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.

A Weymouth apartment deck with a table laid for breakfast.
Sleeps
2
Bedrooms
1

Discover the homely comforts of The Seafoal, a Lyme Regis holiday apartment, perfect for a seaside retreat for two. Enjoy breathtaking sea views, a private roof terrace, and a king-size bed. This contemporary haven, nestled behind Lyme’s main high street, offers a prime location with onsite parking. Immerse yourself in comfort with a well-equipped kitchen, smart TV, and Juliet balcony. Explore Lyme Regis’s charm, beaches, and iconic landmarks from this exclusive second-floor escape. Experience the best of the coast at The Seafoal – your ideal seaside apartment.

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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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Sleeps
4
Bedrooms
2

The Stables, situated amidst the owners’ 130 acres of wooded farmland in the rural village of Fifehead Neville, is a dog-friendly cottage in Dorset. It is a barn conversion lovingly renovated to an exceptionally high standard. The cottage offers spectacular views across the Blackmore Vale.

 

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A cricket pavilion with a verandah converted to a holiday lodge.
Sleeps
4
Bedrooms
1

The Old Cricket Pavilion is in a picturesque rural location at North End Farm near Bridport. It has a small enclosed lawned garden and panoramic Dorset countryside views—ideal for a romantic retreat for two or a small family. Pets welcome.

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A semi-detached chalet bungalow with French Windows onto a patio with steps down to a flower-lined lawn.
Sleeps
2
Bedrooms
1

Cuckoo Cottage is a luxurious romantic cottage in Bridport, Dorset, boasting open-plan living spaces and a delightful garden with a patio which catches the sea breeze and the views of the surrounding region. The sophisticated coastal cottage offers urban chic, light, airy spaces and elegance.

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Behind a low stone wall and lawns stands a lighthouse tower and buildings.
Sleeps
4
Bedrooms
2

View Stopes Cottage at 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.

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A stone-built farmhouse overlooks a large, secure lawn in the Dorset countryside.
Sleeps
7
Bedrooms
4

Crepe Farm Cottage is a pet-friendly detached holiday cottage in Bridport, a short walk from Symondsbury Village. It sleeps 7 in 4 bedrooms and has 2 log burners, a hot tub, and a large private garden with outstanding rural views of Colmers Hill!

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A stone, 2-storey, Dorset barn conversion overlooks a courtyard.
Sleeps
8
Bedrooms
4

Drackenorth Lodge is a large and impressive rural holiday home in Hooke. The Lodge sleeps eight and is finished to a very high standard. It offers multiple furnished outdoor spaces, a light-filled open-plan layout with exposed beams, and an upside-down design. This converted barn has beautiful village views and the Dorset countryside.

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A 2-storey Dorset mill conversion overlooks a terrace and lawned garden.
Sleeps
6
Bedrooms
3

The Mill is a well-equipped coastal holiday cottage with Wi-Fi available all year round. It sleeps six and is set in 7.5 acres of Dorset countryside. The Mill is only a short walk from the village pub and a short drive to the market town of Bridport / West Bay, which is famous as the location for TVs Broadchurch.

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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!