Hampshire Holiday Cottages for October
With the New Forest on your doorstep and access to a multitude of quaint villages, historic towns and beautiful coast, an October getaway in Hampshire is a breath of fresh air. Walk through jaw-dropping countryside burnt with autumnal tones and enjoy the last of the summer sunshine. A Classic cottage in Hampshire allows you to explore by day and return to your own private home-from-home. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.3 Hampshire retreats for October
7 nights from £917 booking fees included
Beacon Hill Barn
56442 bedroom self catering cottage near Midhurst.
This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...
7 nights from £917
7 nights from £2320 booking fees included
Ridge House
39915 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 ...
7 nights from £2320
Our property managers are local experts who handpick perfect places to stay.
Local experts
We scour the coast and country to winkle out bits worth sharing with you, the best properties in lovely locations. While we’re out and about, we gather together the best things to do so that you can start planning your holiday as soon as you’ve booked.
The ‘Explore Nearby’ tab on our cottage pages show what’s nearby along with relevant articles from our holiday guides from Notes and Stories, where you’ll find hand-written experiences of outings across the South and West, from dog-friendly pubs on the Isle of Wight to free things to do in south Devon and everything in between.
7 nights from £1600 booking fees included
Yachtsmans Cottage
31942 bedroom, dog friendly cottage with views of the river in Lymington, New Forest
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 £1600
Wake up in the morning and stretch out in a luxurious bed. Pour yourself a hot drink and... relax. You're on holiday. In a self-catering cottage in Hampshire you can spend your days exactly as you please. Make the most of the weeks around the school holidays if you would like to enjoy a solo retreat or romantic getaway. Or, if you are looking forward to spending quality time with the family, book yourself a spacious property for October half-term. With plenty of events going, including fun Halloween-themed activities, the whole family is bound to have a great time. At Classic Cottages, we handpick and personally inspect all of our cottages, ensuring you can enjoy the best of the best. Take a look through our available cottages and secure your dream getaway today.