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
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.
We have 3 handpicked cottages in Hampshire for May
7 nights from £1589
Moo Cottage
55663 bedroom, holiday home close to Exbury Gardens.
Waiting for you overlooking the Beaulieu River, with views across the Solent to the Isle of Wight, is Moo Cottage. A welcoming haven to while away the days; with a beautiful art ga...
7 nights from £1589
7 nights from £1906
Tap Cottage
54173 bedroom, dog friendly self catering cottage near Romsey
Within the bustling village of Stockbridge, this contemporary cottage has been renovated to an exceptional standard. There is so much to explore locally; with sites such as Salisbu...
7 nights from £1906
We’ve been raising the standards of self catering holidays since 1977.
Our family ethos
Tony and Clare Tregoning started the business back in 1977 and their dedication to quality and excellence is at the heart of everything we do. Tony is sadly no longer with us, but we still adhere to their original ethos of finding holiday homes we would like to stay in and have slowly grown the company to find the best picks of properties across the counties. Plus Clare still drops in to keep us on our toes.
As an independent, family-run company, we wouldn’t expect you to stay anywhere we wouldn’t want to stay ourselves. And we’re pretty picky. We want you to walk into your handpicked holiday home and say ‘wow’, sit back and relax.
7 nights from £1572
Yachtsmans Cottage
31942 bedroom, dog friendly cottage with views of the river in Lymington, Hampshire.
A special ‘Just for Two’ rate (for the week) applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed...
7 nights from £1572