Enjoy Our Rural Cottage Retreats in Dorset

Put the breaks on the rush of every day life and take some time for yourself. A rural retreat in Dorset gives you the time for reflection and some much needed TLC. Pick the holiday of your dreams and soak in the sights and fresh, clean air. Once you've arrived at your perfect cottage, enjoy total comfort in your very own home from home. A country getaway in Dorset can't be beaten. Read more

For an escape to the country, Dorset is at the top of the list. Durdle Door, Lulworth Cove and the Old Harry Rocks are just the first things that come to mind, and there is plenty more to explore. With Dorset's naturally jaw-dropping aesthetics and with so much to see and do, you might be wondering what could make your holiday even better.

At Classic Cottages, we understand the importance of excellent accommodation to send your holiday from ordinary into the realms of fantastic. Every single one of our luxury rural retreats is personally inspected and fully equipped so that your self catering experience is the best possible. All that's left for you to do? Relax and enjoy.

Select from 30 rural holiday cottages in Dorset

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £488

Celtic Blessing

2256

2 bedroom cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £488

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  • 25% off

    12 Aug 2022 - 19 Aug 2022

    £920.00 £690.00

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £492

The Old Dairy

4740

2 bedroom, dog friendly former milking parlour near Blandford Forum, Dorset.


This former milking parlour that served the local farm has been beautifully converted into a fabulous holiday home. Situated in a picturesque Dorset village that is full of charact...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £492

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £516 *

Sturthill Stable

2829

3 bedroom, dog friendly barn conversion set within a working farm near Bridport, Dorset.


This beautiful barn conversion at the heart of a working dairy farm is just inland from Dorset's spectacular Jurassic Coast and its beaches. The rural setting will please all the f...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £516 *

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

Gamekeeper's Cottage

4523

2 bedroom cottage with outside pool near Dorchester, Dorset.


Second in a row of pretty terraced cottages, this stylish property has been newly renovated to a very high standard. Gamekeeper's Cottage is one of four at Dominey's Yard, nestled ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

Woodcutter's Cottage

4524

2 bedroom cottage with outside pool near Dorchester, Dorset.


Rolling hills, bustling market towns, rich history and stunning beaches - have we persuaded you to holiday in Dorset yet? Finding a lovely cottage to stay in is the only thing you ...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

Poacher's Cottage

4522

2 bedroom cottage with outside pool near Dorchester, Dorset.


Tucked away in the picturesque village of Buckland Newton, Poacher's Cottage is one of four gorgeous properties making up Dominey's Yard. Situated perfectly for exploring the beaut...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £534

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £561

Dairyman’s Cottage

2094

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Located in an Area of Outstanding Natural Beauty, Hatts Farm is a working farm set in 150 acres on the picturesque Dorset and Wiltshire border. Dairyman's Cottage is a traditio...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £561

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Mon

7 nights from £562

Rectory Cottage

4795

2 bedroom cottage near Bridport, Dorset


Hidden away in the grounds of a Grade II Listed former rectory, this picture-perfect cottage is a delightful Dorset escape. From the moment you pull in to the driveway you will lov...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Mon

7 nights from £562

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £586

Barbridge Cottage

1805

2 bedroom, rural holiday cottage near Bridport, Dorset.


Nestling in a picturesque valley a fifteen minute drive from the Jurassic Coast, Barbridge Cottage is close to beaches, walks, fossil hunting, country houses, gardens and lovely pu...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £586

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £786

The Old Mill

4503

2 bedroom, unique, dog friendly converted mill near Dorchester, Dorset.


If you are looking for a beautifully unique and special property for a perfect Dorset holiday then look no further than The Old Mill. Formerly a working mill, this gorgeous propert...

  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £786

We’re here to help you find your perfect place to stay 7 days a week.

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