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.

2-storey exterior of a stone-built, large Dorset holiday cottage
West Perry Hay in Dorset
Charmouth
Dorset
England
Sleeps
8
Bedrooms
3

Explore West Perry Hay, a charming Jurassic Coast holiday let located on the edge of North Chideock village. This spacious, stylish, and well-appointed semi-detached property is surrounded by countryside. It's perfect for family getaways with a multi-game table, a grand kitchen, and three cosy bedrooms. Enjoy alfresco breakfasts with farm views on the large lawned area. It is ideally situated to discover the Jurassic Coast's scenic wonders. This seaside holiday home in Dorset is your gateway to a delightful coast and countryside retreat. Click for a fuller description and book your escape.

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Behind a low stone wall and lawns stands a lighthouse tower and buildings.
Stopes Cottage
Portland
Dorset
England
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 Weymouth apartment deck with a table laid for breakfast.
The Seafoal Apartment, Lyme Regis
Lyme Regis
Dorset
England
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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A semi-detached stone-built holiday cottage in Chideock overlooks a quiet village lane.
Fossil Cottage
Chideock
Dorset
England
Sleeps
5
Bedrooms
2

Discover the charm of Fossil Cottage, an enchanting choice among seaside holiday cottages in Chideock. Situated in the heart of the Dorset Area of Outstanding Natural Beauty, this two-bedroom haven accommodates a family of five, providing tranquillity and proximity to Seatown Beach. With a delightful garden room, a well-equipped kitchen, and easy access to the beautiful Jurassic Coast, Fossil Cottage promises a blend of comfort and coastal adventure. Secure your reservation now for an unforgettable stay in this seaside gem!

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Stone-built, single storey barn conversion overlooking open countryside.
The Willows, Weymouth
Weymouth
Dorset
England
Sleeps
2
Bedrooms
1

The Willows is a one-bedroom Weymouth holiday cottage ideal for couples or solo travellers. It is set on our working farm in Dorset overlooking the Fleet Lagoon and the mighty Jurassic Coastline. It is also ideal for walkers, cyclists, and people who just want to escape to the peace and tranquillity of the Dorset countryside.

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A 2-storey Dorset mill conversion overlooks a terrace and lawned garden.
The Mill
Bridport
Dorset
England
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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A semi-detached chalet bungalow with French Windows onto a patio with steps down to a flower-lined lawn.
Cuckoo Cottage, Bridport
Bridport
Dorset
England
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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Exteerio of a beachfront chalet bungalow overlooking a sea wall.
Sea-Esta, Weymouth
Weymouth
Dorset
England
Sleeps
12
Bedrooms
6

This lovely three-storey beachfront holiday cottage in Weymouth, Dorset, can sleep twelve people in six bedrooms.

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Exterior of a stone-built terraced cottage with a picket fence around the front garden.
The Sycamores Near Weymouth
Langton Herring
Dorset
England
Sleeps
5
Bedrooms
2

The Sycamores is a two-bedroom Dorset holiday cottage situated on our stunning farm overlooking the West Dorset Coast and Chesil Beach. Five miles West of Weymouth, it offers the perfect countryside holiday accommodation for families or friends throughout the year. Your Pets are welcome.

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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!

Dorset Destinations