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 366 holiday cottages available in South West for a two night break

Llanamor is a Stunning 3 bedroom homestay with sea views near Whitsand Bay, South Cornwall.
  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £855

Llanamor

5789

Stunning 3 bedroom homestay with sea views near Whitsand Bay, South Cornwall.


Come and fall under the spell of our stunning coastal retreat, set on the gorgeous Rame peninsula in the tiny hamlet of Portwrinkle. With endless sea views, incredible interiors an...

  • Sleeps 6 + cot
  • No pets
  • Changeover Fri

7 nights from £855

Hendy Cottage is a 3 bedroom, dog friendly self catering cottage in Stroud.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £927

Hendy Cottage

5793

3 bedroom, dog friendly self catering cottage in Stroud.


Hendy Cottage is a charming end of terrace, Grade II Listed Cotswold stone cottage situated just moments from Rodborough Common, offering stunning views over the Cotswold Way and t...

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

7 nights from £927

Hartland Cottage is a 3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.
  • Sleeps 6 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £446

Hartland Cottage

5777

3 bedroom, dog friendly cottage near the sea in Boscastle, Cornwall.


Bursting with charm and character, this Grade II Listed terraced cottage is a terrific getaway for families, couples, walkers and dog lovers wanting to explore this enchanting part...

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

7 nights from £446

Spring View Cottage is a 1 bedroom cottage with countryside views near Dorchester, Dorset.
  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £363

Spring View Cottage

5783

1 bedroom cottage with countryside views near Dorchester, Dorset.


A sweet bolthole for two, Spring View Cottage is nestled in the beautiful Dorset countryside. Easily accessible but far enough away to feel like you have really escaped, this compa...

  • Sleeps 2 + cot
  • No pets
  • Changeover Fri

7 nights from £363

The Lookout is a 2 bedroom, dog friendly apartment with sea views, near Studland.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £644

The Lookout

5763

2 bedroom, dog friendly apartment with sea views, near Studland.


In an elevated position with views out to Swanage Bay, The Lookout is a modern, stylish, first floor apartment for up to four lucky guests and their four-legged friend to enjoy. Ta...

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

7 nights from £644

Laundry Cottage is a 1 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £637

Laundry Cottage

5709

1 bedroom, dog friendly holiday cottage near Newquay, North Cornwall.


Take the leafy drive that leads into the stunning Tresillian Estate where this little beauty is waiting to treat you and your loved one to a romantic getaway and wonderful escape f...

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

7 nights from £637

Tresillian House is a 8 bedroom, dog friendly holiday home near Newquay, North Cornwall.
  • Sleeps 16 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £4098

Tresillian House

5715

8 bedroom, dog friendly holiday home near Newquay, North Cornwall.


Looking for the fabulous getaway for a large family holiday, a celebratory escape or simply an excuse to get together with friends, then come and lord it up at the magnificent Tres...

  • Sleeps 16 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £4098

The Apple Store is a 6 bedroom, dog friendly holiday home near Newquay, North Cornwall.
  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1948 *

The Apple Store

5714

6 bedroom, dog friendly holiday home near Newquay, North Cornwall.


Part of the glorious Tresillian Estate, this gorgeous homestay is set in secluded grounds and gardens, surrounded by Cornish countryside. With a huge open plan living space, en sui...

  • Sleeps 12 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £1948 *

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

Oak Tree Cottage is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £580

Oak Tree Cottage

5741

2 bedroom self catering cottage near Burford.


Oak Tree Cottage is a delightful semi-detached barn conversion and is nestled next to its neighbour, The Gallery (5756). The accommodation sleeps four guests and as you approach al...

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

7 nights from £580

The Gallery is a 2 bedroom self catering cottage near Burford.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £621

The Gallery

5756

2 bedroom self catering cottage near Burford.


The Gallery is a super spacious, light and airy, semi-detached Cotswold barn. It has a fully equipped kitchen that leads through to an open plan sitting/dining-room, with a hugely ...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £621

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