Cottages in South England

Cottages in South England

Whether you want to escape the mainland in a coastal cottage on the Isle of Wight or you long for idyllic days spent milling around the rolling hills of Sussex, we’ve got a holiday cottage in the South of England for you.

Home to the Garden of England (more commonly known as Kent), alongside the coastal wiles of Sussex, Hampshire, Essex, and the Isle of Wight, the South of England is a grand destination indeed for a memorable holiday. Read more

A catalogue of intriguing historical buildings (including the impressive Windsor Castle and Canterbury Cathedral) and captivating landmarks make for some truly fascinating days out – not to mention the countless opportunities for watersports at one of the many beautiful beaches along the south coast. Leave the mainland behind for a self catering holiday on the Isle of Wight where you’ll find sweeping coastlines punctuated with white cliffs and gardens aplenty – as well as some truly unmissable festivals. Get lost in the enthralling history of 1066 country, sit down for a lavish afternoon tea, or spend your time in Sussex enjoying the results of a British vineyard – when in Rome! One of the best things about these southern beauties is their close proximity to London, meaning you’re never far from a weekend away or a day trip to the beach.

We have 187 luxury self catering cottages in South England

Tangle Cottage is a 4 bedroom self catering cottage near the beach in Seaview.
  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £716 *

Tangle Cottage

5669

4 bedroom self catering cottage near the beach in Seaview.


Nestled at the end of Ryde Road, just a short walk from the beach and Seaview village, with off-street parking and a lovely large garden to the rear, semi-detached Tangle Cottage i...

  • Sleeps 8 + cot
  • No pets
  • Changeover Fri

7 nights from £716 *

Beacon Hill Barn is a 2 bedroom self catering cottage near Midhurst.
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £811

Beacon Hill Barn

5644

2 bedroom self catering cottage near Midhurst.


This gorgeous barn sits in the heart of the South Downs National Park providing an excellent base for all types of rural pursuits and is perfectly positioned for visiting the towns...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £811

We are Gold accredited with the Green Tourism Business Scheme.

Inglefield is a 4 bedroom, dog friendly holiday cottage near the beach in St Helens.
  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £908

Inglefield

5637

4 bedroom, dog friendly holiday cottage near the beach in St Helens.


This beautiful home close to Bembridge Harbour is a space to enjoy with family and friends. From exploring the bays and beaches to the rolling countryside and historic castles, Ing...

  • Sleeps 7 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £908

The Little Dairy Park Farm is a 2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.
  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

The Little Dairy Park Farm

5636

2 bedroom, dog friendly holiday cottage near Ryde, Isle of Wight.


This welcoming retreat is close to the pretty village of Seaview and the sandy beach at Ryde, and has the Isle of Wight Gin Distillery within walking distance. Thoughtfully present...

  • Sleeps 5 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £650

The Shack is a 1 bedroom, dog friendly holiday cottage with sea views in Cowes.
  • Sleeps 2 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £882

The Shack

5634

1 bedroom, dog friendly holiday cottage with sea views in Cowes.


Instantly relax into your holiday and breathe in the sea air, The Shack is the perfect holiday getaway. Overlooking the waters of the Solent, start your mornings on the front deck ...

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

7 nights from £882

The Little Lodge is a 1 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £425

The Little Lodge

5599

1 bedroom, dog friendly self catering cottage near Rye.


This peaceful retreat for two is nestled in an Area of Outstanding Natural Beauty, near the village of Broad Oak and a short drive from the medieval town of Rye, Battle and the bea...

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

7 nights from £425

Darjeeling Lodge is a 2 bedroom, dog friendly self catering cottage near Rye.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £494

Darjeeling Lodge

5598

2 bedroom, dog friendly self catering cottage near Rye.


If you're looking for a peaceful or romantic break in the heart of the Sussex countryside, then this is the place for you! Situated in Beckley, near the village of Broak Oak, Darje...

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

7 nights from £494

Driftwood is a 2 bedroom dog friendly luxury retreat with private hot tub.
  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Driftwood

5613

2 bedroom dog friendly luxury retreat with private hot tub.


Whisk yourself away to this pretty retreat on the glorious Isle of Wight, new to the portfolio this spring and perfect for couples, small families and four-legged companions who lo...

  • Sleeps 4 + cot
  • Dogs welcome
  • Changeover Fri

7 nights from £617 *

Our property managers are local experts who handpick perfect places to stay.

Escape Away is a 2 bedroom luxury retreat with private hot tub
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £617 *

Escape Away

5612

2 bedroom luxury retreat with private hot tub


New to the Classic portfolio, very close to the beach, a short drive from pretty Yarmouth and not far from the iconic Needles, Escape Away is the perfect luxury retreat to base you...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £617 *

4 Church Square is a 1 bedroom, dog friendly self catering cottage in Rye.
  • Sleeps 2
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £490

4 Church Square

5520

1 bedroom, dog friendly self catering cottage in Rye.


Welcome to this gorgeous Grade II Listed cottage situated along one of Rye's famous cobbled streets, perfect for couples looking to stay in the heart of Rye. As you enter this ...

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

7 nights from £490

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