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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 Sep 2, 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 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 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 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 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 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 August 2026, with employment types broken down into 76% Full Time, 22% Part Time, 1% Temporary, and 1% Contract. Highlights an 97% Physical, 1% Hybrid, and 2% Remote job distribution, with an average salary of $59,297 per year, or $28.5 per hour.

Remote Travel Planner (Remote)

Priceyourpassion

Naperville, IL • Remote

Full-time

Posted 4 days ago

Job description

About Us

Price Your Passion Agency specializes in coordinating leisure travel arrangements for individuals, couples, families, and groups. We work with a network of established travel suppliers to assist clients with vacations, cruises, resort stays, guided tours, and other travel experiences.

Position Summary

We are currently seeking detail-oriented individuals to join our team as Remote Travel Planners. In this role, you will support clients throughout the travel planning process by researching travel options, coordinating reservation requests, organizing travel information, and assisting with customer communications. This position is performed remotely using online systems and communication platforms.

Responsibilities

Research travel options that align with client preferences and travel goals.
Assist with coordinating reservations for accommodations, cruises, tours, transportation, and vacation packages.
Communicate with travel suppliers regarding availability, scheduling, and reservation details.
Provide clients with general travel information and destination-related guidance.
Maintain organized records, travel documents, and reservation information.
Respond to inquiries in a professional and timely manner through phone, email, and online platforms.
Verify travel details and documentation for accuracy.
Follow company procedures and customer service standards.

Qualifications

Strong communication and interpersonal skills.
Excellent organizational abilities and attention to detail.
Ability to manage multiple tasks and prioritize responsibilities.
Comfortable working independently in a remote environment.
Basic computer proficiency, including email and web-based applications.
Reliable internet access.
Must be at least 18 years of age and authorized to work in your country of residence.
Previous experience in customer service, hospitality, administrative support, or travel-related fields is a plus but not required.

What We Provide

Remote work environment.
Initial onboarding and training resources.
Access to travel planning tools and supplier resources.
Ongoing support and educational opportunities.

If you enjoy organization, customer service, and helping people coordinate memorable travel experiences, we welcome your application.