Holiday cottages for October in Yorkshire

Holiday cottages for October in Yorkshire

Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term. Read more

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

We've got 19 holiday cottages matching your search in Yorkshire...

Goaf Cottage is a 2 bedroom, dog friendly self catering cottage near Whitby.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £796 booking fees included

Goaf Cottage

6204

2 bedroom, dog friendly self catering cottage near Whitby.


In a county of hills, dales and sandy beaches, you will find the moors village of Glaisdale and nestled in a sleepy lane sits Goaf Cottage, an old farm building converted into a go...

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

7 nights from £796

Holly Tree is a 4 bedroom, dog friendly self catering cottage near York.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1086 booking fees included

Holly Tree

6145

4 bedroom, dog friendly self catering cottage near York.


Set in the historic village of Myton on Swale, which was mentioned in the 1086 Domesday book and home to a charming historic 19th Century cast Iron bridge, Holly Tree offers an idy...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1086

The Bothy is a 1 bedroom, dog friendly self catering cottage near Skipton.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £569 booking fees included

The Bothy

6125

1 bedroom, dog friendly self catering cottage near Skipton.


If you are craving a cosy getaway for two or a quiet friend's weekend, The Bothy is a great choice. It is a traditional, restored stone cottage sitting right in the heart of the de...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £569

The Old Stables is a 2 bedroom self catering cottage near Bridlington.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £767 booking fees included

The Old Stables

6093

2 bedroom self catering cottage near Bridlington.


Welcome to The Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £767

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No 9 is a 2 bedroom, dog friendly self catering cottage near York.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £737 booking fees included

No 9

6052

2 bedroom, dog friendly self catering cottage near York.


Tucked away in a quiet gated community only steps from the pretty centre of the market town of Helmsley, sits No 9, a pretty two-storey cottage surrounded by beech hedging and with...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £737

Number 5 is a 3 bedroom, dog friendly holiday cottage near the beach in Filey.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £730 booking fees included

Number 5

5868

3 bedroom, dog friendly holiday cottage near the beach in Filey.


This delightful holiday cottage in Filey offers a perfect blend of coastal charm and countryside accessibility as it's just a short stroll from the seaside but has easy access to t...

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

7 nights from £730

Yore View is a 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £622 booking fees included

Yore View

5958

2 bedroom, dog friendly self catering cottage near Hawes.


A warm welcome awaits at Yore View in the Yorkshire Dales, perched on a ridge with amazing views over the countryside and surrounded by a large garden, this thoughtful renovation h...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £622

Albie's Freight Train is a Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £76 per night + £53 booking fees

Albie's Freight Train

5967

Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.


All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £76 per night

Low Rigg is a 3 bedroom, dog friendly self catering cottage in Muker.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £730 booking fees included

Low Rigg

5770

3 bedroom, dog friendly self catering cottage in Muker.


Come and enjoy a break in the Yorkshire Dales and relax with the rustic charm of an original Yorkshire stone cottage. Semi-detached Low Rigg is huddled at the edge the charming vil...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £730

View
  • 15% off

    6 Nov 2026 - 13 Nov 2026

    £730.00 £629.95 booking fees included

  • 15% off

    13 Nov 2026 - 20 Nov 2026

    £730.00 £629.95 booking fees included

  • 15% off

    20 Nov 2026 - 27 Nov 2026

    £730.00 £629.95 booking fees included

Fell View is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £545 booking fees included

Fell View

5812

3 bedroom, dog friendly self catering cottage near Hawes.


If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...

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

7 nights from £545

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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.