Self-Catering Retreats in Somerset with Enclosed Gardens

If you are looking for a Somerset retreat with your family or pets, then our self-catering cottages with enclosed gardens may be of interest. Offering luxury family-friendly and dog-friendly accommodation with added security, you can enjoy ultimate comfort with extra peace of mind. Take a look through our portfolio and find your dream cottage. All of our properties are handpicked so you can enjoy the best of the best. Read more

Somerset offers lots of beautiful walks through country and coast, but sometimes certain members of the family still have energy to burn. If you have children in your party or are taking your canine chum to a dog-friendly cottage, you may find that our range of Somerset cottages with enclosed gardens provide that extra bit of security and privacy for lively legs. Take a look through our selection of properties and pick your favourite one. Just be warned, your favourite one may turn into two, or three...

Self-Catering Cottages with Enclosed Gardens in Somerset 

At Classic Cottages we want to make sure your holiday is the best it can be. From start to finish we are on hand to offer help and support. All of our cottages are handpicked, and each one is fully equipped with a complete inventory so everything from your bed linens to your fluffy bathroom towels to your morning coffee pot is provided. All you need to do? Enjoy the holiday of a lifetime. 

Discover our 18 cottages with an enclosed garden in Somerset

We are no longer accepting new bookings for holidays arriving before the 4th July 2020. COVID-19

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

7 nights from £310 *

2 bedroom holiday cottage near Dulverton, Somerset.


Cleveland Cottage has the advantage of a choice of two prices – for bookings by two or four guests. This very pretty cottage, on the edge of Exmoor National Park, a few miles from ...

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

7 nights from £310 *

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

7 nights from £322

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


Sitting in the heart of Exmoor National Park, Week Cottage dates back to the 1690s and is all picture-book old world charm inside. A spacious boot-room, perfect for muddy boots (an...

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

7 nights from £322

Need more time? Reserve any cottage for up to 24 hours before booking.

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £362 *

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


Oak Tree Barn is a family-friendly and dog-friendly barn conversion with a wonderful level garden in a peaceful setting on the edge of the unspoilt village of Thurloxton, in the fo...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £362 *

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

7 nights from £384

Shepherds Hut with a hot tub sat on its own fishing pond near Weston-Super-Mare, Somerset.


Staying in this beautifully presented shepherd's hut gives you a rare and - so often nowadays - hard to come by opportunity to have a secret and secluded location all to yourselves...

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

7 nights from £384

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £389

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


Seize a totally unique opportunity and book a stay in this stunningly converted pump house on the Somerset/Dorset border, close to the dramatic beaches and clifftop walks of the Ju...

  • Sleeps 2
  • Dogs welcome
  • Changeover Sat

7 nights from £389

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £362

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


Orchard Barn is a stone's throw from the stunning Quantock Hills Area of Outstanding Natural Beauty; 9,500 acres of open moorland, deep wooded valleys and panoramic views. The sing...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £362

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £387

2 bedroom holiday cottage near Ilminster, Somerset.


Hayloft is in the heart of Barrington – a National Trust conservation village near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is wit...

  • Sleeps 3 + cot
  • Regret no pets
  • Changeover Fri

7 nights from £387

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

7 nights from £260

2 bedroom, dog friendly holiday cottage near Lyme Regis, Somerset.


The Stables at Wreath Farm is a beautifully converted single-storey farm building in the gentle south Somerset countryside, an easy drive inland from the gorgeous east Devon and we...

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

7 nights from £260

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

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352 *

3 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...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £352 *

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £393

2 bedroom, dog friendly holiday cottage near Beaminster, Somerset.


Manor Farm Lodge is situated on the Somerset/Dorset border with easy access into Devon. This beautifully presented cottage, surrounded by its traditional cottage garden, is the ide...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £393

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