Welcoming Cottages across the Westcountry.

  • Join 700+ Cottages already working with Helpful Holidays.
  • Exceptional professional support and friendly advice from our local offices in Chagford, Devon.
  • We generate excellent bookings by showcasing your property through our multi-platform marketing channels.
  • Flexibility – we never forget it’s your property – and we fit in with your plans.
  • Early payment - we pay our owners in advance for all bookings.

Complete the form to receive

your owner information pack Free
By continuing you are confirming that you are happy for our owner team to contact you.

Gain exposure through our partners:

We advertise your property on hundreds of sites to get it seen by millions of people.

With over 500 partners and now part of the Sykes Cottage family we work with big names and trusted brands to feature your property in plenty of places, guaranteeing to get you more visibility. Our excellent performance and experienced and helpful local team is why so many of our owners have chosen to work with us for 10 years or more. Request a free owner pack

What do our owners say?

“ Created with Sketch. We are thoroughly delighted with the high level of bookings we are achieving, together with the excellent personal service we receive from Helpful Holidays. I wholeheartedly recommend Helpful Holidays to anyone wishing to holiday let their property. ” Created with Sketch.

Emily Rossiter

with us for over 7 years

“ Created with Sketch. We have let with Helpful Holidays for 18 years – they continue to provide us as Owners with the best advice, ratings and pricing structure, whilst guaranteeing Holidaymakers with the best possible holiday thus gaining loyalty and repeat business. Helpful Holidays are the best agent to guarantee success with your Holiday business. ” Created with Sketch.

Mr & Mrs Burden

with us for over 19 years

“ Created with Sketch. We initially choose to work with Helpful Holidays because we have the same ideals. We are both committed to high product and service levels. Bookings were good almost right from the start and we were able to build a good working relationship with the Helpful Holidays team. ” Created with Sketch.

Sally Lemar

with us for over 11 years

Holiday letting made easy

  • property-listing-page
    We have a team of property specialists here to advise you at all times.
  • new-owner-care-team
    You are paired with an account manager who can help your property reach its maximum potential.
  • We provide advertising and marketing for your property, so you can sit back and relax.
  • guest-comm3
    Your property will be advertised to thousands of customers.
  • We have trained photographers to make sure your property looks its best.
  • We pride ourselves on consistent year round bookings.
Request a free owner pack

Request Your Free Owner Pack

At Helpful Holidays, we want to make holiday letting as simple and stress-free as possible for our owners. For free, no obligation advice from our Property Team simply call us on 01647 401799 or complete the form below and we'll be in touch. You’ll also receive your free owner information pack where you can find out more about our industry-leading marketing strategy for your property, how we can maximise your income, our dedicated owner care team who take care of our new and experienced holiday home owners, and much more.

Claim My Free Pack
"I joined because I have a good relationship with Gaby, she helped me find the right property. She then advised and supported me on how to set the business up. I joined in 2016, Helpful Holidays have not only given me amazing support but have also helped my cottage THRIVE!"

We rank highly in popular search engines

  • Large holiday homes
  • Holidays cottages on farms
  • Cottages in the South West
  • Cottages in Devon
  • Cottages in Dartmoor
  • Dog friendly cottages
Request a free owner pack

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