Holiday cottages for October in Dorset

Booking a Dorset holiday cottage in October sounds more like a winter break, but the summer can be extended by a few extra weeks down here. 

We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in. We have 47 holiday cottages for October in Dorset for you to choose from.

We've got 47 holiday cottages matching your search in Dorset...

3 bedroom self catering cottage near Shaftesbury, Dorset.


This fabulous Georgian House is the perfect base from which to explore the many unique attractions that are a short drive away. Create great holiday memories with fascinating days ...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £606 - £862 *

* Includes 10% off for parties up to 4 + cot between 10 Mar and 29 Dec 2018.

3 bedroom holiday cottage near Bridport, Dorset.


This sunny south-facing cottage enjoys a quiet rural position on the edge of the beautiful village of Netherbury, a short drive from the beaches and cliffs of the World Heritage Ju...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £436 - £558

2 bedroom, rural cottage near the beach near Bridport, Dorset.


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

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Sat

Price per week £458 - £632

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £502 - £705

View
  • 20% off

    27 Apr 2018 - 4 May 2018

    £561.65 £449.60

3 bedroom self catering cottage in Wareham, Dorset.


Wareham is the gateway to the Jurassic Coast, a fabulous base from which to explore the Isle of Purbeck. Just within the ancient Saxon walls of this historic market town, Northgate...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £517 - £662

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


Tucked away in this quietest of rural locations, Ridge Lodge is a hidden gem, with fabulous far reaching views over the Dorset landscape. This delightful cottage has been stylishly...

  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £519 - £664

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

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


Barn Owls Cottage, a semi-detached cottage converted from an 18th Century stone barn, has retained much of its original character with inset fossils and huge oak beams. The kitchen...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

Price per week £536 - £753

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


This is an excellent base for exploring rural and coastal Dorset. Cranborne Chase (an Area of Outstanding Natural Beauty) is on the doorstep, and the beaches of the Jurassic Coast ...

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

Price per week £562 - £789

3 bedroom, dog friendly self catering cottage 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

Price per week £578 - £811

Dog friendly safari tent glamping for six persons near Shaftesbury, Dorset.


Glamping at Black Pig Retreats allows you to escape the everyday, park your car, load up your wheelbarrow and your countryside adventure begins; canvas living with a little of the ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £587 - £810

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