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 19 holiday cottages matching your search in Yorkshire...

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

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

7 nights from £774

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 £774

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

Dalesway Apartment is a 2 bedroom self catering apartment in Ilkley
  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £727

Dalesway Apartment

5796

2 bedroom self catering apartment in Ilkley


Set in the centre of the delightful spa town of Ilkley, this cosy retreat is ideal for guests who enjoy being within walking distance of shops, cafes and restaurants and for those ...

  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £727

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

7 nights from £984 *

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 £984 *

Joe House is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £612

Joe House

5779

2 bedroom self catering cottage near Hawes.


If you are looking for a cottage with a true country feel and a location to match, Joe House is for you. Set in a picturesque hamlet only a couple of minutes from the quaint villag...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £612

Nettlebed is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £756

Nettlebed

5768

3 bedroom, dog friendly self catering cottage near Hawes.


Come away to Yorkshire and experience the authentic, rustic charm of an original Yorkshire stone cottage. Nettlebed is nestled on the hillside with amazing views over Swaledale and...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £756

The Old Stable is a A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £587

The Old Stable

5790

A cosy 2 bedroom, dog friendly self catering cottage near Hawes.


The Old Stable nestles in a splendid, elevated position with far reaching views of the hills and dales in the hamlet of Crackpot in the heart of the Yorkshire Dales. A delightfully...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £587

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

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

Sealark is a 2 bedroom, dog friendly holiday cottage near the beach in Staithes.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £723

Sealark

5626

2 bedroom, dog friendly holiday cottage near the beach in Staithes.


Close to the beautiful coastline, cliffs and sandy beaches of Runswick Bay, Staithes and Whitby sits this gem of a cottage sleeping four. Exuding a subtle and stylish coastal charm...

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

7 nights from £723

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 Yorkshire. 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.