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
5
Bedrooms
3

Lilliput is tucked away in the quiet Dorset coastal village of Shipton Gorge, a mile or two from Bridport and the Jurassic Coast at Burton Bradstock. This well-maintained holiday cottage will particularly appeal to those seeking lovely walks close to hand and also welcomes pets. nicely

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Sleeps
4
Bedrooms
2

The Stables, situated amidst the owners’ 130 acres of wooded farmland in the rural village of Fifehead Neville, is a dog-friendly cottage in Dorset. It is a barn conversion lovingly renovated to an exceptionally high standard. The cottage offers spectacular views across the Blackmore Vale.

 

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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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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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S single-storey chapel conversion to a holiday cottage in West Lulworth
Sleeps
6
Bedrooms
3

Explore St Mary's Chapel, a luxurious West Lulworth holiday let in Dorset, offering an unforgettable escape in an Area of Outstanding Natural Beauty. This converted chapel sleeps up to six guests, featuring unique architectural elements, an open-plan living space with underfloor heating, and flexible sleeping arrangements. The enclosed garden with scenic views and proximity to local amenities, including Lulworth Cove's pebble beach, adds to the property's allure. Discover a perfect blend of comfort and coastal beauty at this Dorset holiday rental. View more information and photos for an enticing escape.

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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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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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1930s-style detached chalet bungalow with a paved deck surrounded by lawns and the Dorset countryside.
Sleeps
8
Bedrooms
3

This large shooting lodge is located in Dorset with peaceful rural views in a secluded location, only a short walk to Symondsbury. Axen Lodge sleeps eight over four bedrooms. This property accommodates a large garden with a hot tub, trampoline and gas BBQ. Dogs are welcome.

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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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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!