Safe & Secure Payments

Flexible payment options for your peace of mind.

Customer Reviews

Helpful Holidays are 2018 British Travel Awards winners.

24/7 "On Holiday" Support

Our friendly team of holiday experts are here to help, in case of an emergency.

Expert Local Knowledge

Over 35 years of experience in UK self-catering holidays.


How we’re responding to COVID-19

Our coronavirus information hub contains all the latest updates and resources for our property owners and guests.

View our information hub

We are working hard to keep properties clean

Sykes Holiday Cottages are supporting our property owners to ensure new cleaning procedures are being adhered to.

View cleaning guidelines

Experience a break in a South West holiday cottage to discover the wonders of the West Country with Helpful Holidays.

South West Cottage Experts

Here at Helpful Holidays, we’ve been cultivating and adding to our collection of South West England cottages for 40 years.

Based in the charming stannary town of Chagford, in a lovely former church, we sit in the heart of Dartmoor National Park.

Helpful Holidays’ offering of over 700 South West holiday homes places us as one of the largest South West self-catering agencies. Paired with our 40 years of South West holiday letting experience, we are the best choice for helping you find your ideal South West cottage.

The Many Wonderful South West Holiday Cottage Locations

At Helpful Holidays, we manage cottages in all areas of the West Country. Discover cottages in Devon in the depths of Dartmoor and Exmoor, or on the picturesque North Devon coast.

Find Cornwall cottages that place you on the doorstep of the staggering beaches the county is so famous for.

The Jurassic Coast is waiting to be explored from cottages in Dorset. While Somerset cottages sit amidst endless undulating countryside.

Enjoying Your South West Cottage

We can offer expert advice on how to enjoy your South West self-catering holiday. Browse our South West Travel Blog to discover the best places to eat, where to go surfing, scenic walks and so much more.

Explore this beautiful and fascinating region from a Helpful Holidays South West holiday cottage. Browse and book online, or book with one of our experts on 01647 433593.