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.
We have 10 self catering cottages in Wincanton to show you...
We are no longer accepting new bookings for holidays arriving before the 4th June. COVID-19
7 nights from £352 *
Greenhills Cottage
39773 bedroom, dog friendly self catering cottage near Bath, Somerset.
Greenhills is a beautiful period stone cottage in an unspoilt Somerset village just a few miles from historic Bruton, with a renowned pub, the Three Horseshoes, within walking dist...
7 nights from £352 *
7 nights from £323
Owl's Nest Cottage
29421 bedroom, dog friendly self catering 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 £323
Need more time? Reserve any cottage for up to 24 hours before booking.
24hr no commitment reservations
You can reserve your holiday dates on your favourite cottage for up to 24 hours. You might need to check with other guests in your party or simply consider whether this cottage is right for your holiday, either way we’re happy to give you the time to step away and mull over your options before paying a penny.
We’ll send you a reminder to see if you want it or not so you won’t lose out. Take time to think it over, you don’t have to rush your decision. Have a cup of tea and when you’re ready, hit the button to book your holiday and start looking forward to it.
7 nights from £500
Dairyman’s Cottage
20942 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Located in an Area of Outstanding Natural Beauty, Hatts Farm is a working farm set in 150 acres on the Dorset and Wiltshire border. Dairyman's Cottage is traditional yet contempora...
7 nights from £500
Hatts Farm
7 nights from £1050
7 nights from £550
Hatts Barn
20932 bedroom, rural holiday cottage near Shaftesbury, Dorset.
Hatts Farm is a working farm set in 150 acres on the Dorset and Wiltshire border, located in an Area of Outstanding Natural Beauty. The semi-detached Hatts Barn is a contemporary, ...
7 nights from £550
7 nights from £413
The Cowstall
43852 bedroom self catering cottage near Wells, Somerset.
The Cowstall is a fabulous single-storey detached property in a lovely setting at the top of the original farmstead. This exceptionally high quality barn conversion is set on a wor...
7 nights from £413
7 nights from £413
The Piggery
43842 bedroom self catering cottage 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 £413
7 nights from £851
Oak House
44383 bedroom, dog friendly self catering cottage near Sherborne, Dorset.
This beautiful, historical Grade II Listed semi-detached property oozes charm and luxury. Built in 1607, Oak House is one of the oldest houses in Yetminster and its dated enriched ...
7 nights from £851
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 £387
Pound Farm Cottage
40761 bedroom thatched self catering cottage near Sherborne, Dorset.
Pound Farm Cottage is a hidden gem; this listed thatched cottage has been thoughtfully renovated to create a spacious, stylish holiday home, retaining many of the original features...
7 nights from £387
7 nights from £416
The Old Coach House
13862 bedroom, dog friendly holiday cottage near Dorchester, Dorset.
This pretty, detached former coach house is in beautiful rural Dorset, and within easy reach of the stunning World Heritage Jurassic coastline. The Old Coach House has a spaciou...
7 nights from £416
Show properties within 20 miles of Wincanton