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...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £564

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

7 nights from £564

View
  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £946.20 £756.80

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

7 nights from £310

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

7 nights from £310

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

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £394

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

7 nights from £394

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £555

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

7 nights from £555

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £555

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

7 nights from £555

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

7 nights from £1503


Arrive at Black Pig Retreats and your escape to the country has begun; unwind in this fabulous landscape with your very own luxury themed tent with en suite facilities. Pitched in ...

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

7 nights from £1503

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £350 *

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

7 nights from £350 *

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

7 nights from £390

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

7 nights from £390

We are Gold accredited with the Green Tourism Business Scheme.

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

7 nights from £868


Hatts Farm is a working farm set in 100 acres on the Dorset/Wiltshire border, in an Area of Outstanding Natural Beauty near the market town of Shaftesbury and within driving distan...

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

7 nights from £868

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

7 nights from £478

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

7 nights from £478

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  • 25% off

    21 Dec 2018 - 28 Dec 2018

    £926.12 £694.50

  • 20% off

    28 Dec 2018 - 4 Jan 2019

    £926.12 £740.80

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

7 nights from £374

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


This delightful traditional stone cottage is a tranquil village bolthole near Glastonbury, just south of Somerset's stunning Mendip Hills, with their spectacular landscapes and dra...

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

7 nights from £374

View
  • 15% off

    14 Dec 2018 - 21 Dec 2018

    £627.48 £532.95

  • 20% off

    21 Dec 2018 - 28 Dec 2018

    £627.48 £501.60

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

7 nights from £465

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

7 nights from £465

  • Sleeps 6
  • Regret no pets
  • Changeover Fri

7 nights from £558 *

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

7 nights from £558 *

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £989

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

7 nights from £989

Our property managers are local experts who handpick perfect places to stay.

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

7 nights from £379

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

7 nights from £379

View
  • 25% off

    17 Dec 2018 - 23 Dec 2018

    £635.00 £476.25

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

7 nights from £348

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

7 nights from £348

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

7 nights from £348

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

7 nights from £348

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

7 nights from £399

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

7 nights from £399

Show properties within 20 miles of Wincanton