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
2
Bedrooms
1

The Compass is a stylish one-bedroom apartment in the heart of the resort town of Swanage, Dorset, a romantic flat within a pleasant courtyard that makes a cosy holiday escape for couples, with a private parking space, fully fitted kitchen, breakfast bar, tiled bathroom, and comfy sitting area.

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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 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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Sleeps
4
Bedrooms
2

Apple Tree Cottage is a picturesque chocolate box cottage in the heart of Burton Bradstock in Dorset. The pet-friendly cottage sleeps four and boasts a thatched roof and proximity to beautiful beaches, a furnished cottage garden, exposed beams, elegant furnishings, natural light and charm.

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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.

  • Active Holidays
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A 2-storey, thatched Dorset holiday cottage on a quiet village street.
Sleeps
4
Bedrooms
2

Introducing Jasmine Cottage, a delightful holiday home located in Burton Bradstock along the stunning Jurassic Coast. The cottage can accommodate up to four guests in its two bedrooms, offering a cosy and comfortable retreat. With spacious interiors, modern amenities, and a charming cottage garden, Jasmine Cottage is a perfect choice for those looking for a relaxing getaway or to explore the coastal beauty of Dorset. Discover more about Jasmine Cottage and experience an unforgettable holiday.

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Exterior of a chalet bungalow overlooking an ornate garden with rockery
Sleeps
4
Bedrooms
1

North End Farm's Old Dairy is a very comfortable, spacious rural holiday cottage for couples near Bridport in Broadchurch country on Dorset's Jurassic Coast with walks and beautiful beaches nearby. Well-equipped kitchen, central heating, wood burner and Strauss piano. Great pubs.

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A large contemporary holiday home looks down over a large lawn.
Sleeps
10
Bedrooms
5

Welcome to Somerhill, a genuinely exceptional holiday cottage nestled in the heart of Lyme Regis. If you're seeking spacious and luxurious accommodation for your large family or group of friends, you've found it. Somerhill is your home away from home, complete with a stunning outdoor heated swimming pool, perfect for relaxation and fun for up to ten guests on the Dorset Coast.

  • Accessible By Train
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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!

  • Active Holidays
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  • Dog-Friendly Holiday Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays

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!