Holiday cottages for October in South of the Island

Holiday cottages for October in South of the Island

Savour the crunch of leaves underfoot, the quiet beaches and the autumnal woodland with a holiday cottage in the UK for October half term. Read more

Our exclusive ferry discounts of up to 25% will make your island trip with Classic plain sailing.

We've got 79 holiday cottages matching your search in the South of the Isle of Man...

Ivy Cottage is a Charming Castletown cottage with large private garden
  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)

Ivy Cottage

216

Charming Castletown cottage with large private garden


Set in the heart of historic Castletown, Ivy Cottage is a beautifully presented holiday home offering spacious accommodation, charming interiors and a surprisingly large private ga...

  • Sleeps 5 + 2 cots
  • Dogs welcome (1 only)
Bay View House is a Large town house in Port Erin with view of Bradda head
  • Sleeps 12 + cot
  • Dogs welcome

Bay View House

214

Large town house in Port Erin with view of Bradda head


Bay View is a beautifully renovated six-bedroom townhouse in the heart of Port Erin, offering stylish and spacious accommodation for large families, groups of friends, and multi-ge...

  • Sleeps 12 + cot
  • Dogs welcome

Our guests rate us 4.8/5 on Feefo, the independent review site.

Calf View is a Tranquil Cregneash cottage overlooking the Calf of Man
  • Sleeps 5 + cot
  • Dogs welcome

Calf View

206

Tranquil Cregneash cottage overlooking the Calf of Man


Perched above the timeless village of Cregneash, Calf View is a serene cottage with views framed by sweeping Manx vistas stretching towards shimmering seas and the wild beauty of t...

  • Sleeps 5 + cot
  • Dogs welcome
Surby Mount is a A delightful rural setting near Port Erin, ideal for families.
  • Sleeps 7 + 2 cots
  • Dogs welcome

Surby Mount

204

A delightful rural setting near Port Erin, ideal for families.


Surby Mount is a beautifully appointed detached countryside retreat tucked away in peaceful Surby, just a few minutes from the coastal village of Port Erin. Surrounded by rolling f...

  • Sleeps 7 + 2 cots
  • Dogs welcome
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British Travel Awards 2025
Best company for UK holiday home rentals

Spring Cottage is a A cosy hideaway overlooking Port Erin and the south
  • Sleeps 3 + cot
  • No pets

Spring Cottage

203

A cosy hideaway overlooking Port Erin and the south


Welcome to Spring Cottage, a beautifully refurbished self-catering holiday cottage set high above Port Erin and Port St Mary on Ballakillowey in the scenic south of the Isle of Man...

  • Sleeps 3 + cot
  • No pets
Abbey at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Abbey at Trail Lodge

174

Stylish studio apartment located in an idyllic national glen.


Abbey at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Ballasalla...

  • Sleeps 2
  • Dogs welcome
Silverburn at Trail Lodge is a Stylish studio apartment located in an idyllic national glen.
  • Sleeps 2
  • Dogs welcome

Silverburn at Trail Lodge

170

Stylish studio apartment located in an idyllic national glen.


Silverburn at Trail Lodge is a modern self-catering studio apartment set within the beautifully restored Silverdale Corn Mill, surrounded by the peaceful Silverdale Glen near Balla...

  • Sleeps 2
  • Dogs welcome
Duxbury Lodge is a Dog-friendly elegant countryside lodge for two
  • Sleeps 2
  • Dogs welcome

Duxbury Lodge

201

Dog-friendly elegant countryside lodge for two


Duxbury Lodge is a contemporary barn conversion set alongside Duxbury Cottage, offering a stylish rural retreat for two in the south of the island. Thoughtfully designed and beauti...

  • Sleeps 2
  • Dogs welcome
Sea Salt is a Refined boutique stay near Castletown’s harbour & history
  • Sleeps 4 + cot
  • No pets

Sea Salt

199

Refined boutique stay near Castletown’s harbour & history


Sea Salt is a beautifully refurbished hideaway on historic Queen Street, offering an indulgent blend of contemporary luxury and homely warmth in the heart of Castletown. Thoughtful...

  • Sleeps 4 + cot
  • No pets
Palm Villa is a Palm Villa is a spacious town house just seconds from the beach.
  • Sleeps 6 + cot
  • Dogs welcome

Palm Villa

179

Palm Villa is a spacious town house just seconds from the beach.


Ideal for families or groups of friends, Palm Villa is a tall, traditional 3-bedroom house recently refurbished to a modern standard. This self-catering holiday home offers a spaci...

  • Sleeps 6 + cot
  • Dogs welcome

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

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We’re not promising, but you could be on the beach enjoying the best the South and West has to offer. And at this time of year you can also bring the dog, or grab your surfboard as the Atlantic swells start rolling in and the sea is still warm, well fairly! If stormy seas don’t float your boat, it is a great time to explore the many gardens and woodlands in the area as they put on golden autumnal coats for their end of year display. Bring the family during October half-term to relive memories of a spent summer or indulge in a luxury short break before the winter kicks in.