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 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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Sleeps
4
Bedrooms
2

Situated on a beautiful farm overlooking the Jurassic Coast in West Dorset, The Swallows is one of seven-holiday cottages at Character Farm Cottages near Weymouth. 4-star rated by Visit England, it comfortably sleeps four. It is exceptionally well-appointed and open throughout the year. Pets welcome.

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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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Sleeps
12
Bedrooms
4

The Cider House and The Old Dairy combine to form one cottage on North End Farm in Chideock, Dorset. The pet-friendly 4-bedroom cottage sleeps 12 (including two sofa beds) and boasts a thatched roof, oak beams, wooden floors, and a log fire, as well as outdoor furnished spaces that capture the rural views.

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A Lighthouse tower and buildings on a grassy clifftop.
Sleeps
6
Bedrooms
4

Enjoy a unique holiday at Veronica Cottage, a stylish coastal cottage within Anvil Point Lighthouse near Swanage. Set within Durleston Country Park, the contemporary cottage enjoys spectacular ocean views and access to the beautiful beaches of Dorset. It offers spacious grounds and a sea breeze.

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Exterior of a brick-built Dorset bungalow surrounded by lawns, shrubs and mature trees.
Sleeps
4
Bedrooms
2

Wyndthorpe Cottage is a charming rural dwelling located in the idyllic village of Milton Abbas. The cottage boasts a beautiful mature garden, which is fully furnished and offers picturesque views of the Dorset countryside. Inside, the cottage is designed with modern comforts in mind, featuring a sophisticated open-plan layout that is flooded with natural light.

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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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Exterior of a stone-built Dorset chalet bungalow overlooking a front lawn and drive.
Sleeps
6
Bedrooms
3

Lanes End, a charming Chetnole holiday rental, offers a delightful escape with three bedrooms: one ground-floor king-size, one double, and one twin. Enjoy modern amenities like a bathroom with a walk-in shower, a kitchen/diner, and a living/dining room with a wood-burning stove. The property features a private driveway, front lawn, and rear garden with furniture. Immerse yourself in comfort with WiFi, TV, and essential supplies included. Experience tranquillity in this pet-friendly retreat, where no smoking is allowed — book now for a memorable Dorset getaway in all seasons.

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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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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!