Enjoy Our Rural Cottage Retreats in Dorset

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

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Select from 28 rural holiday cottages in Dorset

The Dairy is a 1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £320

The Dairy

2663

1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.


The Dairy is an extremely comfortable single-storey cottage in this small and friendly farm development. The property has French doors to its own enclosed outside space – the patio...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £320

The Linhay is a 1 bedroom cottage near the beach near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £320

The Linhay

2661

1 bedroom cottage near the beach near Bridport, Dorset.


The Linhay is a tucked away single-storey retreat – and an ideal base for exploring the wonderful coastline. The cottage nestles alongside the barns, with a fully enclosed gravel c...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £320

Kingfishers is a 1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £322

Kingfishers

6035

1 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.


Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Mon

7 nights from £322

View
  • 20% off

    2 Feb 2026 - 9 Feb 2026

    £403.00 £322.40

  • 20% off

    9 Feb 2026 - 16 Feb 2026

    From £403.00 £322.40

  • 20% off

    16 Feb 2026 - 23 Feb 2026

    From £504.00 £403.20

  • 20% off

    23 Feb 2026 - 2 Mar 2026

    £403.00 £322.40

The Granary is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412 *

The Granary

5683

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


Tucked away in a rural corner of west Dorset you will find The Granary; a single-storey cottage with a shared two acre woodland and wildflower meadow to while away holiday days in....

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412 *

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The Dairy is a 2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412 *

The Dairy

5682

2 bedroom, dog friendly holiday cottage near Beaminster, Dorset.


A cosy single-storey cottage, a secret wood and wildflower meadow, all available to you in a location only a short drive of the World Heritage Jurassic Coast, are we tempting you y...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412 *

Swallows' Rest is a 1 bedroom, dog friendly cottage near Beaminster, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412

Swallows' Rest

4644

1 bedroom, dog friendly cottage near Beaminster, Dorset.


The sleepy west Dorset countryside awaits you at this cute bolthole for two (plus your four-legged friends). Tucked away at the end of the owners' garden, this converted barn is hi...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £412

Loaf is a 1 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £433

Loaf

6046

1 bedroom, dog friendly self catering cottage near Bridport, Dorset.


**Loaf can accommodate flexible check in days – please contact us to request.** Loaf is a gorgeous and sympathetic restoration of an ancient Dorset granary with panoramic views ...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £433

View
  • 25% off

    2 Feb 2026 - 6 Feb 2026

    £346.80 £260.10

  • 25% off

    6 Feb 2026 - 13 Feb 2026

    From £578.00 £433.50

  • 25% off

    15 Feb 2026 - 20 Feb 2026

    £473.25 £354.94

  • 25% off

    20 Feb 2026 - 27 Feb 2026

    £631.00 £473.25

  • 25% off

    27 Feb 2026 - 2 Mar 2026

    £315.50 £236.63

Badgers Cottage is a 1 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £453

Badgers Cottage

3014

1 bedroom, dog friendly cottage near Bridport, Dorset.


This pretty semi-detached cottage for two is nestled within an Area of Outstanding Natural Beauty (now known as National Landscapes) on West Hembury Farm. Badgers Cottage is an ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £453

The Parlour is a 2 bedroom cottage with views of Golden Cap near Bridport, Dorset
  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £497 *

The Parlour

2662

2 bedroom cottage with views of Golden Cap near Bridport, Dorset


The Parlour is an excellent choice for a family, with French doors opening out onto an enclosed gravelled patio, comfortable accommodation for five guests – one of the three single...

  • Sleeps 5 + cot
  • No pets
  • Changeover Sat

7 nights from £497 *

Barn Owls Cottage is a 3 bedroom, dog friendly cottage near Bridport, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £515 *

Barn Owls Cottage

3015

3 bedroom, dog friendly cottage near Bridport, Dorset.


Barn Owls Cottage is a semi-detached cottage that has been converted from an 18th Century stone barn. Despite having stylish modern fittings, it has still retained much of its orig...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £515 *

Choose from our exclusive collection at the best prices with real time availability.

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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.