Advertiser Disclosure
GOBankingRates works with many financial advertisers to showcase their products and services to our audiences. These brands compensate us to advertise their products in ads across our site. This compensation may impact how and where products appear on this site. We are not a comparison-tool and these offers do not represent all available deposit, investment, loan or credit products.
12 Companies That Will Pay You To Go on Vacation



Commitment to Our Readers
GOBankingRates' editorial team is committed to bringing you unbiased reviews and information. We use data-driven methodologies to evaluate financial products and services - our reviews and ratings are not influenced by advertisers. You can read more about our editorial guidelines and our products and services review methodology.
20 YearsHelping You Live Richer
Reviewed by Experts
Trusted by Millions of Readers
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.
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.
Airbnb
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.
BambooHR
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.
Calendly
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.
Disruptive Advertising
Disruptive, a purpose-driven advertising agency, offers its employees unlimited time off as well as an annual vacation bonus.
Evernote
Note-taking app Evernote offers its employees a $1,000 annual vacation stipend to encourage them to take time off to recharge.
Evolve Security
Security provider Evolve Security offers financial reimbursement for personal travel expenses once per year. In addition, the company gives employees plenty of time off — employees get unlimited, flexible PTO, plus, the entire company closes for a week in the summer and another in winter. It also extends some holiday weekends from three to four days.
“We believe that really getting away from work is important for good mental health,” said Sarah Thomas, director of people operations at Evolve Security, in a company blog post.
Expedia
Expedia will not only help its employees score travel deals but also will assist with paying for their trips. The company offers a “wellness and travel reimbursement” to its U.S.-based employees.
FullContact
Identity Resolution Platform FullContact has an unlimited vacation policy and gives its employees an annual lump sum vacation bonus.
Philo, Inc.
Streaming platform Philo offers unlimited time off plus money for vacations.
“Philons are encouraged to take as much time as they need, and we offer an annual vacation bonus to sweeten the deal,” the company states on its site.
Thirty Madison
Healthcare company Thirty Madison offers an annual $750 vacation stipend to full-time employees.
Tripadvisor
Travel review site Tripadvisor provides its employees with a number of benefits, including a Global Lifestyle Benefit. According to the company’s career site, “eligible employees receive a generous annual allowance to spend on fitness, travel, self-care and financial well-being services or products. Think: flights, hotels, spin classes, streaming subscriptions, a new home office setup.”
United Airlines
United employees enjoy unlimited standby travel and discounted rates on airline tickets to anywhere the company flies.
Photo Disclaimer: Photos are for representational purposes only.
Share This Article:
You May Also Like


NFL Star Turned Financial Educator Brandon Copeland Shares His Money Playbook
September 03, 2025
4 min Read

5 Money Hacks Millennials Need To Try To Get Ahead of Holiday Spending
September 02, 2025
4 min Read

Here's How Much May Be Added to Your Wallet in Rebates Due to Trump's Tariffs
September 03, 2025
4 min Read


20 Cities Minting Millionaires Faster Than Anywhere Else -- How Many Are in America?
September 02, 2025
4 min Read




What Class Do You Actually Belong To? The Income Breakdown Might Shock You
September 02, 2025
4 min Read

5 Best First Jobs If You Want To Live Off Passive Income After 7+ Years
September 02, 2025
4 min Read
Make your money work for you
Get the latest news on investing, money, and more with our free newsletter.
By subscribing, you agree to our Terms of Use and Privacy Policy. Unsubscribe at any time.

Thanks!
You're now subscribed to our newsletter.
Check your inbox for more details.



Sending you timely financial stories that you can bank on.
Sign up for our daily newsletter for the latest financial news and trending topics.
For our full Privacy Policy, click here.
Looks like you're using an adblocker
Please disable your adblocker to enjoy the optimal web experience and access the quality content you appreciate from GOBankingRates.
- AdBlock / uBlock / Brave
- Click the ad blocker extension icon to the right of the address bar
- Disable on this site
- Refresh the page
- Firefox / Edge / DuckDuckGo
- Click on the icon to the left of the address bar
- Disable Tracking Protection
- Refresh the page
- Ghostery
- Click the blue ghost icon to the right of the address bar
- Disable Ad-Blocking, Anti-Tracking, and Never-Consent
- Refresh the page