Christmas and New Year Holiday Cottages for 2027

Christmas and New Year Holiday Cottages for 2027

Thinking ahead to next year's festivities? Whether you fancy a yuletide family gathering in the Scottish Highlands or a peaceful escape in the frost-tipped Sussex countryside, make your 2027 Christmas wishes come true. Think cheese and wine by the fire, frosty walks in the countryside, and celebrating the festivities with your favourite people. And once you've paid your deposit, you can pay the remaining balance off in monthly instalments - find out more here.

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We have 7 self catering cottages for Christmas and New Year in Yorkshire for 2027

No 9 is a 2 bedroom, dog friendly self catering cottage near York.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £673

No 9

6052

2 bedroom, dog friendly self catering cottage near York.


Tucked away in a quiet gated community only steps from the pretty centre of the market town of Helmsley, sits No 9, a pretty two-storey cottage surrounded by beech hedging and with...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £673

Yore View is a 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £558

Yore View

5958

2 bedroom, dog friendly self catering cottage near Hawes.


A warm welcome awaits at Yore View in the Yorkshire Dales, perched on a ridge with amazing views over the countryside and surrounded by a large garden, this thoughtful renovation h...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £558

Dalesway Apartment is a 2 bedroom self catering apartment in Ilkley
  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £614

Dalesway Apartment

5796

2 bedroom self catering apartment in Ilkley


Set in the centre of the delightful spa town of Ilkley, this cosy retreat is ideal for guests who enjoy being within walking distance of shops, cafes and restaurants and for those ...

  • Sleeps 3
  • No pets
  • Changeover Sat

7 nights from £614

Joe House is a 2 bedroom self catering cottage near Hawes.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £533

Joe House

5779

2 bedroom self catering cottage near Hawes.


If you are looking for a cottage with a true country feel and a location to match, Joe House is for you. Set in a picturesque hamlet only a couple of minutes from the quaint villag...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £533

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The Old Stable is a A cosy 2 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £511

The Old Stable

5790

A cosy 2 bedroom, dog friendly self catering cottage near Hawes.


The Old Stable nestles in a splendid, elevated position with far reaching views of the hills and dales in the hamlet of Crackpot in the heart of the Yorkshire Dales. A delightfully...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £511

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 £602

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 £602

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 £667

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 £667