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 744 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 744 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 744 cottages available for May Day bank holiday

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £439

1 bedroom, rural self catering cottage near Penzance, West Cornwall.


A sign that greets you on arrival states ‘Seas the Day’ and this is the place in which to do it. The Duck House is a gorgeous, contemporary, single-storey dwelling with all mod-con...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £439

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £440

1 bedroom, dog friendly cottage with sea views at Lands End, Cornwall.


This retreat has so much to offer…including a shared outdoor heated swimming pool (available from the beginning of May to the end of September) and a shared games-room/gym, as well...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £440

View
  • 10% off

    25 Jan 2019 - 1 Feb 2019

    £327.77 £295.20

  • 10% off

    8 Feb 2019 - 15 Feb 2019

    £327.77 £295.20

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

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £440 *

2 bedroom holiday cottage near Falmouth, South Cornwall.


This cottage is an absolute gem; beautifully decorated and furnished to offer the utmost comfort and relaxation. The ground floor bedrooms have thick wool carpets, crisp linens and...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £440 *

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £441

1 bedroom, rural cottage near the beach in Penzance, West Cornwall.


Pretty Love Lane Cottage is set down a quiet narrow lane on the outskirts of Penzance within the grounds of the Owners' home. Penzance town centre and the fishing village of Newlyn...

  • Sleeps 2
  • Regret no pets
  • Changeover Fri

7 nights from £441

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £443

1 bedroom, rural self catering cottage near Tiverton, North Devon.


This is an exceptional bolthole in a farmstead setting, shared with the friendly Owners, high up above the River Exe as it winds through the beautiful hills and woodland between Ti...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £443

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £443

1 bedroom thatched self catering cottage near Sherborne, Dorset.


Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £443

View
  • 10% off

    25 Jan 2019 - 1 Feb 2019

    £378.68 £341.10

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £443 *

4 bedroom, dog friendly cottage near Mevagissey, South Cornwall.


This wonderfully homely farmhouse is found in a tranquil rural setting at the end of a private lane. There are countryside views and an enclosed south-facing garden, and guests can...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £443 *

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

7 nights from £445

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


A tranquil rural location close to sandy beaches and coastal towns, Little Chygowlin is the perfect place for days out on the water, nights out in town or toes up in front of a toa...

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

7 nights from £445

View
  • 30% off

    19 Jan 2019 - 26 Jan 2019

    £381.15 £266.70

  • 30% off

    26 Jan 2019 - 2 Feb 2019

    £381.15 £266.70

  • 30% off

    9 Feb 2019 - 16 Feb 2019

    £381.15 £266.70

  • 30% off

    16 Feb 2019 - 23 Feb 2019

    £427.35 £298.90

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

Cabin and Safari Tent sleeping up to 6 near St Mawes, South Cornwall.


What could be more enchanting than this beautifully styled cabin with its carved African dark wood furniture enhanced by flashes of gorgeously bright colour in the rugs, cushions a...

  • Sleeps 6 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £446 *

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £446 *

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


If you love the sound of birdsong and a wonderfully peaceful rural location, Pascoe’s Pippin is the perfect holiday home for you. Tucked down a little lane and surrounded by fields...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £446 *

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