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 529 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 529 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 529 cottages available for May Day bank holiday

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £458

2 bedroom holiday cottage near Ilminster, Somerset.


Hayloft is in the heart of Barrington – a National Trust conservation village near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is wit...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £458

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  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £414.67 £331.74

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Sun

7 nights from £460

2 bedroom, dog friendly holiday cottage, Lifton, Dartmoor.


Set in a tranquil location, Leat Mill Cottage is spacious and comfortable, with some lovely original features. Birdsong may well be your lasting memory from your stay here, as the ...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Sun

7 nights from £460

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

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £461

2 bedroom, dog friendly cottage near the beach in Mousehole.


Part of a small Victorian terrace of granite-built cottages, Rosie’s Cottage is tucked away on the edge of the ever-popular village of Mousehole, just a five minute walk from the i...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £461

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  • 20% off

    5 Apr 2019 - 12 Apr 2019

    £459.38 £367.50

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £470

1 bedroom self catering apartment near the beach in Shanklin, Isle of Wight.


Offering a high standard of accommodation, the Worsley Apartment is a ground floor apartment housed within Shanklin Villa, a beautifully converted Victorian building. With a separa...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £470

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £476

2 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


This delightful, end of terrace cottage in the heart of Boscastle offers an idyllic and romantic retreat, perfectly situated a few minutes’ walk up the road from the village centre...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £476

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £812

2 bedroom holiday apartment with sea views in St Ives, West Cornwall.


Just a short walk to the beaches, restaurants and art galleries of St Ives, these luxurious gated apartments are stylish, contemporary and very comfortable. They have been designed...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Sat

7 nights from £812

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  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £699.03 £559.22

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

7 nights from £335

2 bedroom, dog friendly apartment near the beach in Portscatho.


Jacaranda is a ground floor apartment with a bungalow apartment above Jacaranda Bungalow (3137), situated in an elevated position in a quiet cul-de-sac in the pretty fishing villag...

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

7 nights from £335

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

7 nights from £350

2 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


The Crows Nest is a second floor apartment at the top of a Victorian property in the historic village of Seaview. A family looking for a convenient base from which to enjoy the Isl...

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

7 nights from £350

View
  • 20% off

    29 Mar 2019 - 5 Apr 2019

    £311.15 £248.92

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £357

2 bedroom, rural self catering cottage near the beach in Bembridge, Isle of Wight.


Take a few steps up to the entrance and you will find yourself in 3 Kings House, a ground floor apartment in a small development. It is the perfect base for a couple or a family wi...

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

7 nights from £357

View
  • 20% off

    30 Mar 2019 - 6 Apr 2019

    £321.50 £257.20

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

7 nights from £366

2 bedroom, rural self catering apartment near the beach in Ryde.


6 Sandlands is a modest top floor apartment with a large, open plan living area, just a stroll away from Ryde's wonderfully sandy beaches, the canoe lake and the children's sand pa...

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

7 nights from £366

View
  • 10% off

    6 Apr 2019 - 13 Apr 2019

    £442.01 £397.81

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