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.

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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Sleeps
30
Bedrooms
12

North End Farm is a delightful property near Bridport and the Jurassic Coast in Dorset. It offers ample furnished grounds, rustic charm, lovely views & stunning sunsets. Surrounded by rolling green hills, the farm offers pet-friendly holiday cottages and cabins for couples, small families and large groups.

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S single-storey chapel conversion to a holiday cottage in West Lulworth
Sleeps
6
Bedrooms
3

Explore St Mary's Chapel, a luxurious West Lulworth holiday let in Dorset, offering an unforgettable escape in an Area of Outstanding Natural Beauty. This converted chapel sleeps up to six guests, featuring unique architectural elements, an open-plan living space with underfloor heating, and flexible sleeping arrangements. The enclosed garden with scenic views and proximity to local amenities, including Lulworth Cove's pebble beach, adds to the property's allure. Discover a perfect blend of comfort and coastal beauty at this Dorset holiday rental. View more information and photos for an enticing escape.

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Modern, 3-storey Dorset eco-lodge overlooking a patio and large lawn.
Sleeps
8
Bedrooms
3

Harbour Lights is a spacious seaside cottage located in Dorset, situated between Bridport and West Bay. The cottage provides modern amenities and offers breathtaking views of both the countryside and the sea. It is pet-friendly and comes with a large furnished terrace, perfect for hosting gatherings. Inside, the cottage features elegant Corian work surfaces, as well as marble and wooden floors.

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Exteerio of a beachfront chalet bungalow overlooking a sea wall.
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.
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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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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A large thatched cottage overlooks spacious, freshly-mown lawns.
Sleeps
8
Bedrooms
4

Magna Cottage is a 300-year-old cottage with a thatched roof, abundant character, a large mature garden, and many homely comforts. The pet-friendly holiday cottage in a secluded corner of Dorset near Shaftesbury boasts an inglenook fireplace, contemporary style and beautiful views.

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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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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!