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 6 holiday cottages matching your search in Wiltshire...

The Gatehouse is a 2 bedroom self catering cottage in Malmesbury.
  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £789 *

The Gatehouse

6033

2 bedroom self catering cottage in Malmesbury.


If ever a property was the epitome of luxury town living, then The Gatehouse is it. Located in the historic market town of Malmesbury it provides the perfect base for couples or fa...

  • Sleeps 4
  • No pets
  • Changeover Fri

7 nights from £789 *

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  • 20% off

    27 Feb 2026 - 6 Mar 2026

    From £616.00 £492.80

Weighbridge Barn

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

7 nights from £1572

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 £786

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 £786

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 £786

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 £786

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British Travel Awards 2025
Best company for UK holiday home rentals

2 West Nolands is a 4 bedroom, dog friendly home close to  Avebury.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1173

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 8 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £1173

Hatts Barn is a 2 bedroom, rural holiday cottage near Shaftesbury, Dorset.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £889

Hatts Barn

2093

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Hatts Farm is a working farm located in a National Landscape. The farm spreads over 150 acres, located in the stunning countryside of the Dorset and Wiltshire border. Hatts Barn...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

7 nights from £889

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  • 15% off

    15 Mar 2026 - 20 Mar 2026

    From £679.50 £577.58

  • 15% off

    20 Mar 2026 - 27 Mar 2026

    From £789.00 £670.65

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.