Holiday cottages for September in North Yorkshire

We have 20 North Yorkshire holiday cottages available in September.

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 £652

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 £652

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  • 20% off

    21 Jul 2025 - 25 Jul 2025

    From £732.00 £585.60

Greystones is a 5 bedroom dog friendly self catering cottage near the beach in Staithes.
  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £626 *

Greystones

5737

5 bedroom dog friendly self catering cottage near the beach in Staithes.


Welcome to Greystones, a fantastic holiday property for all the family, full of original features and perfectly located in the beautiful seaside village of Staithes in North Yorksh...

  • Sleeps 9 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £626 *

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

7 nights from £701

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
  • Changeover Fri

7 nights from £701

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 £758

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 £758

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  • 40% off

    4 Jul 2025 - 11 Jul 2025

    From £852.00 £511.20

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

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

7 nights from £711 *

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 £711 *

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

7 nights from £664

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 £664

View
  • 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 a hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £98 per night

Sammi's Freight Train

5287

Dog friendly vintage railway carriage with a 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 £98 per night

The Dairy is a 1 bedroom self catering cottage near Settle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £654

The Dairy

5188

1 bedroom self catering cottage near Settle.


The Dairy is a charming, newly renovated cottage, perfectly placed within the Yorkshire Dales yet close to the Forest of Bowland and the delights of the Lake District. Situated amo...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £654

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

7 nights from £676

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 £676

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

7 nights from £691

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 £691

We’ve been raising the standards of self catering holidays since 1977.