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 country house in Sherborne or leisurely summer holidays in seaside cottages from Swanage to Lyme Regis, you will fall in love with the fresh air and slow way of life in Dorset.

78 cottages found 78 match all criteria.

£100.00 off

29th Jun-23rd Aug

Threshers Barn at Bakers Mill Cottage Listing
Threshers Barn at Bakers Mill Thumbnail 1Threshers Barn at Bakers Mill Thumbnail 2

Situated on a working organic farm within an area of outstanding natural beauty, Threshers Barn is a Grade 2 listed 16th century flint barn, sympathetically restored to provide cosy bright and airy accommodation. Plenty of character maintained with original features such as old beams and windows.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3

A Portland Bill cottage with sea views near Weymouth in Dorset offering a sensational and unique holiday home, once the dwelling place of Marie Stopes. Sleeps 4.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

It is a 10-minute level walk to the award-winning beach in Charmouth on Dorset’s Jurassic Coast from The Cottage, a seaside holiday home, beautifully furnished to accommodate 6 guests in 3 bedrooms. As well as beach holidays, it is perfectly located for coast path and countryside walking holidays.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 1

Seaspray is the perfect Dorset get away for walkers, families, beach lovers and star gazers! With extensive sea and coastal views Seaspray offers a taste of life by the beach in the beautiful small village of Eype. Pets welcome.

  • Sleeps 4
  • Bedrooms 2
  • Bathrooms 1

Rose Cottage is a family-friendly farm cottage at Eweleaze Farm just outside Dorchester in Dorset within easy reach of the coast at Weymouth. This beautifully furnished Dorset holiday cottage sleeps 6 in 3 bedrooms with private garden and tennis court.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 2

Eagles Nest is a large, pet friendly Dorset Holiday Cottage with private garden and hot tub sleeping 6-7 nestling in peaceful rural seclusion on the Symondsbury Estate near Bridport in Dorset and the beautiful Jurassic Coast.

  • Sleeps 6
  • Bedrooms 3
  • Bathrooms 3

Relax in a large, contemporary 4-bedroom holiday cottage on the World Heritage Jurassic Coast near Weymouth in Dorset. This well-furnished and pet friendly property, lies a few-minutes from the coast. It offers sea views of Chesil Beach and Portland Harbour. Coastal walks from the end of the garden.

  • Sleeps 8
  • Bedrooms 4
  • Bathrooms 2

For anyone considering a holiday in a spacious and luxurious rural holiday cottage for couples in Dorset close to the coast and with panoramic views a few miles east of Weymouth, Pydelspring Cottage is a ?must add? addition to your shortlist of favourite cottages.

  • Sleeps 2
  • Bedrooms 1
  • Bathrooms 1

Sea Pinks Cottage is a fine example of a traditional Portland stone-built fisherman's cottage built around 1860. Now lovingly restored to create a contemporary coastal holiday cottage near Weymouth, it sleeps 6 in 3 bedrooms and welcomes pets. Pets welcome.

    Wildflower Cottage is a quaint Dorset countryside cottage in the pretty village of Sutton Pointz, two miles inland from the Jurassic Coast. It is surrounded by a sunny, well-established garden with shady trees and rose bushes, a short stroll from the village mill pond and an excellent pub.

    • Sleeps 6
    • Bedrooms 3

    Standing in an idyllic rural location on the Jurassic Coast near Lyme Regis, Greenwood is a superb one-bedroom Dorset holiday cottage for couples. nestling in Morcombelake village with a large garden, countryside and coastal views.

    • Sleeps 2
    • Bedrooms 1
    • Bathrooms 1

    A short walk from the Dorset Coast Path and Lulworth Cove, The Old Bakery is a large Dorset coastal cottage. This luxury holiday cottage sleeps 8 guests in 4 tastefully furnished bedrooms. It offers perfect self-catering seaside accommodation for a large family or group of friends.

    • Sleeps 8
    • Bedrooms 4

    Charlotte's Rest is a modern 3-bedroom Dorset holiday home boasting a fine enclosed lawn for summer games and picnics in Christchurch, a mecca for watersports enthusiasts and beach lovers. This spacious house is within easy reach of Avon and Mudeford Sandbank beaches, as well as Christchurch Harbour...

    • Sleeps 6
    • Bedrooms 3
    • Bathrooms 2

    Situated in an Area of Outstanding Natural Beauty, Chisel Barn is a new conversion designed and fitted to the highest standards.

      The Old Manor lies in Dorset countryside between Blandford Forum and Poole. This dog friendly and listed, 9-bedroom manor house offers true country house luxury self catering holidays for up to 19 guests for large family gatherings or friends. It is perfect for holidays all year round.

      • Sleeps 21
      • Bedrooms 9
      • Bathrooms 4

      A beautifully furnished and presented, oak-beamed character holiday cottage in Sutton Poyntz, Dorset. Pet friendly Millstream Cottage sleeps 7 in 4 bedrooms, just a short drive from Weymouth and beaches along the striking Jurassic World Heritage Coast.

      • Sleeps 7
      • Bedrooms 4
      • Bathrooms 2

      Enjoy the relaxing rural charm of 2 Appletree Cottage, a small Dorset holiday cottage within a countryside location in the quiet village of Sixpenny Handley near Shaftesbury. Pets welcome.

      • Sleeps 3
      • Bedrooms 2
      • Bathrooms 1

      Situated on our beautiful farm which runs down to the Fleet lagoon, Chesil Beach and the Jurassic Coastline, Chelsea Cottage is a large Dorset holiday cottage that sleeps up to 8 people. This pet-friendly coastal cottage in the countryside near Weymouth is just a mile from Chesil Beach.

      • Sleeps 8
      • Bedrooms 4
      • Bathrooms 2

      5* Gold Award C16th Dorset cottage in Shaftesbury on the iconic and spectacular 'Hovis' Hill of 'Boy on a bicycle' fame. This tardis of a cottage sleeps 6 in 4 bedrooms + 3 bathrooms, has 3 reception rooms, a baby grand piano, an inglenook, bags of character & beams and stunning views for miles!...

      • Sleeps 6
      • Bedrooms 4
      • Bathrooms 3

      Greenwich Cottage is stylish, home from home character cottage in the West Dorset village of Chideock on the Jurassic Coast. Sleeps up to 3 and is perfect for a romantic or small family getaways. Walking distance to 3 excellent pubs and the beach at Seatown.

      • Sleeps 3
      • Bedrooms 2
      • Bathrooms 1

      Cormorant View is a contemporary 4-bedroom town house offering self-catering holidays in Weymouth, a popular Dorset seaside resort. The house offers scenic views over the River Wey and Radipole Lake ? a great place for wildlife spotting and within walking distance of Weymouth?s wide sandy beach, qu...

      • Sleeps 7
      • Bedrooms 4
      • Bathrooms 2

      Whites Ground, offers self-catering accommodation in Dorset at Chisel Farm with far-reaching, stunning rural views for 2-4 guests. Furnished to a high standard this single-storey holiday home even has stabling for guests seeking somewhere to bring their horse on holiday.

      • Sleeps 6
      • Bedrooms 3
      • Bathrooms 2

      The Avoncliffe is a beautifully maintained 2-bedroom holiday home for 4 guests in a prime location overlooking the coastline in Bournemouth. Whether gazing south from your table on the balcony or from the comfort of the lounge you will be able to enjoy the sight and sounds of the sea.

      • Sleeps 4
      • Bedrooms 2
      • Bathrooms 2

      Meadow View is a peaceful 3-bedroom, pet friendly holiday cottage in Dorset, close to the Jurassic Heritage Coast in the village of Wyke between Weymouth and Portland. Recently renovated and tastefully decorated to create a welcoming holiday home at the eastern tip of Chesil Beach.

      • Sleeps 5
      • Bedrooms 3
      • Bathrooms 1

      It's not just the tranquil charm of its quaint holiday cottages that attracts visitors to Dorset. Dorset also offers its visitors a wide choice of lovely beaches. From the seaside resort of Weymouth in the east to the Regency town of Lyme Regis, there's a splendid choice including the long shingle banks of Chesil Beach (taking in the world-famous Swannery at Abbotsbury), Studland Bay, 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 th far west of Dorset lie the attractive little coastal towns of Bridpot, West Bay with its wonderful fish restaurant and Lyme Regis.

      Inland Doset 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 t Dorset holiday coittage!.