Self-Catering Retreats in Somerset with Enclosed Gardens

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 Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

Discover our 12 cottages with an enclosed garden in Somerset

Cleveland Cottage is a 2 bedroom cottage near the market town of Dulverton, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £346 *

Cleveland Cottage

1968

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


Offering a 20% discount for parties of 2 (unless a special offer is already in place) this very pretty cottage, on the edge of Exmoor National Park, a few miles from the market tow...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £346 *

Week Cottage is a 1 bedroom, rural, dog friendly cottage near Dulverton, Somerset.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £399

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 Fri

7 nights from £399

Frogwell Cottage is a 3 bedroom, dog friendly holiday cottage near Dulverton, Somerset.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £460 *

Frogwell Cottage

4714

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


Under the spectacle of Exmoor National Park International Dark Sky Reserve, picture yourself on holiday with a glass of bubbly in hand, surrounded by nothing but fields and country...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £460 *

The Pump House is a 1 bedroom, dog friendly holiday cottage near Beaminster, Dorset.
  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £493

The Pump House

2098

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


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

  • Sleeps 2
  • Dogs welcome
  • Changeover Fri

7 nights from £493

The Crook is a 1 bedroom shepherds hut near Ilminster, Somerset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

The Crook

5003

1 bedroom shepherds hut near Ilminster, Somerset.


Perfectly positioned in a peaceful spot, you will find this stunning shepherd's hut that has been masterfully created. The Crook is a true hideaway in glorious surroundings and you...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

The Whistle is a 1 bedroom shepherds hut near Ilminster, Somerset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

The Whistle

5004

1 bedroom shepherds hut near Ilminster, Somerset.


If you are looking for a luxurious and unique glamping experience, then look no further than The Whistle. A gorgeously designed shepherd's hut, complete with enchanting outside spa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

From £84 per night

Orchard Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £435

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 a stone's throw away from the Quantock Hills National Landscape. W...

  • Sleeps 3 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £435

Brookside Cottage is a 2 bedroom thatched cottage near Nether Stowey, Somerset.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £394

Brookside Cottage

2638

2 bedroom thatched cottage near Nether Stowey, Somerset.


In a beautiful wooded valley in the east Quantock Hills National Landscape, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies within a conservat...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £394

View
  • 20% off

    3 Jan 2025 - 10 Jan 2025

    £493.00 £394.40

  • 20% off

    10 Jan 2025 - 17 Jan 2025

    £493.00 £394.40

Oak Tree Barn is a 2 bedroom, dog friendly cottage near Taunton, Somerset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £442

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 National Landscape. It is perfectly placed in the peaceful setting of th...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £442

The Apple Press is a 3 bedroom, dog friendly cottage near Lyme Regis, Dorset.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £535 *

The Apple Press

4744

3 bedroom, dog friendly cottage near Lyme Regis, Dorset.


Just ten miles north of Lyme Regis, the 'Pearl of Dorset', situated in gentle Somerset countryside is The Apple Press, a fabulously converted single storey farm building. The o...

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

7 nights from £535 *

Load 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. 

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