Hampshire Holidays for a May Break

Hampshire Holidays for a May Break

Spring is springing and all around there is a flurry of activity as new life and colour blossom and bloom. May in Hampshire is a wonderful time of year, providing perfect timing for a week or two of unadulterated rest and relaxation. Book yourself a self-catering cottage in Hampshire in May and enjoy the holiday of a lifetime. All of our self-catering cottages are carefully selected so only the best make it onto our books.  Read more

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

We have 1 handpicked cottages in Hampshire for May

Ridge House is a 5 bedroom, dog friendly holiday home close to the beach, near Lymington.
  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2366

Ridge House

3991

5 bedroom, dog friendly holiday home close to the beach, near Lymington.


On the edge of the New Forest this fabulous home is the perfect summer escape. Set in the stylish seaside village of Milford on Sea and within a 10 minute walk of the beach, Ridge ...

  • Sleeps 10 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £2366

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  • 20% off

    4 Jul 2025 - 11 Jul 2025

    From £3250.00 £2600.00

  • 20% off

    18 Jul 2025 - 25 Jul 2025

    From £3320.00 £2656.00

Put a spring in your step and take a holiday in Hampshire this May. Whether it be a short-break over a May bank holiday, a romantic week spent in your own private paradise or a family holiday spent with the kids this May half term, May provides ample opportunity to make the most of this wonderful county.

Holidays in Hampshire this May

As soon as you open the door to your very own Classic cottage, you will immediately feel your worries leave you behind. Throw your bags down and settle in, there's nothing left to do but exactly as you please.

When you book with Classic Cottages, you are guaranteed excellent customer service along with the highest quality self-catering accommodation. We want your whole holiday to be as relaxed and easy as possible, and pride ourselves on marketing the finest cottages around. With each of our cottages personally inspected and fully equipped, we take all the hassle out of your experience and will provide help every step of the way.