Holiday cottages for September in South England

Holiday cottages for September in South England

If Septembers past are anything to go by, this is often one of the loveliest months to enjoy a holiday cottage in South England.Read more

The beaches are still peachy, the sea's had all summer to warm up and the schools have gone back. So you can have more sand, more cliffs and more moor to yourself. Use the search options on the left to choose your holiday dates. We've got 98 holiday cottages in South England available for your September break.

We have 98 South England holiday cottages available in September.

Bentinck is a 3 bedroom cottage near the beach in Ventnor.
  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £713

Bentinck

5724

3 bedroom cottage near the beach in Ventnor.


Located in a quiet spot, just moments from the vibrant high street and picturesque seafront, Bentinck offers a welcoming, beautifully refurbished home with everything you could wis...

  • Sleeps 8 + cot
  • No pets
  • Changeover Sat

7 nights from £713

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

7 nights from £680

Hayesland Lodge

5700

1 bedroom, dog friendly self catering cottage near Rye.


This gem is situated in a peaceful and tranquil setting in a National Landscape (an Area of Outstanding Natural Beauty) with farmland views, a short drive from the coast and the me...

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

7 nights from £680

Pepita is a 5 bedroom dog friendly cottage with sea views in Seaview.
  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1714 *

Pepita

5719

5 bedroom dog friendly cottage with sea views in Seaview.


With breathtaking sea views and the beach only a few steps from the front door, two former coastguard cottages and the adjoining boathouse have been transformed into an island gem,...

  • Sleeps 9 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1714 *

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

7 nights from £955

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 £955

View
  • £34 off

    28 Sep 2024 - 4 Oct 2024

    From £859.50 £825.50

  • £22 off

    4 Oct 2024 - 10 Oct 2024

    £847.80 £825.80

  • £47 off

    11 Oct 2024 - 18 Oct 2024

    From £942.00 £895.00

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

7 nights from £1056

Inglefield

5637

Dog friendly holiday cottage with 4 bedroom 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 £1056

The Shack is a A seaside dog friendly holiday home with sea views in Cowes.
  • Sleeps 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £776

The Shack

5634

A seaside dog friendly holiday home 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 4
  • Dogs welcome (1 only)
  • Changeover Sat

7 nights from £776

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 £531

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 £531

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

7 nights from £717 *

Driftwood

5613

A dog friendly luxury retreat with private hot tub sleeping 4.


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 £717 *

We are Gold accredited with the Green Tourism Business Scheme.

Tamarisk House is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2517

Tamarisk House

5516

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


If you are seeking the ultimate coastal getaway with more than a little exclusivity, look no further than this luxurious retreat in Seaview overlooking the beautiful Solent on the ...

  • Sleeps 8 + 2 cots
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £2517

Halland Rise is a 4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.
  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560 *

Halland Rise

5500

4 bedroom, dog friendly holiday cottage with sea views in Seaview, Isle of Wight.


Introducing, Halland Rise, a stunning detached house sleeping eight guests, nestled in Seaview, one of the Island's most sought-after villages. With a choice of hidden coves and lo...

  • Sleeps 8 + cot
  • Dogs welcome (1 only)
  • Changeover Fri

7 nights from £1560 *

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