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 1238 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 1238 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.

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 1238 cottages available for May Day bank holiday

Douglas Fir is a Dog friendly shepherds hut near Pulborough.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £85 per night

Douglas Fir

5290

Dog friendly shepherds hut near Pulborough.


Hidden away in the West Sussex countryside yet just two hours from London, this luxury shepherd's hut offers a magical escape for two. Beautiful and handcrafted, it has all you ...

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

From £85 per night

Swn y Morloi Cottage is a 1 bedroom self catering cottage with sea views near Fishguard.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £594

Swn y Morloi Cottage

5657

1 bedroom self catering cottage with sea views near Fishguard.


Swn y Morloi Cottage (Sound of the Seals) is a heavenly little gem, sleeping two and sitting on the clifftops at Strumble Head enjoying mesmerising sea and coastal views stretching...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £594

Sunrise and Stars is a Dog friendly shepherds hut with a hot tub near Ventnor.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Sunrise and Stars

5672

Dog friendly shepherds hut with a hot tub near Ventnor.


Step into an oasis of peace and tranquility on the Isle of Wight at Sunrise and Stars, a beautifully crafted hideaway with a pool for private use and a hot tub, surrounded by capti...

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

From £85 per night

Buttervilla Retreat is a 2 bedroom, dog friendly holiday cottage with hot tub near Looe, South Cornwall.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £596 *

Buttervilla Retreat

4447

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


Buttervilla Retreat offers its own bubble of peacefulness from wonderful interiors to the perfect location for exploring two counties. No detail has been overlooked; furnished thro...

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

7 nights from £596 *

18 Seaview Bay is a 1 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £600

18 Seaview Bay

4996

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


Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, 18 Seaview Bay is a charming, sunny apartment found in a small development, close to the villag...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £600

Gulls Way is a 3 bedroom cottage with sea views in Praa Sands, West Cornwall.
  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £600 *

Gulls Way

5567

3 bedroom cottage with sea views in Praa Sands, West Cornwall.


Overlooking the Atlantic Ocean and commanding one of the most desirable locations in Praa Sands, this rather special holiday home is simply the most perfect family retreat. With se...

  • Sleeps 6
  • No pets
  • Changeover Fri

7 nights from £600 *

12 Merchant's Quarter is a 3 bedroom, dog friendly apartment near the beach in Charlestown.
  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601 *

12 Merchant's Quarter

5518

3 bedroom, dog friendly apartment near the beach in Charlestown.


Oh my, what a wonderful place this is. Escape to the magical harbourside village of Charlestown, nestled on Cornwall's captivating south coast. Tucked away on the edge of a gate...

  • Sleeps 6 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601 *

The Barton is a 1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £601

The Barton

5752

1 bedroom, dog friendly cottage near the sea near Truro, Cornwall.


A stylish, boutique cottage which is the perfect romantic getaway, close to the tranquil shores of Restronguet Creek. This little hideaway is ideal for just the two of you, and of ...

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

7 nights from £601

Stable End is a 1 bedroom, dog friendly self catering cottage near Chippenham.
  • Sleeps 2 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £607

Stable End

5648

1 bedroom, dog friendly self catering cottage near Chippenham.


Located in Grittleton, a short drive from both Chippenham and Bath, just on the edge of the Cotswolds, an area of beautiful countryside and picturesque villages, come and discover ...

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

7 nights from £607

View
  • 10% off

    29 Nov 2024 - 6 Dec 2024

    £607.00 £546.30

  • 10% off

    6 Dec 2024 - 13 Dec 2024

    £607.00 £546.30

Hill Farm Cottage is a 1 bedroom self-catering cottage near Battle.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £608

Hill Farm Cottage

4556

1 bedroom self-catering cottage near Battle.


Situated in the High Weald National Landscape within easy reach of the coast, this beautifully crafted Sussex barn is the perfect retreat for couples looking for a relaxing break i...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £608

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

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