dorset sits in extensive grounds and a vineyard also offers a tennis court, croquet lawn, plus a games room, conservatory and subtle elegance.

Tarrant Valley House offers an indoor swimming pool and sauna, an open fire and luxury finishes in combining two delightful Dorset cottages near Blandford Forum. The pet-friendly cottages on a working farm enjoy rural seclusion, contemporary comforts, en-suite rooms and extensive gardens.

Henchard Cottage at Greenwood Grange is a luxury cottage in Higher Bockhampton which boasts country charm and modern comforts as well as tennis courts, indoor swimming pool, wildlife reserve, eco-friendly features, space for pets a children’s play area, patio and gorgeous views of Dorset.

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.

Middletun House is a gorgeous rural cottage brimming with character. The thatched cottage lies in the charming village of Blandford Forum in Dorset and features exposed beams and an open fire, as well as access to woodland, walks from the doorstep. Guaranteed relaxation in a sought-after location.

Reward yourself with a regal holiday in the stately and meticulously-appointed Hardy Manor, a large, luxury holiday cottage with a hot tub in Dorset. Mark a special occasion in unparalleled comfort and 9 acres of manicured grounds near Pudddletown in Dorset.

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.

Whitehorse Vista is a delightful pet-friendly holiday cottage in Dorset just a few minutes drive Weymouth beach. With its open-plan living space and sun-drenched garden, the spacious cottage is ideal for a seaside family holiday or a group getaway, perfect for exploring the Jurassic Coast.

Prides Cottage is an authentic thatched cottage in the lovely village of Blandford Forum and it enjoys the country charm and wonderful rural views of Dorset. The pet-friendly cottage with an open fire rewards guests with modern features, exposed beams, a mature garden and the promise of seclusion.

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.

Merry Hill Barn is a delightful thatched roof conversion surrounded by rolling green hills near Portesham in Dorset. The pet-friendly luxury cottage boasts tradition, an open fire, ultra-modern appliances, plus access to the coast. The upside-down design captures beautiful rural views.

Pennsylvania Castle is a dream come true. The luxurious castle in Portland, Dorset, glows with opulence and sophistication and offers magnificent grounds with a waterfall, a swimming pool and stunning ocean views, as well as a grand interior featuring regal elegance and trappings fit for royalty.

Beach View is aptly named. The highly-acclaimed coastal cottage enjoys absolute frontage of South Bourne beach in Dorset and spoils guests with light and airy spaces, access to a beach hut, contemporary comforts and a beautiful furnished garden which captures the sun and the glorious sea breeze

Sea Esta is a newly refurbished, large and comfortable seaside holiday cottage in Weymouth sleeping 12 in 6 bedrooms all en-suite - perfect for self-catering holidays on Dorset's Jurassic Coast for big families or groups of friends.

  • Sleeps 12
  • Bedrooms 6
  • Bathrooms 6

View The Old Higher Lighthouse, an unusual Portland Bill holiday cottage with sea views near Weymouth in Dorset offering a sensational and unique holiday home, once the dwelling place of Marie Stopes, this converted Jurassic Coast Lighthouse sleeps 4 in 2 bedrooms.

Puckhams is a luxury holiday cottage in an idyllic rural location near Beaminster in Dorset. This large, beautifully-furnished 5-bedroom, holiday cottage in Stoke Abbott is surrounded by its own beautiful mature gardens with fine rural views.

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!