airbnb– Wonderful options from private rooms/entire houses to couches in the living room. I even saw a parking lot for sale in London once (It’s cheap rate almost got me..). Has an interactive map that can help you figure out how close the accommodations are to where you’re trying to go! Although you don’t get the full address until you’ve booked the place, the map gives you a pretty general idea of the location.
Couchsurfing– Completely free! You sign up on the website, get Verified and then inquire with people in the area you’re heading towards if they have space for you! Generally short term 1-3 nights. The idea is that you will offer up your ‘couch’ to people traveling to your area as a sign of good showmanship!
Spareroom– Flatshare in the UK
HomeExchange– If you’ve got a home then this is a really awesome deal!
MindMyHouse– a Global house-sitting share!
HostelWorld– Looking for Hostels? Go no further, they’re all right here!
Roomorama– Similar to airbnb.
Rome2Rio– Travel booking source.
What I enjoy about this website is that it has an interactive map to show you the route the cheapest travel will take. Which allows you to see if your train is going to go through a country that requires a visa for entry (even by train). It’s also nice because it shows you the overall cost including: train, airplane, bus etc. travel to get to that exact location.
Vayama – International Flight booking source. Really good rates.
Skyscanner– Lets you check flights for the month to see which day is the cheapest. Super handy if you’re flexible or ahead of the game!
World Nomads– You’ll find that many travel bloggers use World Nomad travel insurance. Considering that you can extend the insurance, I booked mine for six months to start out. They actually give you a lot of coverage including 100,000 for Emergency Accident Sickness and Medical care. Also providing sums to cover Emergency Dental and Emergency Evacuation. Reasonable pricing too! Probably why so many travelers recommend it.