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Remote Resort Jobs in Chicago, IL (NOW HIRING)

Ventrata

Sales Manager US - Resorts

Chicago, IL · On-site +1

... into the Resort & Integrated Property vertical. You aren't just selling software; you are ... The role is remote and will be based in North America. For consideration, it's expected that you ...

Ventrata

Sales Manager US - Resorts

Chicago, IL · On-site +1

... into the Resort & Integrated Property vertical. You aren't just selling software; you are ... The role is remote and will be based in North America. For consideration, it's expected that you ...

Ventrata

Sales Manager US - Resorts

Chicago, IL · Remote

... into the Resort & Integrated Property vertical. You aren't just selling software; you are ... The role is remote and will be based in North America. For consideration, it's expected that you ...

XR Trading LLC

EXPERIENCED TRADER

Chicago, IL · On-site +1

$135K - $185K/yr

... resort of your choice * 10 & 20 Years of Employment: 6-Week Paid Sabbatical * 15 Years of ... Option to Work Fully Remote * Regularly Scheduled Company Sponsored Lunch * Access to Building Gym

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All JobsResort JobsRemote Resort JobsRemote Resort Jobs in Chicago, IL

Remote Resort information

See Chicago, IL salary details

$15

$28

$38

How much do remote resort jobs pay per hour?

As of Aug 6, 2026, the average hourly pay for remote resort in Chicago, IL is $28.51, according to ZipRecruiter salary data. Most workers in this role earn between $22.31 and $34.18 per hour, depending on experience, location, and employer.

What are the key skills and qualifications needed to thrive as a remote resort manager, and why are they important?

To thrive as a Remote Resort Manager, you need strong hospitality management experience, organizational skills, and a background in business or hotel administration. Familiarity with property management systems (PMS), booking platforms, and basic maintenance tools is often required. Exceptional problem-solving, leadership, and cross-cultural communication skills help you navigate guest needs and manage a diverse team in isolated settings. These skills are crucial to ensure smooth operations, guest satisfaction, and the ability to address unique challenges that arise in remote locations.

What is a remote resort?

Remote resorts are vacation destinations located in secluded or less accessible areas, often far from urban centers. These resorts are designed to provide guests with a unique experience surrounded by nature, tranquility, and privacy. They typically offer luxury accommodations, exclusive amenities, and activities that highlight the natural beauty of the region. Remote resorts are popular among travelers seeking relaxation, adventure, or a break from the hustle and bustle of everyday life.

What are some unique challenges of working in a remote resort environment, and how can job seekers prepare for them?

Working at a remote resort often means adapting to limited access to urban amenities, occasional isolation, and a close-knit team environment. Job seekers should be prepared for a fast-paced atmosphere during peak seasons and may need to multitask or take on varied responsibilities. Strong communication skills, flexibility, and a positive attitude toward teamwork are essential. Additionally, being comfortable with remote living and embracing a sense of community can greatly enhance your experience.

What is a remote resort job?

A Remote Resort job involves working at a resort located in a secluded or exotic destination, often with limited access to urban areas. These roles can range from hospitality and guest services to management, culinary, and outdoor activities. Employees typically live on-site and provide guests with a high-quality, immersive experience. Since these resorts are in remote locations, staff may have unique perks such as lodging, meals, and outdoor adventure opportunities.

What are the most commonly searched types of Resort jobs in Chicago, IL? The most popular types of Resort jobs in Chicago, IL are:
What are popular job titles related to Remote Resort jobs in Chicago, IL? For Remote Resort jobs in Chicago, IL, the most frequently searched job titles are:
What job categories do people searching Remote Resort jobs in Chicago, IL look for? The top searched job categories for Remote Resort jobs in Chicago, IL are:
What cities near Chicago, IL are hiring for Remote Resort jobs? Cities near Chicago, IL with the most Remote Resort job openings:
Remote Resort jobs near you
Infographic showing various Remote Resort job openings in Chicago, IL as of July 2026, with employment types broken down into 81% Full Time, and 19% Part Time. Highlights an 100% Remote job distribution, with an average salary of $59,297 per year, or $28.5 per hour.

Remote Personal Travel Associate

Fran's ExploreMore Travel

Chicago, IL • Remote

Other

Re-posted 28 days ago

Job description

Overview:
Are you passionate about travel and helping others create memorable experiences? We're looking for motivated individuals to join our team as a Remote Personal Travel Associate. In this role, you'll have the opportunity to design and book a wide range of travel experiences - including cruises, all-inclusive resorts, group and corporate travel, theme park adventures, sporting events, Disney vacations, and more. The choice is yours!

This is a rewarding opportunity for travel enthusiasts seeking flexibility, and excellent travel benefits. No prior experience is necessary - we provide comprehensive training and certification to set you up for success.

With access to industry-leading booking tools, exclusive pricing, and innovative lead-generation support, you'll have everything you need to grow your client base and thrive in the travel industry.

Key Responsibilities:

  • Coordinate resort bookings and ensure smooth guest experiences.
  • Maintain and update the resort website and social media.
  • Use social media and lead tools to attract new clients.
  • Provide excellent customer service and assist guests with travel plans.
  • Learn and utilize new software for better pricing and service.

Requirements

Requirements:

  • No experience needed - full training and certification provided.
  • A passion for travel and travel experience is a plus.
  • Strong communication and friendly demeanor.
  • Ability to work independently and manage time effectively.
  • Basic social media knowledge is a plus.
  • Self-motivated and flexible.

Benefits

Benefits:

  • Flexible schedule: Part-time or full-time options.
  • Training & Certification: Comprehensive training at no cost.
  • Travel perks: Special discounts and travel benefits.
  • Supportive team: Collaborate with a helpful and driven team.

If you're passionate about travel and helping others, apply now to join us as an online travel specialist!

Apply