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 £899 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 £899
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10% off
25 Sep 2026 - 2 Oct 2026
From £1011.00 £916.20 booking fees included
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10% off
2 Oct 2026 - 9 Oct 2026
£992.00 £899.10 booking fees included
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10% off
9 Oct 2026 - 16 Oct 2026
£992.00 £899.10 booking fees included
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10% off
16 Oct 2026 - 23 Oct 2026
£992.00 £899.10 booking fees included
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10% off
23 Oct 2026 - 30 Oct 2026
From £992.00 £899.10 booking fees included
7 nights from £2321 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 £2321
Reserve your 2027 holiday for just £40.00
Find out more
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.
