Cottages For May in Yorkshire

Cottages For May in Yorkshire

Shhh! Don’t tell too many people this but, if you’re looking for a cottage holiday in May you might have stumbled on one of the best months to visit Yorkshire Read more

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

We have 22 self catering cottages available to rent in May in Yorkshire

The Bothy is a 1 bedroom, dog friendly self catering cottage near Skipton.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £505

The Bothy

6125

1 bedroom, dog friendly self catering cottage near Skipton.


If you are craving a cosy getaway for two or a quiet friend's weekend, The Bothy is a great choice. It is a traditional, restored stone cottage sitting right in the heart of the de...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £505

The Old Stables is a 2 bedroom self catering cottage near Bridlington.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £741

The Old Stables

6093

2 bedroom self catering cottage near Bridlington.


Welcome to the Old Stables, a sanctuary of weathered red brick and rustic charm that captures the very soul of the Yorkshire Wolds. If you are looking for a getaway that swaps the ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £741

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

7 nights from £747

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 £747

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

7 nights from £644

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 £644

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Albie's Freight Train is a Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £99 per night

Albie's Freight Train

5967

Dog friendly vintage railway carriage with a wood-fired hot tub near Richmond.


All aboard this little beauty, a stunning converted train carriage complete with wood-fired hot tub. It's the perfect romantic, dog friendly getaway for two with gorgeous countrysi...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £99 per night

The Old Farmhouse is a 3 bedroom, dog friendly self catering cottage in Pickering.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1200

The Old Farmhouse

5792

3 bedroom, dog friendly self catering cottage in Pickering.


Nestled on the edge of the North York Moors in the charming town of Pickering, this Grade II Listed terraced cottage effortlessly combines historic charm with contemporary luxury. ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1200

Fell View is a 3 bedroom, dog friendly self catering cottage near Hawes.
  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £507

Fell View

5812

3 bedroom, dog friendly self catering cottage near Hawes.


If you want to get away from it all, why not visit Fell View in Gunnerside! A cosy three bedroom cottage in the heart of the village with a local pub on your doorstep and a front c...

  • Sleeps 5
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £507

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

Low Shaw Farmhouse is a 4 bedroom, dog friendly self catering cottage in Hawes.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £984 *

Low Shaw Farmhouse

5794

4 bedroom, dog friendly self catering cottage in Hawes.


As you approach the hamlet of Simonstone and look up to the hill on your right you will see Low Shaw Farmhouse nestled on the hillside, surrounded by sheep enclosed by the wonderfu...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £984 *

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

7 nights from £562

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 £562

Choose from our exclusive collection at the best prices with real time availability.

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Spring is in full swing, it is often one of our sunniest months and some of the best local festivals start. And you get the pick of the properties in Yorkshire. So have a look through our 22 holiday cottages available this May in Yorkshire.