May half term holiday cottages

May half term holiday cottages

With a cool breeze and the hint of summer on its way, May is a wonderful time of year to discover a beautiful corner of the UK. Read more

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

We've got 5 holiday cottages matching your search in Wiltshire...

Weighbridge Barn

  • Sleeps 4 + 4 cots in 2 properties
  • Changeover Fri

7 nights from £1414

Stable End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £670

Stable End

5648

1 bedroom, dog friendly self catering cottage near Chippenham.


Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...

  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £670

Weighbridge End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £744

Weighbridge End

5647

1 bedroom, dog friendly self catering cottage near Chippenham.


This stunning barn located on the edge of the Cotswolds is a gem of a property just waiting to be discovered. Sympathetically converted with nods to its previous life as a working ...

  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £744

2 West Nolands is a 4 bedroom, dog friendly home close to  Avebury.
  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1255

2 West Nolands

5603

4 bedroom, dog friendly home close to Avebury.


Within an hour of the beautiful city of Bath and if you tire of the local landscape, the south Cotswolds and the New Forest are close enough for a day trip. Your four-legged friend...

  • Sleeps 10 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1255

Dairyman’s Cottage is a 2 bedroom, rural holiday cottage near Shaftesbury, Dorset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £765

Dairyman’s Cottage

2094

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Located in a National Landscape, Hatts Farm is a working farm set in 150 acres on the picturesque Dorset and Wiltshire border. Dairyman's Cottage is a traditional, semi-detache...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £765

With the summer holidays still out of reach and warmer weather on its way, why not take advantage of this lovely time of year and escape to Wiltshire. Travel solo, have a romantic getaway, or take advantage of some true family time and have a half term to remember in a cottage this half term, get ready to make memories you’ll keep forever.