School Summer Holiday Retreats in Hampshire

The holidays are here and Hampshire is beckoning. Perfectly combining country and coast, big city access and hidden hideaways off the beaten track, Hampshire is an idyllic location for a summer getaway. Pick and choose how you want to spend your days and return to your own slice of heaven when you've had your fill. A school summer holiday in Hampshire is not to be missed. 

Whether you are scooping up the kids and heading off on a family-friendly adventure for the school holidays, or want to invite granny and granddad and your friends too, we have holiday cottages of all shapes and sizes for you. Welcome in the summer in style and catch up with your nearest and dearest. Our school summer holiday cottages provide the perfect base to explore Hampshire by day and relax in luxury in the evening. 

Hampshire Cottages for the School Summer Holidays

At Classic Cottages, we want your whole holiday experience to be the best it can be. Providing help and support every step of the way, we make sure the whole process is as relaxed as possible. Browse our selection of 0 available self-catering cottages and find the right one for you. Each cottage has been personally inspected and handpicked, ensuring only the finest quality properties are on our books. 

Pour through 0 school summer holiday cottages in Hampshire

2 bedroom, dog friendly cottage with views of the river in Lymington, Hampshire.


A special ‘Just for Two’ rate applies outside of school holidays, call us to book. Just moments from the water’s edge at Lymington, this semi-detached whitewashed cottage provides ...

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

Price per week £1712

6 bedroom, dog friendly holiday home with hot tub near the beach near Lymington.


Escape for the summer to this fabulous detached holiday home in the stylish seaside village of Milford on Sea, just a 10 minute walk to the beach with superb views across to The Ne...

  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £3707 - £3951

Our guests rate us 4.8/5 on Feefo, the independent review site.