Holiday cottages for September in North Yorkshire

We have 21 North Yorkshire holiday cottages available in September.

The Haven is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £510

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 £510

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

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

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Briar Lea is a 2 bedroom, dog friendly cottage with sea views in Robin Hoods Bay.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £721

Briar Lea

5694

2 bedroom, dog friendly cottage with sea views in Robin Hoods Bay.


Nestled in the quiet coastal village of Fylingthorpe with views across the sea to the rugged Yorkshire coastline and within minutes of the historic Robin Hood's Bay, this beautiful...

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

7 nights from £721

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

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 *

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  • 15% off

    29 Aug 2025 - 5 Sep 2025

    From £872.00 £741.20

Hillrise is a 2 bedroom self catering cottage near Whitby.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £875

Hillrise

5507

2 bedroom self catering cottage near Whitby.


In the picturesque Yorkshire Moors village of Glaisdale, close to the beautiful east coast, Hillrise is a delightful cottage to while away your holiday in. You will be charmed ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £875

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 £620

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 £620

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