Two night breaks in South West

Two night breaks in South West

A weekend away or two night short break in South West is so simple. No major preparations or need to pack up your life, just the perfect excuse to get away from it all for your favourite holiday cottage and slip under the radar of everyday life. With hand picked cottages across the UK, there are endless places to escape to for a two night break with Classic Cottages. Take a look and see...

Our exclusive ferry discounts will make your island trip with Classic plain sailing.

We have 365 holiday cottages available in South West for a two night break

The Gardens is a 2 bedroom, dog friendly cottage in historic Sherborne, Dorset.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £477

The Gardens

5406

2 bedroom, dog friendly cottage in historic Sherborne, Dorset.


From the rolling hills of the Dorset countryside to the beautiful historic streets of Sherborne and down to the Jurassic Coast, explore it all whilst staying at The Gardens. This c...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £477

Harvest Hut is a Dog-friendly cabin with wood-fired hot tub near Totnes.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

From £119 per night

Harvest Hut

5421

Dog-friendly cabin with wood-fired hot tub near Totnes.


This fabulous hideaway is nestled within the most glorious countryside setting. Not only are you surrounded by the most magical countryside views and walks, this beautiful hut boas...

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

From £119 per night

Each and every one of our cottages is fully equipped with everything you’ll need on holiday.

Windsmeet is a 3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1195

Windsmeet

5426

3 bedroom, dog friendly cottage with sea views in St Mawes, Cornwall.


Enjoying far reaching views across the garden to the sea and St Anthony Head beyond, Windsmeet sits in an elevated position on an exclusive road just above the pretty fishing villa...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1195

Dairy House is a 3 bedroom self catering cottage in Lostwithiel, South Cornwall.
  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1400

Dairy House

5398

3 bedroom self catering cottage in Lostwithiel, South Cornwall.


Wrap yourself in the lap of luxury in this country retreat, that peacefully resides in the heart of this historic estate, surrounded by breathtaking Cornish countryside, ancient wo...

  • Sleeps 6 + 2 cots
  • No pets
  • Changeover Fri

7 nights from £1400

Diggery is a 2 bedroom self catering cottage in Lostwithiel, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £725

Diggery

5414

2 bedroom self catering cottage in Lostwithiel, South Cornwall.


Wind your way along the leafy lane that leads to the historic and most beautiful Restormel Estate, cradled in the heart of the Fowey Valley, where this little beauty is waiting to ...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £725

Staniforth is a Beautiful 2 bedroom cottage on the Restormel Estate, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £695

Staniforth

5403

Beautiful 2 bedroom cottage on the Restormel Estate, South Cornwall.


Escape the everyday and come and live the country life with a memorable holiday at this delightful rural idyll nestled in the beautiful Restormel Estate in the Fowey Valley. Surrou...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £695

Harbour Retreat is a 2 bedroom, dog friendly apartment with sea views in St Mawes.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £658

Harbour Retreat

5355

2 bedroom, dog friendly apartment with sea views in St Mawes.


Nestled in the heart of beautiful St Mawes on the Roseland peninsula, Harbour Retreat is a delightful apartment with a perfectly placed balcony overlooking the vibrant harbour and ...

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

7 nights from £658

Trinity is a Beautiful east wing of Manor House for 4 guests on the Restormel Estate, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £925

Trinity

5397

Beautiful east wing of Manor House for 4 guests on the Restormel Estate, South Cornwall.


Treat yourself and your loved ones to a well deserved break amidst the peace and tranquility that surround the gorgeous Trinity. Tucked away on the beautiful Restormel Estate, in t...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £925

Readymade beds and fluffy towels; this simple but appreciated welcome is standard with us.

Trewollack House is a Gorgeous dog friendly countryside holiday cottage for 8 near Newquay, North Cornwall.
  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1250

Trewollack House

5392

Gorgeous dog friendly countryside holiday cottage for 8 near Newquay, North Cornwall.


This most elegant of Georgian homes is nestled within glorious countryside yet right on the doorstep of the stunning north Cornish coast. It's an exquisite hideaway for family geta...

  • Sleeps 8 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1250

Hutchings is a Beautiful 2 bedroom cottage on the idyllic Restormel Estate, South Cornwall.
  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £695

Hutchings

5400

Beautiful 2 bedroom cottage on the idyllic Restormel Estate, South Cornwall.


Situated in the glorious Restormel Estate, surrounded by stunning parkland and rolling countryside, Hutchings is a charming barn conversion close to the south Cornish coast and per...

  • Sleeps 4 + cot
  • No pets
  • Changeover Sat

7 nights from £695

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