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 21 holiday cottages matching your search in North England...

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 £935

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 £935

Magical Barn is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Barn

5996

2 bedroom self catering cottage near Haltwhistle.


Magical Barn is nestled on the edge of the Dark Sky Park in Northumberland amid green hills and woodland and from the moment you step out of your car and turn the corner to catch y...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Cottage is a 2 bedroom self catering cottage near Haltwhistle.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1300

Magical Cottage

5997

2 bedroom self catering cottage near Haltwhistle.


Situated within a delightful courtyard surrounded by verdant landscapes, you'll find Magical Cottage. This beautifully converted single-storey former coach house, pairs its agricul...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1300

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

7 nights from £762

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 £762

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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 £755

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 £755

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

7 nights from £648

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 £648

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 £99 per night

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 £99 per night

Maple Cottage is a 1 bedroom, dog friendly self catering cottage near Milnthorpe.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £560

Maple Cottage

5874

1 bedroom, dog friendly self catering cottage near Milnthorpe.


Welcome to Maple Cottage, with its upside down construction and large windows which give you the feeling of sitting among the trees. Perched on the edge of the South Lakes and with...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £560

Castle View is a 1 bedroom self catering apartment in Alnwick.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £715

Castle View

5851

1 bedroom self catering apartment in Alnwick.


With glimpses of the battlements, this charming bolthole in the centre of Alnwick is a fantastic base for exploring the delights of this historic town and a stunning part of Northu...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £715

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

7 nights from £553

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 £553

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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.