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 an eco-friendly, wooden caravan in a Dorset field.
Sleeps
2
Bedrooms
1

North End Cabin is a funky rural cabin offering couples seclusion and fresh air. It is located on North End Farm in Chideock, Dorset, and promises beautiful views and wonderful sunsets. The cabin features a wood-burning stove, cosy comfort, space for pets, a hammock, and furnished outdoor spaces.

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Stone-built, single storey barn conversion overlooking open countryside.
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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Sleeps
4
Bedrooms
1

The Old Cricket Pavilion is in a picturesque rural location at North End Farm near Bridport. It has a small enclosed lawned garden and panoramic Dorset countryside views—ideal for a romantic retreat for two or a small family. Pets welcome.

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A footpath flanked by privet hedges leads to a stone-built holiday cottage with a covered porch.
Sleeps
3
Bedrooms
2

Greenwich Cottage is a stylish, home-from-home character cottage in the West Dorset village of Chideock on the Jurassic Coast. It sleeps up to 3 and is perfect for a romantic or small family getaway within walking distance to 3 excellent pubs and the beach at Seatown.

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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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Sleeps
8
Bedrooms
3

The Old Barn is a charming stone-built cottage near Swanage offering stylish accommodation. Set on the Isle of Purbeck, Dorset's large and pet-friendly holiday home promises tranquillity, lovely views, spacious grounds, fresh air, open-plan living and a cosy log fire.

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A single-storey Dorset holiday cottage overlooks a large lawn surrounded by a wooden fence, trees and rose bushes.
Sleeps
11
Bedrooms
5

Situated amidst the splendour of the Dorset Area of Outstanding Natural Beauty and boasting amenities suitable for all ages, Court House Farmhouse is a large holiday cottage on the edge of the Dorset village of Whitchurch Canonicorum. This a child-friendly cottage with five bedrooms, a private hot tub, and a shared games barn.

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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.

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A semii-detached Dorset cottage overlooks a paved front courtyard for parking.
Sleeps
2
Bedrooms
1

Dating back to the 1600s, Candy Cottage boasts rustic charm and tranquillity. The pet-friendly cottage in Thornford promises touches of yesteryear, space for pets, and a wood-burning stove in a traditional fireplace. A roll-top bath offers relaxation & the cottage is well situated in Dorset.

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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!