Holiday cottages for October in Isle of Man

Holiday cottages for October in Isle of Man

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 151 holiday cottages matching your search in the Isle of Man...

Greystones at Ago's Leap is a Impressive Douglas home with private gardens and tennis court
  • Sleeps 6 + 2 cots
  • Dogs welcome

Greystones at Ago's Leap

221

Impressive Douglas home with private gardens and tennis court


Set along Quarterbridge Road in Douglas, Greystones is a striking and spacious home offering an impressive place to stay within easy reach of the Island's capital. Beautifully p...

  • Sleeps 6 + 2 cots
  • Dogs welcome
Ballacosney Cottage is a Stylish Laxey cottage with private gym and sauna
  • Sleeps 6 + cot
  • No pets

Ballacosney Cottage

219

Stylish Laxey cottage with private gym and sauna


Tucked away up a peaceful lane above Laxey, Ballacosney Cottage is a beautifully renovated retreat designed with relaxing island stays in mind. Fresh, modern and filled with natura...

  • Sleeps 6 + cot
  • No pets
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Round Table House is a A unique countryside retreat with breathtaking southern views
  • Sleeps 8 + cot
  • Dogs welcome

Round Table House

218

A unique countryside retreat with breathtaking southern views


Round Table House stands high above the rolling countryside of Ronague, a remarkable retreat where contemporary style meets the character of a much-loved home. Its elevated positio...

  • Sleeps 8 + cot
  • Dogs welcome
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)
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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
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
Fenella Cottage is a Stylish coastal cottage in Peel, moments from the sandy beach
  • Sleeps 5 + 2 cots
  • No pets

Fenella Cottage

212

Stylish coastal cottage in Peel, moments from the sandy beach


This beautifully finished coastal cottage in the heart of Peel offers an effortless blend of contemporary comfort and genuine homely charm, just moments from the town's historic ha...

  • Sleeps 5 + 2 cots
  • No pets
Reayrt Ny Marrey  is a Charming Manx cottage in the picturesque village of Kirk Michael
  • Sleeps 2 + cot
  • No pets

Reayrt Ny Marrey

210

Charming Manx cottage in the picturesque village of Kirk Michael


Nestled on the island's western corner, Reayrt Ny Marrey is perfectly placed in Kirk Michael, known for its captivating shorelines, long sandy beaches, and dramatic woodland and gl...

  • Sleeps 2 + cot
  • No pets
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
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

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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.