Caretaker Couple - Property, Cleaning & Facilities Managers Job at Farm Hill Holdings, Pittsburgh, PA

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  • Farm Hill Holdings
  • Pittsburgh, PA

Job Description

Job Description

Job Description

Job is located in Ligonier, PA US 15658

 

Full-Time | Year-Round | On-Site Housing Provided

 

About Cliffwood Colony

 

Cliffwood Colony is a private woodland retreat set on over 50 acres just outside Ligonier, PA. The

property includes multiple guest cabins, a large farmhouse, ponds, trails, and shared outdoor

amenities. Guests are families and small groups seeking nature, quiet, and a well-maintained

place to stay.

We are seeking a responsible, self-sufficient caretaker couple to live on-site and take ownership of

day-to-day operations, including cleaning, maintenance, groundskeeping, and general property

oversight.

 

Position Overview

As the on-site caretaker couple, you will jointly manage the cleanliness, functionality, and

appearance of the property. The role combines short-term rental turnovers, preventive

maintenance, grounds care, and light facilities management.

The workload averages approximately 40 hours per week combined, with seasonal flexibility. Peak

turnover days require coordination and parallel work; shoulder and winter seasons allow time for

projects and deeper property care.

 

Cleaning & Guest Readiness

• Perform STR turnovers for cabins, apartment, and farmhouse

• Typical clean times: Cabins (~2 hours), Farmhouse (~4 hours)

• Light vs standard cleans depending on guest usage

• Laundry coordination and linen management

• Inventory management of linens, toiletries, and supplies

• Pre-arrival inspections and quality control

 

Groundskeeping & Property Care

• Routine landscaping, mowing, trimming, and leaf removal

• Snow removal for paths, entrances, and parking areas

• Trail, firepit, pond, and outdoor amenity upkeep

• Seasonal opening and closing of cabins

• Firewood prep and outdoor maintenance

Maintenance & Facilities Oversight

• Minor repairs including carpentry, painting, plumbing fixes, and basic electrical work

• Preventive maintenance to protect buildings, equipment, and utilities

• Identifying issues early and coordinating vendors when licensed trades are required

• Supporting seasonal and long-term improvement projects

 

Optional Homesteading & Land Use

For couples interested in a more hands-on rural lifestyle, there may be opportunities to maintain or

expand gardens, care for small livestock, or participate in sustainable land-use projects.

Participation is optional and based on interest.

 

Ideal Caretaker Couple

• Experience with cleaning, maintenance, caretaking, or property management

• Mechanically inclined with practical handyman skills

• Comfortable with physical work and rural living

• Organized, detail-oriented, and self-directed

• Able to divide tasks efficiently and work independently as a team

·      Ability to lift 50lbs or more

 

Compensation & Benefits

• Competitive combined compensation based on experience

• Private on-site cabin provided rent-free (utilities included)

• Stable, year-round employment

• Flexible off-season schedule

• Possible performance-based incentives

 

How to Apply

Please send a brief introduction for both partners, a summary of relevant experience, and

confirmation that you are applying as a couple.

Company Description

Cliffwood Colony is owned and operated by a professional property management company based in Pittsburgh, not a single-property owner figuring things out as they go. We manage a large portfolio of short-term rentals across Western Pennsylvania and bring established systems, processes, and support to everything we do.

As an on-site caretaker couple, you won’t be operating in isolation. You’ll have access to:

Proven systems for scheduling, maintenance tracking, inventory, and vendor coordination

A trusted network of licensed and reliable vendors for trades that require outside support

Clear expectations and workflows, so you know what “good” looks like and aren’t constantly guessing

Ownership that values preventative maintenance and long-term care, not reactive firefighting

A stable, year-round role with realistic workloads and seasonal flexibility

We believe the best caretaker relationships are built on clarity, trust, and mutual respect. Our goal is to empower you to take pride and ownership in the property while backing you with the infrastructure of a well-run company.

If you’re looking for a role where your work is supported, your judgment is trusted, and your day-to-day efforts directly shape a beautiful place people love to visit, Cliffwood Colony offers a rare opportunity.

Company Description

Cliffwood Colony is owned and operated by a professional property management company based in Pittsburgh, not a single-property owner figuring things out as they go. We manage a large portfolio of short-term rentals across Western Pennsylvania and bring established systems, processes, and support to everything we do.\r\n\r\nAs an on-site caretaker couple, you won’t be operating in isolation. You’ll have access to:\r\n\r\nProven systems for scheduling, maintenance tracking, inventory, and vendor coordination\r\n\r\nA trusted network of licensed and reliable vendors for trades that require outside support\r\n\r\nClear expectations and workflows, so you know what “good” looks like and aren’t constantly guessing\r\n\r\nOwnership that values preventative maintenance and long-term care, not reactive firefighting\r\n\r\nA stable, year-round role with realistic workloads and seasonal flexibility\r\n\r\nWe believe the best caretaker relationships are built on clarity, trust, and mutual respect. Our goal is to empower you to take pride and ownership in the property while backing you with the infrastructure of a well-run company.\r\n\r\nIf you’re looking for a role where your work is supported, your judgment is trusted, and your day-to-day efforts directly shape a beautiful place people love to visit, Cliffwood Colony offers a rare opportunity.

Job Tags

Full time, Temporary work, Seasonal work, Live in, Flexible hours

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