High tide on Weymouth's beautiful sandy beach Explore our Collection of Dorset Holiday Cottages

Find My Favourite Dorset Holiday Cottages

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 or a luxury holiday home in Sherborne.  Find 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.

Sleeps
4
Bedrooms
2

Situated on a beautiful farm overlooking the Jurassic Coast in West Dorset, The Swallows is one of seven-holiday cottages at Character Farm Cottages near Weymouth. 4-star rated by Visit England, it comfortably sleeps four. It is exceptionally well-appointed and open throughout the year. Pets welcome.

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Exterior of a modern holiday home with French Windows overlooking a paved courtyard garden.
Sleeps
4
Bedrooms
2

3 Allington Square promises a relaxing holiday by the sea. The coastal cottage sits in a residential area near the heart of Bridport in Dorset. It offers families and pets contemporary comfort, a lawned garden with a furnished patio, abundant natural light and easy access to the Jurassic Coast.

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Cottages with hanging flower basket line a quiet village street.
Sleeps
6
Bedrooms
3

Discover The Grange, a charming Dorset cottage in Charmouth perfect for self-catering holidays. This traditional yet modern property, less than a 10-minute walk to the beach, offers a spacious kitchen/diner, inviting lounges, and a delightful patio with a brick-built BBQ. Explore nearby shops, cafes, and the Charmouth Heritage Coast Centre. With flexible sleeping arrangements and parking for convenience, The Grange is an ideal retreat for cottage holidays on the Jurassic Coast.

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Exterior of a stone-built thatched village cottage overlooking a large lawn with a flowerbed.
Sleeps
5
Bedrooms
3

The Old Post Office sleeps five over three bedrooms. It is conveniently located in the heart of Symondsbury Village with access to plenty of countryside walks and near the market town of Bridport and the Jurassic coast. Dogs welcome.

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An elevated, contemporary house approached by a line of steps overlooks an ornamental garden.
Sleeps
8
Bedrooms
4

Experience luxury cottage holidays in Sandbanks at Canford Chase. This large holiday home on the Dorset coast offers elegant accommodation for up to 8 guests. With a cinema room, garden office, and Mediterranean-inspired gardens, it's perfect for families and friends. Explore the nearby beaches and enjoy water sports, or dine at renowned restaurants like Rick Steins. Book now for an unforgettable stay!

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Exterior of a 2-storey wooden cottage overlooking a large drive bordered by flowers.
Sleeps
4
Bedrooms
2

Belview Cottage immerses you deep in its picturesque greens and boundless hills for a peaceful getaway to the Dorset countryside. Based in the beautiful Blackmore Vale, the two-bedroom cottage in Sturminster Newton is a cosy base for exploring the countryside and Jurassic Coast.

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A large multi-windowed chalet bungalow in Charmouth with an extended plate-glass walled deck
Sleeps
6
Bedrooms
3

Charmouth holiday let, Pendower, just a short walk from Charmouth village, presents guests with stunning sea views. This seaside holiday home in Dorset boasts a flexible split-level design, perfect for families or couples. Enjoy the enclosed gardens, an ideal playground for kids and pets, while savouring coastal vistas. The open-plan living space, stylish kitchen, and three inviting bedrooms ensure a comfortable retreat. Book Pendower for a memorable stay near Charmouth's vibrant charm and explore the wonders of the Jurassic Coast. Discover more about this captivating property.

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Gable end of a stone-built Dorset holiday cottage overlooking a shrub-filled front garden.
Sleeps
5
Bedrooms
3

Discover The Old School House for unforgettable self-catering holidays in Dorset. This converted Victorian school in Piddletrenthide seamlessly blends historic charm with modern comfort. Relax by the wood-burning stove, enjoy a reading room, and savour meals in the bright kitchen/diner. Three well-presented bedrooms include an en-suite double, a twin, and a skylit single. The family bathroom boasts a bath and a separate shower. Charming gardens and proximity to Dorchester and the Jurassic Coast make this pet-friendly cottage an ideal choice. Explore the full description for an enticing getaway.

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Exterior of a 1930s Dorset house and garden in Dorset with a large lawn
Sleeps
4
Bedrooms
2

This comfortable family cottage on a working farm near Beaminster sleeps six in two bedrooms. It has a sunny conservatory, cosy spaces, farm-fresh eggs, and an open fire. The farm lies on the borders of Dorset and Somerset, within easy reach of Beaminster and the Jurassic Coast.

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The County offers endless opportunities for holidays, ranging from cheap weekend or mid-week breaks out of season to long, leisurely week or fortnight holidays in high summer. 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 Chideock, 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 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). The

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? Next, catch your train at Corfe and visit the magnificent ruins of Corfe Castle, high on the hill above the town. Then, head west to Bovington, where you'll find the (seriously) best and most entertaining tank museum 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 fantastic 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 '70s.

Other attractions worth visiting include the Model Town at Wimborne and the Great Dorset Steam Fair near Blandford Forum at the end of August. Unfortunately, the Steam Fair is so large you'll need more than one day to work around it. But, of course, this shouldn't be a problem if you stay in a Dorset holiday let!