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 holiday makers 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, a luxury holiday home in Sherborne or 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.

99 cottages found 99 match all criteria.

Situated on a working organic Dorset farm in a peaceful rural location, Threshers Barn near Beaminster is a Grade 2 listed 16th-century flint barn, beautifully restored to provide cosy, bright and airy accommodation with original features such as old beams and windows. Pets welcome.

Rural charm blends seamlessly with modern urban chic at The Coach House, a two-bedroom rural cottage in Charminster. Exposed beams and sophisticated finishes feature throughout the pet-free property, which lies in easy reach of Dorchester, the River Cerne valley and Dorset’s Jurassic Coastline.

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

10% off

31st May-28th Jun

Chestnut Cottage Cottage Listing
Chestnut Cottage Thumbnail 1Chestnut Cottage Thumbnail 2

Chestnut Cottage is a large Dorset holiday cottage with sea views that sleeps 9 amidst idyllic farmland on the Jurassic Coast. With the seaside town of Weymouth nearby and the Coastal Footpath running nearby it makes it a sought-after, family-friendly holiday home. Pets welcome.

Luxury refurbished cottage in Tincleton awarded 5 STAR GOLD for 2019. On a Farm set in tranquil rural countryside in the heart of Hardye's Wessex. Ideally located near Jurassic Coastline. Disabled facilities. Enclosed garden. Fishing on the River Frome. WIFI. Nature Trail on doorstep. Tennis Court.

In the heart of Weymouth, a short stroll to the beach, 3 Park Mews is a beautifully furnished, 4-Star Dorset holiday cottage house (with parking) sleeping 4 in 2 bedrooms. It's perfect for a traditional family seaside holiday or weekend break out of season.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Tucked away a short walk from Weymouth’s beaches is Nothe View, a large and spacious contemporary town house with views over Nothe Gardens. It offers family-friendly self-catering accommodation for 8 guests in 4 bedrooms. Perfect for a large family holiday in this popular Dorset seaside resort.

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 a beach or walking holiday on the Dorset coast.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Applebee Cottage is a small traditional cottage tucked away on a quiet street in the vibrant market town of Bridport, Dorset, a child-friendly two-bedroom holiday home away from home along the Jurassic Coast that features fully fitted kitchen, homely living area, and free Wi-Fi.

Chisel Farm Barns comprise two new and stylish self-contained barn conversions, Foxditch and Whites Ground, near Blandford Forum in Dorset sleeping 10 guests between them. Being both child and pret friendly they are perfect for dual family holidays in rural Dorset.

This large detached property is on the quietest edge of the beautiful, much sought after village of Burton Bradstock, with idyllic views of open farmland. The village is one of the main gateways to the Jurassic Coast World Heritage Site.

Located within the heart of Weymouth, within walking distance of a Blue Flag Beach and other superb attractions, Beachhaven is a large, spacious and well-equipped holiday cottage in Dorset sleeping 12 a short walk to the beach.

Holiday goers heading to the world-famous village of Tolpuddle, Dorset, can book their stay at The Hayloft for charming Dorset cottage holidays on the outskirts of town, with three bedrooms, en-suite baths, cosy open fire, a lovely garden and rural views across the Piddle Valley.

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, beautiful beaches nearby. Well equipped kitchen central heating wood burner and Strauss piano. Great pubs.

£100 off

29th Jul-2nd Aug

Bilshay Farmhouse Cottage Listing
Bilshay Farmhouse Thumbnail 1Bilshay Farmhouse Thumbnail 2

Bilshay Farmhouse is a large beautiful thatched Dorset farmhouse sleeping 10, set in a rural location, a short distance from the market town of Bridport. It has recently been refurbished to a luxurious standard. Currently graded at 4 star Gold. Pets welcome.

Reward yourself with a regal holiday in the stately and meticulously-appointed Hardy Manor, a large, luxury holiday cottage with a hot tub in Dorset. Mark a special occasion in unparalleled comfort and 9 acres of manicured grounds near Pudddletown in Dorset.

£100 off

5th-8th Jul

Old Post Office Cottage Cottage Listing
Old Post Office Cottage Thumbnail 1Old Post Office Cottage Thumbnail 2

Old Post Office Cottage sleeps 5/6 and is conveniently located in the heart of Symondsbury Village. The generous gardens and proximity to both Bridport and the sea make this Dorset holiday cottage very special. Pets welcome.

The Willows is a 1 bedroom Dorset cottage ideal for couples or solo travelers set on our working farm overlooking the Fleet Lagoon and the mighty Jurassic Coastline. Ideal for walkers, cyclists and people who just want to escape to the peace and tranquility of the Dorset countryside.

Peace and tradition greet visitors to this spacious holiday cottage on a cattle and sheep farm in rural East Dorset. The farmhouse offers three bedrooms and sits beside the River Crane, about a mile from Verwood. A large kitchen allows for family meals and the nearby countryside abounds in wildlife.

The Sycamores is a 2 bedroom Dorset holiday cottage situated on our stunning farm overlooking the West Dorset Coast and Chesil Beach. 5 miles to the West of Weymouth, the Sycamores offers the perfect countryside holiday accommodation for families or friends throughout the year. Pets welcome.

Sea Esta is a newly refurbished, large and comfortable seaside holiday cottage in Weymouth sleeping 12 in 6 bedrooms all en-suite - perfect for self-catering holidays on Dorset's Jurassic Coast for big families or groups of friends.

  • Sleeps 12
  • Bedrooms 6
  • Bathrooms 6

View The Old Higher Lighthouse, an unusual Portland Bill holiday cottage with sea views near Weymouth in Dorset offering a sensational and unique holiday home, once the dwelling place of Marie Stopes, this converted Jurassic Coast Lighthouse sleeps 4 in 2 bedrooms.

Puckhams is a luxury holiday cottage in an idyllic rural location near Beaminster in Dorset. This large, beautifully-furnished 5-bedroom, holiday cottage in Stoke Abbott is surrounded by its own beautiful mature gardens with fine rural views.

  • Sleeps 12
  • Bedrooms 5
  • Bathrooms 3

The flagstone flooring and thatched roof of Champernhayes Farmhouse point to its history and frame a masterfully restored farmhouse sitting on a vast property near Lyme Regis in Dorset. The pet-friendly rural cottage boasts an inglenook fireplace, a garden pond, an indoor jacuzzi and a swim spa.

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 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 both 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 where winter rockfalls often reveal fossils (although you're no longer allowed to go digging for them).

There's an equally appealing choice of attractions to enjoy away form 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. Catch your train at Corfe and while there, visit the magnificent ruins of Corfe Castle high on hill above the town. Head west to Bovington where you'll find the (seriously) best and most entertaining of tank museums 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 wonderful fish restaurant and Lyme Regis.

Inland Dorset is as pretty as the names of its villages imply. How an 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, the latter a location for a famous Hovis Bread advert in the 70's, will readily testify.

Other attractions well worth a visit include the Model Town at Wimbourne and, at the end of August, the Great Dorset Steam Fair near Blandford Forum which is so large you'll need more than one day to work your way around it - which shouldn't be a problem if you are staying in a Dorset holiday cottage!.