Cottages for May Day Bank Holiday

May is when landscapes come alive and towns pick up the pace. With winter left behind, a sunny day feels like summer in a May bank holiday cottage. Relax in your own private retreat and let your worries float away. Coast, country or town, our self-catering cottages will leave you refreshed and revived. Choose from our 524 available cottages today. Read more

Start summer celebrations early and enjoy a May Day bank holiday break. With the weather on the up, celebrations left, right and centre and lots of businesses opening their doors for the season ahead, May is an excellent time to escape the routine of everyday life. Whether you are looking forward to a solo retreat, family break or getaway with friends, you are sure to find the perfect cottage to spend your holiday. To get started, browse our selection of 524 available cottages and find your favourite one. Each of our self-catering holiday homes has been handpicked; personally inspected and fully equipped so you can enjoy the finest quality accommodation around. Providing you with help and support every step of the way, you can book with confidence with Classic Cottages.

We have 524 cottages available for May Day bank holiday

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

7 nights from £262

1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Only a short drive to the glorious south coast and the pretty bays at Lansallos and Talland, Menabilly is tucked away in a rural setting where peace and tranquility abounds. If you...

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

7 nights from £262

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  • 15% off

    28 Jun 2019 - 5 Jul 2019

    £406.86 £345.83

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

7 nights from £289

1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.


Want to be at one with nature and take a break from the hustle and bustle of everyday life, then wind your way along the country lanes to the peace and beauty that abounds at Neptu...

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

7 nights from £289

Need more time? Reserve any cottage for up to 24 hours before booking.

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

7 nights from £298

1 bedroom, dog friendly cottage near the beach near Portscatho.


Ideal for couples this detached, single-storey converted barn is located at Treluggan, a small country hamlet in the heart of the Roseland peninsula. There are some lovely coas...

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

7 nights from £298

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

7 nights from £312

1 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.


Walkers and birdwatchers will enjoy the flora and fauna of the moors and wetlands surrounding Prospect Cottage, while both coastlines are less than a 10 minute drive away. Soft blu...

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

7 nights from £312

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

7 nights from £312

1 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.


Tucked away down a Cornish country lane, this contemporary barn conversion is a great base for exploring Cornwall or the perfect spot for enjoying the bountiful wildlife in the sur...

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

7 nights from £312

View
  • 10% off

    6 Jul 2019 - 13 Jul 2019

    £474.51 £427.06

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

7 nights from £325 *

2 bedroom, dog friendly holiday cottage near Tavistock, Dartmoor.


Tuell Farm is an undiscovered rural haven of peace nestling in the Tamar Valley, an Area of Outstanding Natural Beauty. There are 28 acres to explore on this tranquil farm with Gre...

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

7 nights from £325 *

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £325

1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.


A warm welcome awaits you at this gorgeous retreat for two set in the peace and tranquility of the glorious Cornish countryside. Located at the end of a pretty tree-lined private l...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £325

View
  • 10% off

    13 Jul 2019 - 20 Jul 2019

    £548.41 £493.57

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £333

1 bedroom self catering cottage in Helston, West Cornwall.


Tucked away from view behind the Owners’ Georgian home, The Garden Lodge is a welcoming retreat on the edge of Helston making it the perfect base for exploring this unspoilt area o...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £333

Arrive at your handpicked holiday home safe in the knowledge it’s been fully inspected.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £343 *

2 bedroom, dog friendly holiday cottage in Portreath, North Cornwall.


The village of Bridge is a short drive from the sandy beaches of Portreath on the north Cornwall coast, and located on the outskirts of this little hamlet is Orchard Leigh Cottage....

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £343 *

View
  • 15% off

    29 Jun 2019 - 6 Jul 2019

    £643.01 £546.56

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £344

1 bedroom apartment near the sea in Boscastle, North Cornwall.


With a bird's eye view overlooking Boscastle's picturesque Jordan Vale, this charming little bolthole for two is a great base for exploring the delights of this lovely village and ...

  • Sleeps 2
  • Regret no pets
  • Changeover Sat

7 nights from £344

View
  • 10% off

    13 Jul 2019 - 20 Jul 2019

    £538.85 £484.97

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