Wincanton Cottages
In the very heart of Somerset and not far from more famous destinations such as Glastonbury and Wells, Wincanton is surrounded by miles of rural farmland and unspoilt countryside. The town's Georgian history is evident everywhere you look with many well-preserved town houses from the period, enhancing Wincanton's reputation as a paradise for antique hunters who flock to the shops here.
Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.We have 10 self catering cottages in Wincanton to show you...
7 nights from £373
Owl's Nest Cottage
29421 bedroom, dog friendly cottage near Sherborne, Dorset.
This cosy, compact, delightful bolthole for two is set in a wonderfully tranquil hamlet in north Dorset with village shops and a choice of two pubs within two miles. Built in lo...
7 nights from £373
7 nights from £594
Dairyman’s Cottage
20942 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Located in a National Landscape, Hatts Farm is a working farm set in 150 acres on the picturesque Dorset and Wiltshire border. Dairyman's Cottage is a traditional, semi-detache...
7 nights from £594
Hatts Farm
7 nights from £1217
7 nights from £623
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 £623
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15% off
18 Apr 2025 - 25 Apr 2025
From £875.00 £743.75
7 nights from £490
The Green House
45292 bedroom, dog friendly cottage overlooking Nunney Brook near Frome, Somerset.
Enjoy a glass of fizz overlooking the peaceful stream or curl up in the cosy sitting-room in front of the fire, whichever takes your fancy, this gorgeous retreat will deliver! This...
7 nights from £490
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20% off
25 Apr 2025 - 2 May 2025
From £613.00 £490.40
7 nights from £560
The Piggery
43842 bedroom rural barn conversion near Wells, Somerset.
What a superb barn conversion! The Piggery is an exceptionally high quality detached property, newly converted and beautifully presented. Set on a working family farm, surrounded b...
7 nights from £560
7 nights from £661 *
Freshfields
57064 bedroom self catering cottage near Dorchester, Dorset.
Freshfields is a truly outstanding property in a picturesque Dorset village. Recently renovated throughout, the house provides space and privacy for all the family. Just a short dr...
7 nights from £661 *
7 nights from £363
Green Place
53131 bedroom, dog friendly cottage within walking distance of the cathedral in Wells, Somerset.
Wind your way through the historic streets of Wells to find Green Place nestling in a quiet mews offering a romantic getaway. With a vibrant and bustling high street, the city of W...
7 nights from £363
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 £514
Magnolia Cottage
45542 bedroom, dog friendly cottage near Wells, Somerset.
Nestled opposite a charming magnolia tree, this delightful stone cottage is peaceful and welcoming. All on one level (apart from one step up from the porch), Magnolia Cottage offer...
7 nights from £514
7 nights from £506
The Old Coach House
13862 bedroom, dog friendly cottage near the county town of Dorchester, Dorset.
This pretty detached former coach house can be found in the rural Dorset countryside, within easy reach of the stunning coastlines of the Jurassic Coast, a World Heritage Site. ...
7 nights from £506
Show properties within 20 miles of Wincanton
