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
6
Bedrooms
3

The Old School is a gorgeous stone and tiled cottage that once educated South Perrott's youth. The pet-friendly holiday cottage in Dorset retains its Gothic arched doors, mullion windows and vaulted beamed ceilings and boasts a Loggia in a beautiful garden, a wood burner and countryside views.

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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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A semi-detached stone-built holiday cottage in Chideock overlooks a quiet village lane.
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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Q double-fronted, redbrick terraced holiday cottage in Wareham.
Sleeps
7
Bedrooms
4

Ammonite is a characterful Dorset coastal cottage on the Jurassic Coast in the Dorset town of Wareham. It can sleep seven people in four bedrooms.

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Exterior of a contemporary house with  a built-iin garage, smal front garden and a palm treein Weymouth
Sleeps
6
Bedrooms
3

Sea Pebbles is a beautifully presented house only a few steps away from the front door to breathtaking sea views and the coastal path in Weymouth. Whatever you decide to do on your Dorset holiday, Sea Pebbles offers the perfect base from which to explore the Jurassic coast.

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A partially thatched Dorset cottage overlooks a large and secure lawned garden
Sleeps
4
Bedrooms
3

Enjoy the unspoilt beauty of the hamlet of Benville, Dorset, just as Thomas Hardy described it a century ago, with a stay at Benville Cottage, a historic child-friendly cottage with three bedrooms, a large garden with three terraced lawn areas, an Inglenook fireplace, and 17th-century stone wall carving.

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Sleeps
12
Bedrooms
4

The Cider House and The Old Dairy combine to form one cottage on North End Farm in Chideock, Dorset. The pet-friendly 4-bedroom cottage sleeps 12 (including two sofa beds) and boasts a thatched roof, oak beams, wooden floors, and a log fire, as well as outdoor furnished spaces that capture the rural views.

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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 thatched village cottage in Dorset.
Sleeps
4
Bedrooms
2

Church Cottage is a delightful thatched holiday cottage nestled beside the church in Cattistock, Dorset. The pet-friendly cottage boasts a lovely, landscaped garden, a luxurious interior with elegant design features, and a prime location in this quaint village.

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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!