Holiday Cottages for May

Holiday Cottages for May

May, that wonderful bridge between spring and summer, where temperatures begin to rise and blue skies and sunshine become a regular feature. Settle into the holiday mode and make the most of a quieter towns, beaches and countryside before summer crowds arrive. With new life and colour bursting at the scenes, this is a magical time of year, perfect for a holiday to refresh the senses and revive the soul. Read more

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

We have 1345 self catering cottages available to rent in May

The Hidden Burrow is a Underground dog-friendly burrow with hot tub and sauna, overlooking St Michael's Mount, Cornwall
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1261 booking fees included

The Hidden Burrow

6230

Underground dog-friendly burrow with hot tub and sauna, overlooking St Michael's Mount, Cornwall


In a magical setting overlooking majestic St Michael's Mount, The Hidden Burrow is a uniquely created burrow, set into the landscape and beautifully curated with gorgeous, handcraf...

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

7 nights from £1261

Nibbana Lodge is a Unique coastal retreat with private sauna and cold plunge
  • Sleeps 2 + cot
  • No pets

Nibbana Lodge

227

Unique coastal retreat with private sauna and cold plunge


Tucked away just off Gansey in Port St Mary, this beautifully designed one-bedroom annexe offers a truly special coastal retreat. Combining thoughtful craftsmanship, stylish interi...

  • Sleeps 2 + cot
  • No pets
Men an Tol Studio is a 1 bedroom self catering cottage near Penzance, West Cornwall.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £890 booking fees included

Men an Tol Studio

6229

1 bedroom self catering cottage near Penzance, West Cornwall.


Tucked away in the beautiful rural hamlet of Bosullow, near Morvah within the parish of Madron in west Cornwall, Men an Tol is a truly charming stone cottage where ancient history ...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £890

Charlie's Cottage at the Black Dub is a Forested backdrop cottage for four
  • Sleeps 4 + cot
  • Dogs welcome

Charlie's Cottage at the Black Dub

223

Forested backdrop cottage for four


Charlie's Cottage Sleeps 4, dogs welcome Forested backdrop cottage for four Set amidst towering trees, Charlie’s Cottage offers an idyllic Manx retreat for up to four and...

  • Sleeps 4 + cot
  • Dogs welcome
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James' Cottage at the Black Dub is a A spellbinding stay set along the sprawling west coast
  • Sleeps 6 + cot
  • Dogs welcome

James' Cottage at the Black Dub

224

A spellbinding stay set along the sprawling west coast


James' Cottage Sleeps 6, dogs welcome A spellbinding stay set along the sprawling west coast For an escape to embrace Manx highlights, James’ Cottage awaits, perfectly pos...

  • Sleeps 6 + cot
  • Dogs welcome
Kegs Cottage at the Black Dub is a Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay
  • Sleeps 3 + cot
  • Dogs welcome

Kegs Cottage at the Black Dub

225

Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay


Kegs Cottage - The Black Dub Cocooned in an arc of pine trees, Kegs Cottage beckons for a spellbinding stay a stone’s throw from the Isle of Man’s sprawling west coast. Part of ...

  • Sleeps 3 + cot
  • Dogs welcome
Vines Cottage at the Black Dub is a An island treasure set amidst towering trees
  • Sleeps 2 + cot
  • Dogs welcome

Vines Cottage at the Black Dub

226

An island treasure set amidst towering trees


Framed by evergreens and only a whisker from the island’s dreamy west coast, Vines Cottage calls for escapes rooted in bliss. From TT action and coastal exhilaration to storybook s...

  • Sleeps 2 + cot
  • Dogs welcome
Cedar House is a 6 bedroom, dog friendly self catering home near Topsham, South Devon.
  • Sleeps 12 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2288 * booking fees included

Cedar House

6223

6 bedroom, dog friendly self catering home near Topsham, South Devon.


Welcome to Cedar House; this superb Victorian residence is nestled within 1.6 acres of beautiful gardens and woodlands. Designed and finished to the highest standards, this gloriou...

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

7 nights from £2288 *

Stonny Hon Jay is a 4 bedroom, dog friendly holiday cottage with sea views in Hastings.
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1188 booking fees included

Stonny Hon Jay

6211

4 bedroom, dog friendly holiday cottage with sea views in Hastings.


This beautifully presented Victorian terraced townhouse has been beautifully styled to provide the perfect Sussex staycation for family and friends, just moments from the historic ...

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

7 nights from £1188

Lantern Cottage is a 5 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.
  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1374 * booking fees included

Lantern Cottage

6201

5 bedroom, dog friendly holiday cottage in Glastonbury, Somerset.


Lantern Cottage is one to remember with its lovingly crafted interiors, character features, spacious living and in a perfect location for exploring Glastonbury and the surrounding ...

  • Sleeps 9 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1374 *

We’re a Visit England Quality Accredited Agency for our high standards in holiday letting.

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If you've got children, May half-term provides an excellent opportunity to gather together the family and escape for a while on a dream holiday. Book yourself a luxury self-catering cottage and catch up properly - it's much easier without the distractions of everyday life. However many are in your gang, we'll help you find the perfect cottage. Many of our properties have a games room too, so the kids can keep themselves entertained. Or if your little ones are something of a water baby, why not book a holiday cottage with a swimming pool? We have shared and private pools to offer, so take your pick.

May isn't just about half term though. We also have two bank holidays to look forward to, as well as plenty of chances for spontaneous short breaks and much anticipated weeks away ahead of the summer. From idyllic one-bed retreats up to huge 8-bedroom properties big enough for all your nearest and dearest, you can tailor your dream holiday. It's good news for Fido too, as lots of our cottages are dog-friendly.

May Holidays 

From country to coast, the holiday of a lifetime awaits you. Browse our list of 1345 available cottages and take a step closer to a luxury retreat in May. All of our cottages are handpicked; personally inspected and fully equipped with a complete inventory for your total ease and comfort.