Cottages for May Day Bank Holiday

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 857 available cottages today.  Read more

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

We have 857 cottages available for May Day bank holiday

Pinnock is a 1 bedroom, rural self catering cottage near Looe, South Cornwall.
  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £325

Pinnock

4203

1 bedroom, rural self catering cottage near Looe, South Cornwall.


Wind your way along country lanes to this truly delightful retreat that is just the tonic for those looking to enjoy precious time together and escape the humdrum of everyday life....

  • Sleeps 2
  • No pets
  • Changeover Fri

7 nights from £325

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  • 10% off

    13 Jul 2025 - 18 Jul 2025

    From £454.40 £408.96

  • 10% off

    18 Jul 2025 - 25 Jul 2025

    From £600.00 £540.00

  • 10% off

    25 Jul 2025 - 1 Aug 2025

    £652.00 £586.80

  • 10% off

    1 Aug 2025 - 8 Aug 2025

    £652.00 £586.80

  • 10% off

    8 Aug 2025 - 15 Aug 2025

    £652.00 £586.80

The Dairy is a 1 bedroom, dog friendly holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £330

The Dairy

5238

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


Nestled down a peaceful, leafy country lane, The Dairy is a charming country cottage, stylishly renovated to offer a romantic getaway or solo retreat, with easy access to the delig...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £330

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  • 10% off

    12 Jul 2025 - 19 Jul 2025

    From £605.00 £544.50

  • 10% off

    19 Jul 2025 - 26 Jul 2025

    From £655.00 £589.50

  • 10% off

    26 Jul 2025 - 2 Aug 2025

    £720.00 £648.00

  • 10% off

    2 Aug 2025 - 9 Aug 2025

    £720.00 £648.00

  • 10% off

    9 Aug 2025 - 16 Aug 2025

    £720.00 £648.00

Choose from our exclusive collection at the best prices with real time availability.

The Old Stable is a 1 bedroom, dog friendly holiday cottage near Mullion, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £340

The Old Stable

1901

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


The Old Stable is a delightful semi-detached studio with original beams and stylish furnishings throughout. A well-equipped kitchen and dining-area on the mezzanine is accessed by ...

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

7 nights from £340

Prospect Cottage is a 1 bedroom, dog friendly holiday cottage near Penzance, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £340

Prospect Cottage

2593

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


Two doggies are welcome to join you when you stay at cute as a button Prospect Cottage. This traditionally presented darling little terraced cottage, situated in far west Cornwall ...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £340

Cowslip is a 1 bedroom, dog friendly holiday cottage near Fowey.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £344

Cowslip

1431

1 bedroom, dog friendly holiday cottage near Fowey.


Cowslip like Meadowsweet (1430), is a detached granite barn which has two steps leading into the living-room, where neutral walls and polished wood floors frame the warmly coloured...

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

7 nights from £344

Meadowsweet is a 1 bedroom, dog friendly holiday cottage near Fowey.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £344

Meadowsweet

1430

1 bedroom, dog friendly holiday cottage near Fowey.


Meadowsweet is a detached granite barn, which sits in a beautiful rural setting just outside the small village of Lanlivery. Two steps lead up into the living-room, with its polish...

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

7 nights from £344

Cwmcaseg is a 3 bedroom, dog friendly self catering cottage near Aberystwyth.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £346 *

Cwmcaseg

5811

3 bedroom, dog friendly self catering cottage near Aberystwyth.


Nestling amongst idyllic rolling Welsh hills in a superbly elevated location, yet a ten minute drive to the stunning beaches on the Cardiganshire coast and the vibrant seaside town...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £346 *

Poldhu is a Dog friendly shepherds hut with decking area, near Penzance.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £50 per night

Poldhu

4976

Dog friendly shepherds hut with decking area, near Penzance.


Enclosed by lush greenery and tropical foliage, you will discover Poldhu; a charming shepherd's hut perfect for those looking to escape the city and immerse themselves in nature. T...

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

From £50 per night

Choose our flexible booking option and have the ability to cancel anytime.

Moonstone is a 1 bedroom, dog friendly holiday cottage near Clovelly, North Devon.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £350

Moonstone

1980

1 bedroom, dog friendly holiday cottage near Clovelly, North Devon.


Moonstone is a delightful single-storey, one bedroom, detached cottage just 1.5 miles from the rugged north Devon coast and the dramatic coastal path. At low tide, vast expanses of...

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

7 nights from £350

Barton Cottage is a 1 bedroom, dog friendly, rural holiday cottage near Looe, South Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £352

Barton Cottage

4326

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 £352

View
  • 10% off

    12 Jul 2025 - 19 Jul 2025

    From £605.00 £544.50

  • 10% off

    19 Jul 2025 - 26 Jul 2025

    From £655.00 £589.50

  • 10% off

    3 Aug 2025 - 9 Aug 2025

    £648.00 £583.20

  • 10% off

    9 Aug 2025 - 16 Aug 2025

    £720.00 £648.00

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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 857 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.