Dorset Cottages for November

Dorset Cottages for November

Why not treat yourself to something special this November and book a self-catering cottage in Dorset? With properties of all shapes and sizes, you can find somewhere just right for you amongst our luxury collection. Take a step closer to a dreamy retreat and secure your favourite cottage today. All of our cottages have been personally inspected and handpicked onto our books. Read more

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

We have 38 Dorset cottages for an autumnal break

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

7 nights from £336

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 £336

Hood's is a 2 bedroom, dog friendly self catering cottage near Bridport, Dorset.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1050

Hood's

6045

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


This stunning barn and milking parlour conversion is set within the glorious Dorset countryside, offering panoramic views across the Marshwood Vale and beyond. Hoods provides luxur...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1050

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

7 nights from £631

Loaf

6046

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


Loaf is a gorgeous and sympathetic restoration of an ancient Dorset granary with panoramic views across the Marshwood Vale. Its interiors are straight out of a magazine with design...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £631

Hood's and Loaf at Kingsland Farm

  • Sleeps 6 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £1681

Freshfields is a 4 bedroom self catering cottage near Dorchester, Dorset.
  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £600 *

Freshfields

5706

4 bedroom self catering cottage near Dorchester, Dorset.


Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...

  • Sleeps 7 + cot
  • No pets
  • Changeover Fri

7 nights from £600 *

Whetley Farm

  • Sleeps 8 + 2 cots in 2 properties
  • Changeover Fri

7 nights from £861

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

7 nights from £431 *

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 £431 *

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

7 nights from £431 *

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 £431 *

Bluebells is a 2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £495 *

Bluebells

5624

2 bedroom, dog friendly cottage in walking distance of Bridport, Dorset.


Tucked away in a quiet location, yet just a stone's throw from bustling Bridport and the Jurassic Coast, you will find Bluebells. Situated at the end of a pretty row of cottages, t...

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

7 nights from £495 *

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

7 nights from £833

The Old Dairy

5551

2 bedroom, dog friendly cottage near Wimborne Minster, Dorset.


Situated within the southern neolithic ring of Knowlton Church and Earthworks and perfectly positioned under a Dark Sky Reserve, is The Old Dairy; a stylish and modern conversion t...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £833

Load more

Head to Dorset for Bonfire Night and watch fireworks burst and scatter thousands of colours across the night sky. Or wait for stormy weather to hit and stay in a sea view cottage, watching Mother Nature's spectacular shows from the comfort and warmth of a luxury retreat. How about a town hub close to local pubs and restaurants offering a warm reception and even warmer food? However you'd like to spend your holiday and whoever you'd like to share it with, take a step closer to a well-earned break this November. Across Dorset we have 38 self-catering cottages ready for you to enjoy the holiday of a lifetime. Many are dog-friendly too, so everyone can join in on the fun.