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Remote Short Term Rental Manager Jobs in Fairfield, CT

Omada

Remote Outside Sales Representative

Branford, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

New Haven, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

New Haven, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

Milford, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

New Haven, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

New Haven, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

New Haven, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

North Haven, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

Seymour, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

Milford, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Omada

Remote Outside Sales Representative

Ansonia, CT · Remote

$24.04 - $48.08/hr

Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real ... We're building the largest organic growth platform for small businesses - a fully managed, AI ...

Mortgage Connect

Title Reader

Melville, NY · On-site +1

All other duties as assigned by management. * Act as a leader within the company * All other duties ... Medical, dental, vision, HSA, mental health programs, Employee Assistance Program, short term ...

AmCap, Incorporated

Investment Associate

Stamford, CT · Remote

$125K - $150K/yr

This position will support the Acquisitions, Investor Relations and Portfolio Management teams in ... Life and AD&D, Short Term Disability and Long Term Disability insurance; 401(k); Paid Time Off;

ConnectPay

Sr. Sales Executive

Fairfield, CT · On-site +1

Manage, forecast and document the entire Sales process through CRM; * Accurately handle account ... Life Insurance, short term and long term * 401(k) retirement options with generous match

Zaelab

General Application

Westport, CT · Remote

We work at the intersection of Commerce, CPQ, CRM, Customer Experience, and AI-ready platforms ... Short Term & Long Term Disability * Training & Development * Work From Home * Wellness Resources

Zaelab

General Application

Westport, CT · On-site +1

We work at the intersection of Commerce, CPQ, CRM, Customer Experience, and AI-ready platforms ... Short Term & Long Term Disability * Training & Development * Work From Home * Wellness Resources

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All JobsShort Term Rental JobsRemote Short Term Rental Manager JobsRemote Short Term Rental Manager Jobs in Fairfield, CT

Remote Short Term Rental Manager information

See Fairfield, CT salary details

$24.5K

$58.1K

$105K

How much do remote short term rental manager jobs pay per year?

As of Aug 6, 2026, the average yearly pay for remote short term rental manager in Fairfield, CT is $58,104.00, according to ZipRecruiter salary data. Most workers in this role earn between $45,900.00 and $64,200.00 per year, depending on experience, location, and employer.

How does a remote short term rental manager effectively handle guest issues and property emergencies from a distance?

As a Remote Short Term Rental Manager, handling guest issues and property emergencies requires strong communication skills and a reliable network of local service providers. Managers typically use property management software, messaging apps, and smart home technology to monitor properties and respond quickly to concerns. Establishing relationships with trusted cleaners, maintenance professionals, and emergency contacts in each location is essential for prompt resolution of issues. Proactive communication with guests and clear instructions for self-check-in or troubleshooting can prevent many common problems.

What is a remote short term rental manager?

A Remote Short Term Rental Manager is a professional who oversees and manages vacation or short-term rental properties from a remote location, rather than being physically present on-site. Their responsibilities typically include communicating with guests, coordinating cleaning and maintenance, managing bookings and listings on platforms like Airbnb or VRBO, handling guest issues, and ensuring a smooth rental experience. They use digital tools to monitor property performance, automate processes, and maintain high occupancy rates. This role is ideal for individuals who are organized, tech-savvy, and skilled in customer service.

What are the key skills and qualifications needed to thrive as a remote short term rental manager?

To thrive as a Remote Short Term Rental Manager, you need experience in property management, knowledge of local regulations, and strong organizational skills, often supported by a background in hospitality or real estate. Familiarity with property management software (like Guesty or Hostaway), booking platforms (such as Airbnb and Booking.com), and digital communication tools is essential. Outstanding customer service, problem-solving ability, and attention to detail help you deliver excellent guest experiences remotely. These skills ensure efficient operations, maximize occupancy and revenue, and maintain guest satisfaction from a distance.

What is the difference between Remote Short Term Rental Manager vs Vacation Rental Coordinator?

AspectRemote Short Term Rental ManagerVacation Rental Coordinator
CredentialsExperience in property management, hospitality, or real estate; certifications like CAM or CPM beneficialCustomer service experience, hospitality background, basic property knowledge
Work EnvironmentRemote, managing multiple properties, coordinating bookings and maintenanceOn-site or remote, assisting with guest check-ins, cleaning schedules, and reservations
Industry UsageUsed across property management companies, online rental platformsCommon in hospitality and vacation rental companies

The Remote Short Term Rental Manager oversees multiple rental properties remotely, focusing on management, bookings, and maintenance. In contrast, the Vacation Rental Coordinator typically handles guest interactions and operational tasks, often on-site or remotely. Both roles require hospitality knowledge but differ in scope and responsibilities.

