May half term holiday cottages

We've got 15 holiday cottages matching your search in North Yorkshire...

The Old Post Office is a 3 bedroom, dog friendly self catering cottage near York.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £782

The Old Post Office

5705

3 bedroom, dog friendly self catering cottage near York.


Nestled in the picturesque village of Helperby near Thirsk, set in the Howardian Hills, this charming three bedroom dog-friendly cottage with hot tub, which was once the old Post O...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £782

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  • 40% off

    4 Jul 2025 - 11 Jul 2025

    From £852.00 £511.20

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

7 nights from £673

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 £673

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  • 20% off

    4 Jul 2025 - 11 Jul 2025

    From £883.00 £706.40

  • 20% off

    11 Jul 2025 - 18 Jul 2025

    From £955.00 £764.00

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 £101 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 £101 per night

Garden Cottage is a 1 bedroom self catering cottage near Malton.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £671

Garden Cottage

5150

1 bedroom self catering cottage near Malton.


Garden Cottage is a delightful one 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 2 + cot
  • No pets
  • Changeover Fri

7 nights from £671

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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

7 nights from £671

The Workshop

5153

2 bedroom self catering cottage near Malton.


Situated close to the market town of Malton and on the edge of the beautiful North York Moors this delightful character converted workshop has two bedrooms, an open plan contempora...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £671