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

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.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 18 holiday cottages matching your search in Yorkshire...

Clover Leaf Cottage is a 2 bedroom self catering cottage near York.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £650

Clover Leaf Cottage

5685

2 bedroom self catering cottage near York.


Clover Leaf Cottage is nestled in the delightfully sleepy village of Fangfoss in the Yorkshire Wolds, yet only a few miles to the bustling city of York with Harrogate, Whitby, Scar...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £650

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

7 nights from £880

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 £880

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

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

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

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 £814

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 £814

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 £115 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 £115 per night

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