Cottages in Gillingham
Follow in the footsteps of Thomas Hardy, who was inspired by the beauty of north Dorset, with a stay in Gillingham - a delightful town nestled amongst the glorious Blackmore Vale. Read more
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 2 self catering cottages in Gillingham
7 nights from £399 booking fees included
Kingfishers
60351 bedroom, dog friendly holiday cottage near Shaftesbury, Dorset.
Great care and attention has been put into this barn conversion, resulting in a truly cosy, yet spacious retreat for couples or solo travellers to enjoy. Located in Gillingham in n...
7 nights from £399
-
20% off
10 Aug 2026 - 17 Aug 2026
From £547.00 £450.20 booking fees included
7 nights from £686 booking fees included
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Hatts Farm is a working farm located in a National Landscape. The farm spreads over 150 acres, located in the stunning countryside of the Dorset and Wiltshire border. Hatts Barn...
7 nights from £686
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.
Show properties within 10 miles of Gillingham
There’s much to discover on your self-catering holiday in Gillingham; countryside walks, visiting the oh so picturesque town of Shaftesbury and other beautiful landmarks nearby, exploring Cranborne Chase AONB, and embarking on plenty of rural adventures within easy-to-reach Somerset and Wiltshire. And afterwards, you can return to your cosy country cottage to sit back and relax - bliss!