May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more

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

We've got 20 holiday cottages matching your search in North England...

11 Cocker Lane is a 2 bedroom self catering cottage in Cockermouth.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £764 booking fees included

11 Cocker Lane

6148

2 bedroom self catering cottage in Cockermouth.


A tapestry of coloured cottages in a charming quiet lane with many houses dating back to the 1700s, is where you will find this cosy, yet stylish terraced cottage, nestled in Cocke...

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

7 nights from £764

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

7 nights from £662 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 £662

Reserve your 2027 holiday for just £40.00

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Hill Top Cottage is a 2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £999 booking fees included

Hill Top Cottage

6077

2 bedroom, dog friendly self catering cottage near Kirkby Lonsdale.


Cradled within the peaceful village of Barbon bordering both North Yorkshire and Cumbria, sits Hill Top Cottage. Rustic charm radiates from every burning log, every communal meal a...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £999

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

7 nights from £826 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 £826

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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 £818 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 £818

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

7 nights from £712 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 £712

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 £89 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 £89 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 £838 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 £838

View
  • 15% off

    23 Oct 2026 - 30 Oct 2026

    From £815.00 £702.20 booking fees included

  • 15% off

    30 Oct 2026 - 6 Nov 2026

    £730.00 £629.95 booking fees included

  • 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 £616 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 £616

Low Shaw Farmhouse is a 4 bedroom, dog friendly self catering cottage in Hawes.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1293 booking fees included

Low Shaw Farmhouse

5794

4 bedroom, dog friendly self catering cottage in Hawes.


As you approach the hamlet of Simonstone and look up to the hill on your right you will see Low Shaw Farmhouse nestled on the hillside, surrounded by sheep enclosed by the wonderfu...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1293

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

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With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to North England. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.