Summer Holiday Cottages in South England

Summer Holiday Cottages in South England

Find your perfect summer holiday cottage and get ready to create special memories, explore those hidden corners of the UK and savour every summertime moment.Read more

Long evenings in the garden cooking on the barbecue, outings to the coast or countryside, we are lucky to have such a wonderful landscape to explore when it comes to summer in the UK. 

Leave the children with the grandparents for a romantic break away to recharge your batteries, or take advantage of some true family time and have a holiday to remember in a holiday cottage. Holiday near the sea for bucket and spade beach days, or stay further in land to enjoy panoramic hilltop views and dog walking havens – the moors are a great place to holiday if you want to bring your four-legged friend. Whatever you are looking for in a summer break, choose the flexibility a holiday cottage in South England will give you. 

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

We have 146 self catering cottages for the summer holidays in South England.

Apsley Cottage is a 3 bedroom, dog friendly self catering cottage near Midhurst
  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1680

Apsley Cottage

5148

3 bedroom, dog friendly self catering cottage near Midhurst


Apsley Cottage is a welcoming cottage with a hot tub on the Cowdray Estate, situated in a secluded location just outside the picturesque village of Bepton, a short drive from Midhu...

  • Sleeps 4 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £1680

Challens Yarde is a 4 bedroom, dog friendly self catering cottage with hot tub near Midhurst
  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3200

Challens Yarde

5149

4 bedroom, dog friendly self catering cottage with hot tub near Midhurst


Challens Yarde is a Grade II Listed luxury holiday cottage with hot tub on the Cowdray Estate and can be found on a picturesque rural lane in the village of Easebourne, perfect for...

  • Sleeps 8 + 2 cots
  • Dogs welcome
  • Changeover Fri

7 nights from £3200

10 Bayclose is a 2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight
  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £756

10 Bayclose

5159

2 bedroom self catering apartment with sea views in Freshwater, Isle of Wight


Overlooking the gorgeous coastline at Freshwater Bay sits 10 Bayclose, a wonderfully homely apartment perfect for a family getaway to the seaside. With light and airy interiors, sn...

  • Sleeps 4 + cot
  • No pets
  • Changeover Fri

7 nights from £756

Stargazers' Retreat is a Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.
  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £237 per night *

Stargazers' Retreat

5125

Luxury Yurt for 5 with sea views and outdoor bathtubs near Ventnor, Isle of Wight.


Welcome to Stargazers' Retreat, a heavenly glamping yurt nestled in rural splendour on the southerly tip of the Isle of Wight with blissful views of Reeth Bay and beyond. Situated ...

  • Sleeps 5 + cot
  • No pets
  • Changeover Fri

From £237 per night *

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Sheldonia is a 3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.
  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £979 *

Sheldonia

5109

3 bedroom self catering cottage with sea views in Ventnor, Isle of Wight.


Welcome to Sheldonia, a hidden gem in the delightful seaside town of Ventnor and within touching distance of Steephill Cove - one of the Island's prettiest beaches, featured in The...

  • Sleeps 6
  • No pets
  • Changeover Sat

7 nights from £979 *

Sugar Beach is a 2 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £553

Sugar Beach

5102

2 bedroom dog friendly self catering cottage near the beach in Seaview, Isle of Wight


Seaview is a much sought-after charming village on the east of the Isle of Wight, and Sugar Beach is perfectly situated just a stone's throw from the beach and a short stroll away ...

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

7 nights from £553

Underwood Cabin is a 3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.
  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1406

Underwood Cabin

4995

3 bedroom, dog friendly self catering cottage near Yarmouth, Isle of Wight.


Nestled in the beautiful grounds of St Hubert's Lodge and surrounded by tranquil woodlands and green pastures, Underwood Cabin is a delightful island retreat, perfectly situated be...

  • Sleeps 6 + cot
  • Dogs welcome
  • Changeover Sat

7 nights from £1406

The Granary is a 2 bedroom, dog friendly self catering cottage near Haywards Heath.
  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £937

The Granary

5037

2 bedroom, dog friendly self catering cottage near Haywards Heath.


The Granary is situated beside a working organic farm, a short walk from the picturesque village of Cuckfield on the edge of the High Weald, an Area of Outstanding Natural Beauty (...

  • Sleeps 4
  • Dogs welcome
  • Changeover Sat

7 nights from £937

18 Seaview Bay is a 1 bedroom self catering apartment with sea views in Seaview, Isle of Wight.
  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £700

18 Seaview Bay

4996

1 bedroom self catering apartment with sea views in Seaview, Isle of Wight.


Perfectly situated in the much sought-after village of Seaview on the Isle of Wight, 18 Seaview Bay is a charming, sunny apartment found in a small development, close to the villag...

  • Sleeps 2
  • No pets
  • Changeover Sat

7 nights from £700

Sea Lights is a 2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.
  • Sleeps 4 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1406

Sea Lights

4967

2 bedroom coastal holiday home, with sea views in Cowes, Isle of Wight.


Situated close to the beating heart of world-famous Cowes, lies the pretty coastal village of Gurnard, where you will find this handsome coastal ground floor pet-friendly apartment...

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

7 nights from £1406

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

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