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 21 cottages with an enclosed garden in Somerset

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

7 nights from £329

Week Cottage

1636

1 bedroom, rural dog friendly 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 £329

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

7 nights from £392

Lady's Well Shepherd's Hut

3244

Shepherds Hut with a hot tub and koi carp 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 £392

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

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £394

The Pump House

2098

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 Fri

7 nights from £394

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £371

Orchard Barn

3289

2 bedroom, dog friendly cottage near Taunton, Somerset.


Orchard Barn is a welcoming single-storey conversion nestled sweetly in the sleepy village of Thurloxton and just stone's throw away from the Quantock Hills Area of Outstanding Nat...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £371

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £387

Hayloft

2403

2 bedroom dog friendly holiday cottage near Ilminster, Somerset.


Hayloft is in the heart of Barrington near the historic market town of Ilminster in south Somerset. This welcoming barn conversion is within a small group of historic barns and ...

  • Sleeps 3 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £387

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £639 *

The Watermill

2703

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


Set in the courtyard of an original farmstead in a scenic location, within easy reach of Exmoor National Park’s open moorlands and the lovely market towns of Dulverton and Bampton,...

  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £639 *

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

7 nights from £278

The Stables

4446

2 bedroom, dog friendly 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 £278

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £387

Oak Tree Barn

3288

2 bedroom, dog friendly cottage near Taunton, Somerset.


Oak Tree Barn is a family-friendly barn conversion set within the beautiful foothills of the Quantock Hills Area of Outstanding Natural Beauty. It is perfectly placed in the peacef...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £387

We’re here to help you find your perfect place to stay 7 days a week.

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

7 nights from £387

Cleveland Cottage

1968

2 bedroom cottage near the market town of Dulverton, Somerset.


This very pretty cottage, on the edge of Exmoor National Park, a few miles from the market towns of Dulverton and Bampton, each offering lovely independent shops and cafes, is a wo...

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

7 nights from £387

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £400

Manor Farm Lodge

1616

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
  • Dogs welcome
  • Changeover Sat

7 nights from £400

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