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 a 1930s Dorset house and garden in Dorset with a large lawn
Sleeps
4
Bedrooms
2

This comfortable family cottage on a working farm near Beaminster sleeps six in two bedrooms. It has a sunny conservatory, cosy spaces, farm-fresh eggs, and an open fire. The farm lies on the borders of Dorset and Somerset, within easy reach of Beaminster and the Jurassic Coast.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
2-storey exterior of a stone-built, large Dorset holiday cottage
Sleeps
8
Bedrooms
3

Explore West Perry Hay, a charming Jurassic Coast holiday let located on the edge of North Chideock village. This spacious, stylish, and well-appointed semi-detached property is surrounded by countryside. It's perfect for family getaways with a multi-game table, a grand kitchen, and three cosy bedrooms. Enjoy alfresco breakfasts with farm views on the large lawned area. It is ideally situated to discover the Jurassic Coast's scenic wonders. This seaside holiday home in Dorset is your gateway to a delightful coast and countryside retreat. Click for a fuller description and book your escape.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Short Breaks
  • Walking Holidays
A stone barn stands alone surrounded by wheat fields
Sleeps
6
Bedrooms
3

Blagdon Lower Barn promises true seclusion in its beautifully positioned remote location amid the Dorset countryside. Fields surround the pet-friendly cottage near Dorchester. It boasts extensive gardens with rural views and an interior with a high brick arch, open fire, open-plan design and luxurious décor.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Luxury Holiday Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
A stone-built farmhouse overlooks a large, secure lawn in the Dorset countryside.
Sleeps
7
Bedrooms
4

Crepe Farm Cottage is a pet-friendly detached holiday cottage in Bridport, a short walk from Symondsbury Village. It sleeps 7 in 4 bedrooms and has 2 log burners, a hot tub, and a large private garden with outstanding rural views of Colmers Hill!

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Cottages with Hot Tubs
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Remote Cottages
  • Short Breaks
  • Walking Holidays
Exterior of a stone-built terraced cottage with a picket fence around the front garden.
Sleeps
5
Bedrooms
2

The Sycamores is a two-bedroom Dorset holiday cottage situated on our stunning farm overlooking the West Dorset Coast and Chesil Beach. Five miles West of Weymouth, it offers the perfect countryside holiday accommodation for families or friends throughout the year. Your Pets are welcome.

  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Independent Cottages
  • Romantic Cottages
  • Short Breaks
  • Walking Holidays
An elevated, contemporary house approached by a line of steps overlooks an ornamental garden.
Sleeps
8
Bedrooms
4

Experience luxury cottage holidays in Sandbanks at Canford Chase. This large holiday home on the Dorset coast offers elegant accommodation for up to 8 guests. With a cinema room, garden office, and Mediterranean-inspired gardens, it's perfect for families and friends. Explore the nearby beaches and enjoy water sports, or dine at renowned restaurants like Rick Steins. Book now for an unforgettable stay!

  • Accessible By Train
  • Agency Cottages
  • Child-Friendly Cottages
  • Coastal Cottages
  • Large Holiday Cottages
  • Luxury Holiday Cottages
  • Short Breaks
Sleeps
8
Bedrooms
4

Bower Cottage is a large, stylish detached barn conversion offering self-catering holidays in Beaminster with generous accommodation and bright contemporary furnishings in an Outstanding National Beauty area in the West Dorset countryside.

  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Large Holiday Cottages
  • Short Breaks
  • Walking Holidays
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.

  • Active Holidays
  • Agency Cottages
  • Child-Friendly Cottages
  • Countryside Cottages
  • Cycling Holidays
  • Luxury Holiday Cottages
  • Romantic Cottages
  • Short Breaks
  • Small Cottages
  • Walking Holidays
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.

  • Accessible Cottages
  • Active Holidays
  • Child-Friendly Cottages
  • Coastal Cottages
  • Countryside Cottages
  • Dog-Friendly Holiday Cottages
  • Farm Cottages
  • Quirky Cottages
  • Remote Cottages
  • Romantic 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!