Wincanton Cottages

We've got 17 holiday cottages within 15 miles of Wincanton. You can refine your search using the controls on the left.

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 17 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
  • Regret no pets
  • 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 - £585

  • 25% off

    12 Feb 2018 - 16 Feb 2018

    £246.00 £184.50

  • 20% off

    16 Feb 2018 - 23 Feb 2018

    £327.60 £262.40

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 up your wheelbarrow and your countryside adventure begins; canvas living with a little of the ...

  • 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, park your car, load up your wheelbarrow and enjoy a fabulous holiday with a difference, where you can cook with fi...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

Price per week £555 - £1275


Glamping at Black Pig Retreats allows you to escape the everyday, park your car, load up your wheelbarrow and your countryside adventure begins; canvas living with a little of the ...

  • Sleeps 12 + 2 cots in 2 properties
  • Changeover Fri

Price per week £1109 - £2550

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 *

* Includes 30% off for parties up to 4 + cot between 6 Jan and 14 Jul 2018, 8 Sep and 8 Dec 2018. One of the ground floor bedrooms is excluded at the discounted rate.

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

  • 20% off

    19 Jan 2018 - 26 Jan 2018

    £390.20 £312.00

  • 20% off

    26 Jan 2018 - 2 Feb 2018

    £390.20 £312.00


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

  • 20% off

    19 Jan 2018 - 26 Jan 2018

    £478.00 £382.40

  • 20% off

    26 Jan 2018 - 2 Feb 2018

    £478.00 £382.40

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