What job categories do people searching Remote Short Term Rental Manager jobs in Fairfield, CT look for? The top searched job categories for Remote Short Term Rental Manager jobs in Fairfield, CT are:
What cities near Fairfield, CT are hiring for Remote Short Term Rental Manager jobs? Cities near Fairfield, CT with the most Remote Short Term Rental Manager job openings:
Remote Short Term Rental Manager jobs near you

Remote Outside Sales Representative

Omada

Branford, CT • Remote

$24.04 - $48.08/hr

Full-time

This job post has expired 1 day ago. Applications are no longer accepted.

Job description

Description Compensation: $50,000 to $100,000 annually in average on-target earnings. You get base pay + uncapped commission ($200 per closed account) + accelerators + weekly performance bonus. Strong six-figure earning potential for reps who hit target; top performers earn well beyond.
Employment type: Starts as a 30-day contract (1099). Reps who hit the bar are invited to convert to a full-time W-2 Account Executive role.
Schedule: Full-time, up to 40 hours/week
Work type: Remote
Location: United States
The Opportunity
AI is changing everything. Small businesses deserve to benefit.
The salons, restaurants, gyms, coffee shops, and local services that give every community its character are being left behind. They can't afford big agencies, they don't have time to learn new tools, and most technology isn't built for them. Omada is.
We've built the product. We've built the demand engine. Now we need closers.
This isn't a role where you grind for your own leads. Our Territory Development Partners are on the ground every day booking qualified demos with real small-business owners - and handing them to you. Your job is simple to describe and hard to do well: get on the call, build trust fast, and close.
We're hiring our founding sales team. The reps who join now don't just take a seat - they help define how we sell, and they're first in line as we scale. If you're a closer who's tired of splitting your week between prospecting and pipeline hygiene and just wants to close, this is built for you.
What you'll do
  • Run demo appointments booked for you by our Territory Development Partners - warm, qualified, and expecting your call
  • Build rapport with small-business owners, understand what they're trying to grow, and show them how Omada gets them there
  • Handle objections, create urgency, and close on the call - including collecting payment upfront
  • Hit a weekly close target (this is a high-velocity, transactional motion - short cycles, real volume)
  • Help shape the playbook the rest of the team will run

Who crushes this role
You're a closer, not a prospector - and proud of it. You light up at a full calendar and a scoreboard. Specifically, you probably:
  • Have a track record of closing, ideally in a high-velocity, one-call or short-cycle environment
  • Have sold to small-business owners before - you speak plainly, move fast, and connect with a salon or gym owner as easily as anyone
  • Are money-motivated - you want a plan that pays you more the harder you push, not a big stable base to hide behind
  • Are comfortable asking for the sale and the payment without flinching
  • Have thick skin, high energy, and a metabolism for activity - you'd rather run ten demos than agonize over one

The proving period - straight talk
We believe in earning the seat. Everyone starts on a 30-day contract so both sides can make sure it's a fit. You'll get the training, the appointments, and the support to succeed - and a clear, defined target to hit. Reps who hit it are invited to convert to a full-time W-2 Account Executive role with full base and founding-team standing.
We're upfront about this because we want people who want the challenge - not a soft landing. If you can close, you'll know it fast, and so will we.
Where this can take you
We're building something big, and we promote from within. This is the founding sales team at one of the fastest-growing AI companies in the country - the ground floor. The people who help us build the engine now are the ones who lead it later.
Requirements
  • Demonstrated closing experience and a track record of hitting targets
  • Comfortable closing over phone/video and asking for payment on the call
  • Strong, fast communicator who builds trust quickly
  • Self-motivated and energized by a performance-based comp plan
  • Must reside in the United States
  • Must be 18 years of age or older
  • Bonus: experience selling to small-business owners; SMB SaaS or local marketing/advertising background

About Omada.ai
Omada is on a mission to help Main Street win. We're building the largest organic growth platform for small businesses - a fully managed, AI-powered marketing team that grows SMBs end-to-end, without spending a dollar on paid ads. Founded by experienced operators and backed by world-class investors including HubSpot, we're one of the fastest-growing AI companies in the country - and we're just getting started.
Ready to close? Apply now. We're hiring in select markets and looking for people ready to start immediately.

Apply