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

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 The Cotswolds. 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.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We've got 19 holiday cottages matching your search in The Cotswolds...

Hendy Cottage is a 3 bedroom, dog friendly self catering cottage in Stroud.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1117

Hendy Cottage

5793

3 bedroom, dog friendly self catering cottage in Stroud.


Hendy Cottage is a charming end of terrace, Grade II Listed Cotswold stone cottage situated just moments from Rodborough Common, offering stunning views over the Cotswold Way and t...

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

7 nights from £1117

St Aldhelms is a 1 bedroom, dog friendly self catering cottage in Malmesbury.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £613

St Aldhelms

5771

1 bedroom, dog friendly self catering cottage in Malmesbury.


A warm welcome awaits you at St Aldhelms in the bustling and historic market town of Malmesbury. On the edge of the Cotswolds you are well placed to visit Malmesbury Abbey and the ...

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

7 nights from £613

Oak Tree Cottage is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £696

Oak Tree Cottage

5741

2 bedroom self catering cottage near Burford.


Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). The accommodation sleeps four guests and as you approach al...

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

7 nights from £696

Tower View is a 2 bedroom self catering cottage in Broadway.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1007

Tower View

5735

2 bedroom self catering cottage in Broadway.


Situated in the highly desirable Cotswold village of Broadway, Tower View, a charming two bedroom annexe, is a delightful cottage and makes the perfect couple's retreat. Meticulous...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1007

View
  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £840.00 £756.00

  • 10% off

    13 Dec 2024 - 20 Dec 2024

    From £840.00 £756.00

King John's Palace is a 6 bedroom self catering home near Burford
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £5500

King John's Palace

5730

6 bedroom self catering home near Burford


Stay in style at King John's Palace, a beautiful historic home close to the quintessential Cotswold town of Burford. This unique hidden gem is an historic Grade II* Listed farmhous...

  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £5500

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

View
  • 10% off

    22 Nov 2024 - 29 Nov 2024

    £607.00 £546.30

  • 10% off

    6 Dec 2024 - 13 Dec 2024

    £607.00 £546.30

Weighbridge Barn

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

7 nights from £1414

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

View
  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £675.00 £607.50

  • 10% off

    13 Dec 2024 - 20 Dec 2024

    From £675.00 £607.50

Our guests rate us 4.8/5 on Feefo, the independent review site.

The Farthings is a 2 bedroom self catering cottage near Moreton-In-Marsh
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £723

The Farthings

5677

2 bedroom self catering cottage near Moreton-In-Marsh


If you are looking for a cosy Cotswold bolthole to escape to, then The Farthings won't disappoint. This pretty terraced cottage sits pretty amongst its neighbours and is nestled ju...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £723

View
  • 10% off

    15 Nov 2024 - 22 Nov 2024

    £629.00 £566.10

  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £629.00 £566.10

  • 10% off

    6 Dec 2024 - 13 Dec 2024

    £629.00 £566.10

Wold House is a 5 bedroom, dog friendly self catering cottage in Blockley
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3080

Wold House

5638

5 bedroom, dog friendly self catering cottage in Blockley


Beautifully situated in an elevated position overlooking the serene Cotswold village of Blockley, experience exquisite luxury and charm in this breathtaking five bedroom holiday ho...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3080

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