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

Lodge Cottage is a 3 bedroom, dog friendly self catering cottage near Helmsley.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1044

Lodge Cottage

5834

3 bedroom, dog friendly self catering cottage near Helmsley.


Nestled in the beautiful Yorkshire countryside is Lodge Cottage, close to the popular market town of Helmsley, foodie town of Malton and Hovingham, a delightful village with a stre...

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

7 nights from £1044

The Haven is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £638

The Haven

5778

2 bedroom self catering cottage near Hawes.


As its name implies, The Haven is a lovely stone cottage in the heart of the Yorkshire Dales in the quintessential country village of Gunnerside with its pretty bridge, picturesque...

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

7 nights from £638

Chestnut Retreat is a 2 bedroom self catering apartment with swimming pool in Ossett
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1551

Chestnut Retreat

5750

2 bedroom self catering apartment with swimming pool in Ossett


Visit West Yorkshire and relax in this luxury apartment with an onsite spa. After a day of visiting local attractions or walking in the hills, return to spend some quality time in ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £1551

School House is a 3 bedroom, dog friendly self catering cottage near the sea in Muston near Filey.
  • Sleeps 5 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £756

School House

5704

3 bedroom, dog friendly self catering cottage near the sea in Muston near Filey.


This charming gem of a cottage is located in the pretty village of Muston, Yorkshire, which is listed in the Domesday Book. Close to the seaside town of Filey and one of England's ...

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

7 nights from £756

Ethel's Escape is a 3 bedroom self catering cottage near York.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £807

Ethel's Escape

5617

3 bedroom self catering cottage near York.


For a fabulous stay in Yorkshire look no further than Ethel's Escape in the peaceful village of Fangfoss in the beautiful Yorkshire Wolds. One of a small collection of holiday cott...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £807

Belle's View is a 2 bedroom, dog friendly apartment with sea views in Scarborough.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £713

Belle's View

5513

2 bedroom, dog friendly apartment with sea views in Scarborough.


Nestled in the perfect location near to Scarborough's north beach, Belle's View is a simply gorgeous dog-friendly apartment with fantastic sea views, ideal for a seaside holiday at...

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

7 nights from £713

Hillrise is a 4 bedroom, dog friendly self catering cottage near Whitby.
  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

Hillrise

5507

4 bedroom, dog friendly self catering cottage near Whitby.


Situated in the picturesque Yorkshire Moors village of Glaisdale, Hillrise is a delightful cottage to while away your holiday in. Lovingly restored with cosy interiors packed full ...

  • Sleeps 7 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £770

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

From £108 per night

Sammi's Freight Train

5287

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


Immerse yourself in a restful rural getaway and escape the rush of everyday life. Disappear into the heart of the Yorkshire Dales and return for evening starlit soaks in the wood-f...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £108 per night

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

7 nights from £835

Lowther Castle Cottage

5269

2 bedroom, dog friendly self catering cottage near Penrith.


Right in the heart of this pretty conservation village you will find this contemporary inspired cottage with plenty of history. Within walking distance of Lowther Castle and Garden...

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

7 nights from £835

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

7 nights from £671

Garden Cottage

5150

2 bedroom self catering cottage near Malton.


Garden Cottage is a delightful two bedroom cottage which forms part of a 200-year-old Listed farmhouse and sits in the small hamlet of Little Habton close to the popular market tow...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £671

Load more

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.