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 673 available cottages today. 

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 673 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 673 cottages available for May Day bank holiday

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


Nestled in the stunning countryside on the south west coast of the Island with far reaching sea views over the Military Road, this gorgeously converted barn is the perfect holiday ...

  • Sleeps 4 + 2 cots
  • Regret no pets
  • Changeover Fri

Price per week £475

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


One of two beautifully converted barns right in the heart of the Island's Area of Outstanding Natural Beauty. Equipped and decorated to a high standard mixing the charming features...

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

Price per week £475

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

2 bedroom self catering cottage with sea views in Seaview.


North View is a wonderful holiday hideaway just on the outskirts of Seaview with sea views across the Solent from the kitchen/dining-room and first floor bedrooms. Set back from th...

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

Price per week £475

2 bedroom, dog friendly self catering cottage in Godshill, Isle of Wight


Bagwich Barn Cottage is located in a stunning setting within the grounds of the main house and with two other barns available for larger parties. A charming sun-room to the front o...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £475

2 bedroom holiday cottage near Bridport, Dorset.


Close to Dorset's spectacular Jurassic Coast, the popular market town of Bridport and the harbour and beach at West Bay, this cottage has stunning views of the gentle Dorset countr...

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

Price per week £478

2 bedroom holiday apartment near the beach in Brixham, South Devon.


This attractive three-storey apartment boasts quality and comfort throughout, whilst being nestled in a great location in the heart of Brixham, with endless entertainment and local...

  • Sleeps 4
  • Regret no pets
  • Changeover Sat

Price per week £479

2 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


At the heart of the rural hamlet of Trequite, yet only minutes from the vibrant and bustling north Cornish coast, White Cottage is simply an adorable holiday home. Great care and a...

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

Price per week £479

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


Grenlecotte Cottage is a light-filled bolthole boasting a wood-burner, bespoke kitchen, beautiful wooden flooring throughout and a large and welcoming sitting-room. The sunny bedro...

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

Price per week £480

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

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


Benson’s Cottage has steps from the patio into the open plan living-room where exposed stone walls add rustic charm. Light floods in and there are views out over the landscaped gar...

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

Price per week £483

3 bedroom, dog friendly cottage near Port Isaac, North Cornwall.


This charming traditional cottage, on the edge of the pretty village of St Breward, is the perfect retreat for family and couples who want to savour a different pace of life whatev...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £485

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