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

  • 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

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


This delightful newly renovated Grade II Listed stone cottage is in the heart of the village of Pilton, with Glastonbury, Wells, Bath and the Mendip Hills within easy reach. 2 Batc...

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

Price per week £374 - £756

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.


Set in the gorgeous Wiltshire village of Hindon, which has two pubs and a community shop, this stylishly renovated Georgian house has fabulous views from the back of the house over...

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

Price per week £558 - £1347 *

* Includes 10% off for parties up to 4 between 6 Jan and 30 Jun 2018, 1 Sep and 29 Dec 2018. Not all of the bedrooms are available at the discounted rate, please let the Booking Office know which rooms you require.

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

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 *

* Includes 15% off for parties up to 2 + cot between 6 Jan and 5 May 2018, 6 Oct and 15 Dec 2018. Only Bedroom 1 is available at the discounted rate.

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 *

* Includes 15% off for parties up to 2 + cot between 6 Jan and 5 May 2018, 6 Oct and 15 Dec 2018. Bedroom 2 is excluded at the discounted rate.

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 bright ...

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

Price per week £399 - £998

Show properties within 20 miles of Wincanton