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 21 holiday cottages matching your search in Central England...

Kingfisher Cottage is a 3 bedroom, dog friendly self catering cottage near Leominster.
  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £948

Kingfisher Cottage

5949

3 bedroom, dog friendly self catering cottage near Leominster.


Tucked away in the peaceful Herefordshire countryside, this charming and character-filled cottage offers a perfect blend of traditional style and modern luxury. Surrounded by a bea...

  • Sleeps 6 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £948

2 Old Turnpike Cottages is a 2 bedroom, dog friendly self catering cottage with hot tub near Chipping Norton.
  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £1020

2 Old Turnpike Cottages

5866

2 bedroom, dog friendly self catering cottage with hot tub near Chipping Norton.


Tucked away in the picturesque village of Middle Barton, just a short drive from Chipping Norton and the exclusive Soho Farmhouse lies this quintessential, dog-friendly Cotswold Co...

  • Sleeps 4
  • Dogs welcome
  • Changeover Fri

7 nights from £1020

The Yew Trees is a 2 bedroom dog friendly self catering cottage near Cheltenham.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1402

The Yew Trees

5862

2 bedroom dog friendly self catering cottage near Cheltenham.


This charming holiday cottage, nestled in the peaceful countryside just outside Cheltenham and the gorgeous Cotswolds, offers the perfect retreat for a tranquil getaway. Set in a r...

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

7 nights from £1402

Fig Tree Cottage is a 2 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.
  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £872

Fig Tree Cottage

5850

2 bedroom, dog friendly self catering cottage in Stratford-upon-Avon.


Perfectly situated within walking distance of the historic town of Stratford-upon-Avon lies this stylish Victorian dwelling, Fig Tree Cottage. A beautiful characterful terraced hom...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £872

Wetley Abbey Cottage is a 4 bedroom, dog friendly holiday cottage near the beach near Leek.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £874

Wetley Abbey Cottage

5782

4 bedroom, dog friendly holiday cottage near the beach near Leek.


This stylish and contemporary four bedroom cottage, located in Wetley Rocks on the edge of the Peak District National Park, offers the perfect retreat for those seeking outdoor adv...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £874

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

7 nights from £651

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). They can be booked together for larger gatherings. The acco...

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

7 nights from £651

The Gallery is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £639

The Gallery

5756

2 bedroom self catering cottage near Burford.


The Gallery is a super spacious, light and airy, semi-detached Cotswold barn. It has a fully equipped kitchen that leads through to an open plan sitting/dining-room, with a hugely ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £639

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

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Botloes Farm Barn is a 2 bedroom, dog friendly self catering cottage near Newent.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £829

Botloes Farm Barn

5711

2 bedroom, dog friendly self catering cottage near Newent.


This charming holiday let is a beautifully stylish converted barn situated within the serene surroundings of Botloes Farm, nestled amongst seven acres of picturesque landscapes com...

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

7 nights from £829

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

7 nights from £706

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 £706

Load 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 Central England. 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.