Remote work is booming in 2025—but what’s even more appealing? Scoring a work-from-home job with a company that not only values flexibility but also helps fund your vacations. That’s right: some employers are so invested in their team’s well-being that they’ll actually pay you to travel and take time off.
Below, you’ll discover 15 companies currently hiring for remote positions that also offer unique travel and vacation perks, plus tips to help you land your dream role.
Why These Companies Stand Out
If you’re after true work-life balance, job satisfaction, and flexibility, these employers are worth your attention because they:
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Are actively hiring for remote or hybrid roles (as of this writing)
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Offer financial support for employee vacations through stipends, reimbursements, or bonuses
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Operate in fast-growing fields like travel, SaaS, and marketing
(Source: FlexJobs, May 2025)
15 Companies Hiring for Remote Jobs with Travel Perks
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BambooHR – Employees get a “paid” vacation.
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Calendly – Quarterly stipends for vacations or personal use.
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Disruptive Advertising – Vacation bonuses for eligible staff.
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Expedia – Wellness and travel reimbursements.
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Hopper – $200 in Carrot Cash annually for trips booked in-app.
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Kasa Living – Up to $2,000 yearly in lodging credits at Kasa properties.
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Kindred Concepts – $1,000 travel stipend every quarter.
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LeadSimple – Annual vacation allowance to fund trips.
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MNTN – $2,000 vacation stipend each year.
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Olark – $1,000 bonus for taking five consecutive days off.
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Philo – $2,000 vacation bonus.
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Qualtrics – Annual experience bonus for eligible employees.
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Tripadvisor – “Global Lifestyle Benefit” annual allowance for travel and more.
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United Airlines – Unlimited standby travel and discounted airfare.
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VERB Interactive – $750 annual travel credit for stays with partners.
Pro Tip: Always apply directly on the company’s official careers page for better visibility, instead of third-party job boards.
3 Common Mistakes Remote Job Seekers Make
Competition for remote jobs is fierce—about three applicants for every remote listing on LinkedIn, compared to just 0.5 for onsite roles. Avoid these pitfalls to stand out:
1. Focusing Only on Benefits
It’s tempting to highlight your desire for flexibility and perks, but employers want to know what value you bring. Instead:
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Lead with your achievements and measurable results.
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Highlight relevant tools and software you’ve mastered.
2. Using “Open to Remote Work” on LinkedIn
This phrase doesn’t add value. Instead:
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Use your headline to include industry-specific keywords.
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Mention your remote work experience and skills, e.g., “Managed a global team to deliver a $5M project, reducing costs by 20%.”
3. Not Showcasing Remote-Ready Skills
Remote roles are abundant in fields like software engineering, project management, and customer success. Beyond technical skills, demonstrate:
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Communication and leadership abilities
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Critical thinking and problem-solving
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Familiarity with digital tools (e.g., Asana, Slack, AI platforms)
Bonus: Certifications from platforms like Coursera, LinkedIn Learning, AWS, HubSpot, or IBM SkillsBuild can boost your credibility.
Quick Tips to Optimize Your Remote Job Application
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Share insights and behind-the-scenes content on LinkedIn.
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Post case studies to showcase your expertise.
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Use concise, action-driven bullet points on your resume.
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Try tools like Teal HQ or Rezi to refine your resume and applications.
Ready to Land Your Remote Dream Job?
Wanting flexibility and travel perks is common—but what sets you apart is the unique value you offer. Ask yourself: what problems can you solve for your next employer?
This week, focus on:
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Identifying key industry and role-specific keywords
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Sharpening your digital and AI skills
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Using results-oriented language in your portfolio
FAQs: Remote Work in 2025
Who’s hiring for remote jobs?
Companies like Abbvie, Canonical, HubSpot, and those listed above regularly post remote openings.
Where can I find remote jobs?
Check out specialized job boards like We Work Remotely, Working Nomads, FlexJobs, and Y Combinator’s remote listings. Also, apply directly on company websites and tap into your professional network for referrals.
Is remote work going away?
Not at all! While some companies are returning to the office, many others remain remote-first or remote-friendly. The future of work is flexible and digital, so keep building those skills!