Careers
Careers at Vacation Delivery Service
Are you passionate about creating memorable experiences for travelers? Join the Vacation Delivery Service team and help bring a little extra joy to vacationers’ stays! We are currently seeking part-time, contract-based Delivery Shoppers and Drivers in major cities across the United States—as well as popular smaller tourist towns—who know how to navigate local areas and appreciate the importance of quality service.
About the Role
As a Delivery Shopper or Driver, you’ll play a key role in delivering thoughtfully curated welcome gifts, celebration packages, and locally inspired items to vacation rentals and hotels. This flexible, paid-per-job position is ideal for those looking for supplemental income with the freedom to work on their own schedule.
What We’re Looking For:
- Reliable Transportation: You should have a dependable vehicle and a good knowledge of local routes.
- Attention to Detail: Our clients expect the best, so attention to quality and presentation is a must.
- Customer Service Skills: Friendly and professional interaction with property managers and occasionally with guests.
- Time Management: Ability to coordinate schedules and deliver items within specified time frames.
- Knowledge of the Area: Familiarity with local products and areas adds a great personal touch to our deliveries!
Where We’re Hiring
We’re excited to bring on drivers in all major U.S. cities as well as charming tourist destinations across the country. Here’s a look at some of the places where we’re seeking new team members:
Major Cities
- West Coast: Los Angeles, CA | San Francisco, CA | Seattle, WA | San Diego, CA | Portland, OR
- Southwest: Phoenix, AZ | Las Vegas, NV | Austin, TX | Dallas, TX
- Midwest: Chicago, IL | Minneapolis, MN | St. Louis, MO | Detroit, MI
- Southeast: Miami, FL | Orlando, FL | Tampa, FL | Atlanta, GA | Nashville, TN
- Northeast: New York, NY | Boston, MA | Philadelphia, PA | Washington, D.C.
Popular Tourist Towns
- Southwest: Sedona, AZ | Santa Fe, NM | Taos, NM | Scottsdale, AZ | Flagstaff, AZ
- Mountain West: Park City, UT | Jackson Hole, WY | Vail, CO | Aspen, CO | Breckenridge, CO
- Southeast: Key West, FL | Hilton Head, SC | Charleston, SC | Savannah, GA
- Northeast: Cape Cod, MA | Newport, RI | Lake Placid, NY | Bar Harbor, ME
- Midwest: Lake Geneva, WI | Mackinac Island, MI | Door County, WI | Branson, MO
- Pacific Northwest & Alaska: Bend, OR | Leavenworth, WA | Anchorage, AK
And that’s just the beginning! Our goal is to expand to more cities and tourist towns across the U.S., so even if you’re not in one of these listed areas, we encourage you to apply.
Why Join Us?
- Flexible Hours: Work as much or as little as you like, with job availability based on your schedule.
- Competitive Pay: Compensation is paid per delivery job plus tips, allowing you to maximize earnings on your time.
- Supportive Team: We handle client communications, so you can focus on providing quality deliveries.
- Be Part of a Growing Brand: Help us create memorable travel experiences and shape the future of the vacation industry!
If you’re ready to join a dynamic, people-focused team, we’d love to hear from you! Apply now and start making a difference in the vacation experience one delivery at a time.