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. 

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 26 cottages with an enclosed garden in Somerset

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 within...

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

Price per week £372 - £873

View
  • 20% off

    27 Jul 2018 - 3 Aug 2018

    £855.00 £684.00

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 on selected dates. 30% off for parties up to 1 + cot between 5 Jan and 13 Jul 2019. One of the ground floor bedrooms is excluded at the discounted rate.

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


Manor Farm Lodge is the ideal base for exploring the fascinating area around the Somerset/Dorset border, and is within easy reach of the stunning Jurassic Coast at Lyme Regis. This...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Sat

Price per week £378 - £885

2 bedroom holiday cottage near Taunton, Somerset.


Court Cottage lies at the heart of West Monkton, a peaceful Somerset village, below the beautiful Quantock Hills, an Area of Outstanding Natural Beauty, above the Vale of Taunton t...

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

Price per week £389 - £895

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2 bedroom thatched holiday cottage near Nether Stowey, Somerset.


In a beautiful wooded valley in the east Quantock Hills Area of Outstanding Natural Beauty, Brookside Cottage is an idyllic getaway. This thatched semi-detached property lies withi...

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

Price per week £394 - £795

2 bedroom, rural self catering cottage in Bridgwater, Somerset.


This peaceful cottage is in a gentle swathe of unspoilt countryside between the Somerset coast and the beautiful Quantock Hills, a 9,500 acre Area of Outstanding Natural Beauty tha...

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

Price per week £410 - £840

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


This tranquil detached cottage is in a sheltered rural setting on the edge of the Blackdown Hills Area of Outstanding Natural Beauty, with the beautiful Somerset countryside all ar...

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

Price per week £428 - £985

View
  • 20% off

    27 Jul 2018 - 3 Aug 2018

    £985.00 £788.00

2 bedroom, dog-friendly holiday cottage near Dulverton, Somerset.


Withypool is at the heart of the beautiful Exmoor National Park and Riverview has a wonderful elevated village position with panoramic views of the River Barle below and the open m...

  • Sleeps 4 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

Price per week £448 - £915

View
  • 15% off

    4 Aug 2018 - 11 Aug 2018

    £906.00 £770.10

2 bedroom, rural holiday cottage near Glastonbury, Somerset.


The Old Barn at Cherry May Farm, a delightful past winner of the West Somerset Council Excellence in Building Awards, embraces the very best aspects for 21st Century living with an...

  • Sleeps 4
  • Regret no pets
  • Changeover Fri

Price per week £488 - £1220

3 bedroom, dog friendly holiday cottage in Somerset, near Honiton.


This luxury farmhouse in the Blackdown Hills, with wonderful garden hot tub, is in an idyllic rural setting on the edge of the village of Bishopswood, within walking distance of th...

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

Price per week £489 - £1541 *

* Includes 20% off for parties up to 4 + cot on selected dates. Bedroom 2 is excluded at the discounted rate.

Our guests rate us 4.8/5 on Feefo, the independent review site.

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