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
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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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 cottage lounge with a pine-beamed ceiling and comfortable leather sofas.
Sleeps
4
Bedrooms
2

Located close to Dorset’s Jurassic Coast near Bridport, The Cider Barn is a newly refurbished family-friendly barn conversion in secluded rural surroundings at Hembury Mil in Askerwell. The Cider Barn sleeps 4 in 2 bedrooms, appealing to those planning beach or walking holidays on the Dorset coast.

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A thatched farmhouse and barns overlook a large reed-fringed pond.
Sleeps
14
Bedrooms
6

North End's large listed Farmhouse is available for Dorset holiday lets all year. It is situated in a spectacular countryside setting on the Jurassic Coast, between the lively market towns of Bridport and Lyme Regis. Beaches, culture, pubs, and walks are easily accessible. Pets are welcome.

  • Accessible Cottages
  • Active Holidays
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  • Coastal Cottages
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  • Large Holiday Cottages
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  • Short Breaks
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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.

  • Active Holidays
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  • Coastal Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
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 semi-detached, stone-built village cottage surrounded by a privet-hedged garden.
Sleeps
5
Bedrooms
3

Rose Cottage is a delightful Grade II-listed detached cottage in the charming village of Powerstock in Dorset. The stone-built rural cottage boasts mature gardens with sitting-out areas, an interior with exposed beams, tiled floors, an inglenook fireplace, a wood burner and modern comforts.

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  • Cycling Holidays
  • Short Breaks
  • Walking Holidays
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.

  • Active Holidays
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  • Short Breaks
  • Walking Holidays
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.

  • Active Holidays
  • Agency Cottages
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  • Coastal Cottages
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  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Large Holiday Cottages
  • Short Breaks
  • 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!