14 Companies That Will Pay You To Go on Vacation

Taking time off to unplug has numerous benefits — it can lower stress, improve your mental health and actually make you a more productive employee. Given the latter perk, it shouldn’t be too surprising that some companies are going out of their way to incentivize employees to use their time off by actually helping to pay for their trips.

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FlexJobs has rounded up a list of companies that will help you pay for your vacation, so if you’re looking to boost your vacation budget, consider taking a job at one of these places.

It makes sense that a magazine about travel would encourage its employees to do just that. As of 2019, AFAR Magazine offered unlimited vacation time to all of its employees as well as a $2,000 stipend each year to travel to places they have never been.

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Airbnb states on its career page that “we want everyone to be healthy, travel often, get time to give back, and have the financial resources and support they need.” Included in the company’s benefits is an annual travel and experiences credit.

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BambooHR, a human resources software company, offers a benefit that it calls “paid, paid vacation.” As part of its vacation policy, the company will cover expenses like plane tickets, hotel rooms and other vacation-related items.

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The online marketplace Bonanza hosts a “Freedom February” every year, during which the company relocates to a “tropical paradise” for a few weeks.

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Calendly, a scheduling software company, gives its employees unlimited time off plus a $1,000 annual vacation stipend that can be used toward the cost of hotels, flights or rental car.

“It’s our way of telling you to take time out from your work family to recharge and relax with those who are most important to you,” the company states on its careers site.

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Note-taking app Evernote offers its employees a $1,000 annual vacation stipend to encourage them to take time off to recharge.

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Expedia will not only help its employees score travel deals but will also assist with paying for their trips. The company offers “leisure travel reimbursement” to its U.S.-based employees.

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Identity Resolution Platform FullContact has an unlimited vacation policy, and according to a 2012 company blog post, offers its employees a $7,500 annual stipend for vacation. But employees must follow a few rules to qualify: “1. You have to go on vacation, or you don’t get the money. 2. You must disconnect. 3. You can’t work while on vacation.”

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Every month, investing advice site Motley Fool draws an employee’s name from a hat and gives them two weeks of paid vacation. Plus, they’ll give the employee “a decent chunk of money” to help them make the most of their time off.

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SEO software company Moz offers “paid, paid vacation,” giving employees $3,000 each year to spend during their 21 days of annual vacation time.

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PulsePoint, a provider of healthcare marketing technology, offers employees paid vacation, company holidays — including their birthday — and a $500 annual travel reimbursement for vacation.

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Healthcare company Thirty Madison has an unlimited vacation policy, “plus an annual vacation stipend to prove that we mean it,” the company states on its site.

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Travel review site Tripadvisor provides its employees with a number of benefits, including personal travel reimbursement.

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United employees enjoy unlimited standby travel and discounted rates on airline tickets to anywhere the company flies.

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