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 1588 available cottages today.  Read more

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

We have 1588 cottages available for May Day bank holiday

The Dairy is a 1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £245

The Dairy

2663

1 bedroom cottage close to the Jurassic Coast, near Bridport, Dorset.


The Dairy is an extremely comfortable single-storey cottage in this small and friendly farm development. The property has French doors to its own enclosed outside space – the patio...

  • Sleeps 2 + cot
  • No pets
  • Changeover Sat

7 nights from £245

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  • 50% off

    23 May 2026 - 30 May 2026

    From £489.00 £244.50

Wren Cottage is a 2 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £290 *

Wren Cottage

6038

2 bedroom, dog friendly holiday cottage near Bideford, North Devon.


Offering an indoor swimming pool, table-tennis and 12 acres of pasture and woodland for children to explore, Wren Cottage promises a fun-packed yet relaxed family holiday. Set in t...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £290 *

Kingfisher Cottage is a 2 bedroom, dog friendly holiday cottage near Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £290 *

Kingfisher Cottage

6040

2 bedroom, dog friendly holiday cottage near Bideford, North Devon.


With family-friendly facilities including an indoor swimming pool, table-tennis and plenty of outdoor space to roam, Kingfisher Cottage is an ideal choice for a self-catering holid...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Sat

7 nights from £290 *

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  • 15% off

    9 May 2026 - 16 May 2026

    From £744.00 £632.40

  • 15% off

    16 May 2026 - 23 May 2026

    From £744.00 £632.40

Swallow Cottage is a 2 bedroom self catering cottage in Bideford, North Devon.
  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £290 *

Swallow Cottage

6039

2 bedroom self catering cottage in Bideford, North Devon.


With fantastic on-site facilities including an indoor swimming pool, table-tennis and 12 acres of pasture and woodland to explore, Swallow Cottage offers something to keep the whol...

  • Sleeps 4 + 2 cots
  • No pets
  • Changeover Sat

7 nights from £290 *

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  • 15% off

    16 May 2026 - 23 May 2026

    From £701.00 £595.85

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Mount Wise Cottage is a 2 bedroom, dog friendly holiday cottage near Falmouth, West Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £295

Mount Wise Cottage

2187

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


Over 200 years old, Mount Wise Cottage is a lovely, traditional stone cottage which overlooks Stithians Reservoir. The cottage is attached to Mount Wise Farmhouse (4396) but fac...

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

7 nights from £295

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  • 40% off

    16 May 2026 - 23 May 2026

    From £492.00 £295.20

  • 30% off

    30 May 2026 - 3 Jun 2026

    From £412.50 £288.75

Kernow River View is a 2 bedroom holiday cottage with sea views in Saltash, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £299 *

Kernow River View

5046

2 bedroom holiday cottage with sea views in Saltash, South Cornwall.


Perfectly situated on the border between Cornwall and Devon and with unsurpassed south-facing views towards the river Tamar, Kernow River View is a delightful holiday abode. Ideal ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £299 *

Cwtch y Rhos is a 1 bedroom, dog friendly holiday cottage near the beach in Fishguard.
  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £315

Cwtch y Rhos

6086

1 bedroom, dog friendly holiday cottage near the beach in Fishguard.


Escape to Cwtch y Rhos for a romantic getaway. Nestling within walking distance of the centre of the historic coastal town of Fishguard and the picturesque harbour of Lower Town, e...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £315

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

7 nights from £315

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 £315

Mill Cottage is a 2 bedroom self catering cottage near Boscastle, North Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £317 *

Mill Cottage

4867

2 bedroom self catering cottage near Boscastle, North Cornwall.


Mill Cottage is a delightful mid-terrace barn conversion, offering lovely rural views over the surrounding north Cornwall countryside and less than two miles from pretty Crackingto...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £317 *

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

7 nights from £317

The Stables

5239

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


For a tranquil escape in a rather special setting, The Stables is just the place. Sleeping two, dog-friendly and tucked away in the glorious south Cornwall countryside, this cosy s...

  • Sleeps 2 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £317

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

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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 1588 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.