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 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 Chideock holiday cottage with a tower surrounded by a flower-filled garden.
Sleeps
6
Bedrooms
3

Experience the charm of Greystones Cottage, a delightful Jurassic Coast holiday cottage in Chideock. This inviting retreat features three bedrooms: a ground-floor twin, a well-equipped kitchen, and a cosy sitting room with a wood-burning stove. Enjoy al fresco dining on the patio with scenic garden views. Conveniently located near Seatown and Charmouth Beach, this pet-friendly haven is perfect for families seeking a tranquil escape. Immerse yourself in the beauty of Dorset's countryside—view the complete description for an unforgettable stay.

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A Thatched farmhouse with a garden surrounded by a picket fence.
Sleeps
10
Bedrooms
4

Bilshay Farmhouse is a pretty, thatched Dorset Farmhouse sleeping up to 10 over 4 bedrooms in a rural location with far-reaching views of rolling hills, a short distance from the market town of Bridport. This large holiday property also includes a hot tub, trampoline and games room. Dogs welcome.

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A 3-storey holiday cottage in Swanage with twin bay windows.
Sleeps
14
Bedrooms
7

Enjoy the beauty of the Jurassic Coast with a stay at 20 Ulwell Road, a large Swanage holiday let in Swanage on the Dorset coast, along the eastern end of the Isle of Purbeck. This three-storey pet-friendly cottage boasts seven bedrooms, an AGA cooker set in exposed brickwork, an annexe with an en-suite king-size bedroom, and a tiered garden.

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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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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 contemporary house with wide windows, curved walls and a balcony.
Sleeps
10
Bedrooms
5

Stay at Holly Wood for a dream holiday in this 5-bedroom architectural gem in Sandbanks. This exclusive retreat boasts Art-Deco elegance, a grand double-height lounge, and a cinema room for memorable self-catering holidays. The open-plan kitchen, sleek interiors, and private chef experiences redefine luxury. Annexe options cater to privacy needs. Marvel at the gallery landings, twin bedroom with an 'under the sea' mural, and a Master Suite with a private balcony. Outside, two garden areas, alfresco dining, and a fire pit add to the allure. Secure gated parking for 4 completes the experience. Your luxury Dorset holiday home with a cinema awaits.

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A limestone-built Dorset holiday cottage with a porch and tiny front garden.
Sleeps
4
Bedrooms
2

Explore Dovecot Cottage, a quality holiday home in the sleepy coastal village of Portesham in Dorset. This charming retreat boasts an open-plan living space, a delightful garden room, and a secure patio garden, ideal for relaxation and pets. Discover hidden gems like Abbotsbury Subtropical Gardens and Chesil Beach on the stunning Jurassic Coastline. With allocated parking, proximity to Weymouth and Dorchester, and local amenities, it's the perfect choice for cottage holidays in Dorset. Immerse yourself in tranquillity—view our full description for an unforgettable Dorset holiday!

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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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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!