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 9 holiday cottages matching your search in North Yorkshire...

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.


Once inside you will be enveloped in the essence of a Yorkshire country cottage with beams, hand hewn staircase, walls which have been carefully renovated to ensure the traditiona...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £612

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

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

Ivy House is a 4 bedroom, dog friendly self catering cottage near Thirsk.
  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £792 *

Ivy House

5611

4 bedroom, dog friendly self catering cottage near Thirsk.


Nestled in the picturesque Yorkshire village of Borrowby, Ivy House is a beautifully renovated farmhouse steeped in history and with bags of character which gives a nod to its hist...

  • Sleeps 7 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £792 *

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

7 nights from £639

Clova Cottage

5552

2 bedroom self catering cottage near Settle.


Nestled in the charming village of Long Preston with its village green and very own Maypole, semi-detached Clova Cottage is waiting to welcome you. The village is almost mid-way be...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £639

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

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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

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 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.