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 18 self catering cottages in Wincanton to show you...

3 bedroom self catering cottage near Bruton, Somerset.


Greenhills is, quite simply, a beautiful period cottage in a beautiful unspoilt Somerset village, renovated with vision and style to create the most fabulous and welcoming retreat....

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £564 - £1140

1 bedroom, dog friendly self catering cottage near Sherborne, Dorset.


This cosy, compact yet 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...

  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £310 - £597

Don’t miss out; reserve your favourite 2019 holiday cottage for just £30

Dog friendly glamping in a safari tent for four persons near Shaftesbury, Dorset.


Enjoy a holiday with a difference, relax under canvas and soak up the peace and tranquility of the rolling Dorset countryside, with luxury en suite facilities, glamping style. Blac...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £394 - £985

Dog friendly safari tent glamping for six persons near Shaftesbury, Dorset.


Glamping at Black Pig Retreats allows you to escape the everyday; park your car, load your luggage onto the farm's all-terrain vehicle and your countryside adventure begins, canvas...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £555 - £1275

Dog friendly safari tent glamping for six near Shaftesbury, Dorset.


Glamping at Black Pig Retreats allows you to escape the everyday and enjoy a fabulous holiday with a difference, where you can cook with fire, collect logs, listen to birdsong and ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £555 - £1275


Enjoy a holiday with a difference, relax under canvas and soak up the peace and tranquility of the rolling Dorset countryside, with luxury en suite facilities, glamping style. Blac...

  • Sleeps 16 + 3 cots in 3 properties
  • Changeover Fri

Price per week £1503 - £3535

3 bedroom, dog friendly holiday cottage near Wells, Somerset.


The Coach House is in a tranquil hilltop position with countryside views over Somerset, Dorset and Wiltshire and is close to historic Glastonbury, Wells and Bruton. French windows ...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £350 - £1150 *

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* Includes 30% off for parties up to 4 + cot on selected dates. 30% off for parties up to 1 + cot between 5 Jan and 13 Jul 2019. One of the ground floor bedrooms is excluded at the discounted rate.

  • 10% off

    24 Aug 2018 - 31 Aug 2018

    £1023.50 £921.15

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Dairyman’s Cottage is traditional yet contemporary, semi-detached and set on a south-facing terrace. The property has a welcoming feel, with a stunning open plan design downstairs,...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £390 - £897

We’ve been raising the standards of self catering holidays since 1977.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

  • Sleeps 9 + 2 cots in 2 properties
  • Changeover Fri

Price per week £868 - £2092

2 bedroom, rural holiday cottage near Shaftesbury, Dorset.


Semi-detached Hatts Barn is a contemporary, reversed level barn conversion on a wide south-facing terrace. The large en suite master bedroom and a twin bedded family room (the beds...

  • Sleeps 5 + cot
  • Regret no pets
  • Changeover Fri

Price per week £478 - £1195

1 bedroom, dog friendly holiday cottage near Glastonbury, Somerset.


This delightful little Grade II Listed stone cottage is in the heart of the village of Pilton, near Glastonbury. 2 Batch Cottages, in Bread Street, was likely to have been one of t...

  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £374 - £756

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  • 20% off

    24 Aug 2018 - 31 Aug 2018

    £740.88 £592.70

2 bedroom, rural self catering cottage near Shaftesbury, Dorset.


Converted from a former stable, Brookland Barn offers an immaculate property all on one level in fabulous surroundings. The south-facing barn looks out over the enclosed garden and...

  • Sleeps 4 + cot
  • Regret no pets
  • Changeover Fri

Price per week £465 - £1070

3 bedroom self catering cottage near Shaftesbury, Dorset.


This fabulous Georgian House is the perfect base from which to explore the many unique attractions that are a short drive away. Create great holiday memories with fascinating days ...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £558 - £1347 *

* Includes 10% off for parties up to 4 between 10 Mar and 29 Dec 2018.

3 bedroom, dog friendly self catering cottage in Wells, Somerset.


Wellesley Park is something really special, a cluster of beautifully presented individual properties in the gentle countryside just outside Somerset’s historic Cathedral City of We...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £989 - £1998

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  • 10% off

    24 Aug 2018 - 31 Aug 2018

    £1958.04 £1762.24

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

1 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...

  • Sleeps 2 + cot
  • Regret no pets
  • Changeover Fri

Price per week £379 - £765

2 bedroom, dog friendly self catering cottage near Bath, Somerset.


This stylish barn conversion in the beautiful north Somerset village of Lullington is just a 15 minute drive from historic Bath. Four-legged friends are very welcome, the garden is...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £348 - £828 *

2 bedroom, dog friendly self catering cottage near Bath, Somerset.


This beautifully presented and welcoming barn conversion in the unspoilt hamlet of Lullington, is just a 15 minute drive from Bath. Historic Wells, Bruton and Frome are all within ...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £348 - £828 *

2 bedroom, rural holiday cottage near Dorchester, Dorset.


This pretty detached former coach house is in beautiful rural Dorset within easy reach of the stunning World Heritage Jurassic coastline. The Old Coach House has a spacious brig...

  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

Price per week £399 - £1018

Show properties within 20 miles of Wincanton