Carefree Estate
Property Watch, Concierge and Hospitality Management Provider
Experience A Carefree State of Mind With Our Distinguished Services
Property Watch Service
The National Home Watch Association describes Home Watch as “a visual inspection of a home or property, looking for obvious issues”.
As a member of the NHWA we recognize that your Colorado Springs or Woodland Park home is your haven; it’s an oasis of comfort and an extension of your lifestyle. Whether your property is your cherished primary residence, second home sanctuary, or vacation retreat, we know that leaving your property unattended for an extended period of time can cause worry and create concern that something unplanned and unfortunate might happen in your absence.
Our peace of mind home watch service provides comprehensive oversight of your property that begins with regularly scheduled and meticulous inspections. With a keen eye for detail, we not only work to identify any obvious issues that have occurred; we also look for any potential issues that may cause problems in your absence. We tailor our property checks to suit your unique situation and provide you with detailed reports following each visit. If an issue does arise while you’re away, we’ll work with you to provide recommendations and facilitate solutions, keeping you apprised every step of the way while advocating on your behalf.
Concierge Service
With a collaborative approach and a commitment to providing outstanding client care, our fully customizable concierge services are thoughtfully tailored to enhance your lifestyle. These beneficial services can be seamlessly integrated into your home watch service plan, reducing stress and saving you precious time. Let us tend to the details, such as providing post-departure or pre-arrival services, allowing you to focus on spending quality time pursuing personal interests or simply enjoying a quiet moment away. Caring for your property from afar has never been easier; whether it’s an emergency repair or routine maintenance, our specialized knowledge and preferred contractor connections enable us to efficiently manage various tasks on your behalf.
Hospitality Management and Consulting Services
Our hospitality management services are ideal for absentee vacation rental property owners seeking oversight and assistance with the responsibilities of managing a short-term rental business. Is your STR being properly managed? Are your guests being cared for with the highest level of service and do your reviews reflect that? Is property damage brought to your immediate attention so it can be remedied? Whether you need comprehensive day-to-day hospitality management services or an in-depth solution-based consultation, we can help.
Our one-on-one consulting and mentoring services are also ideal for anyone considering entering the vacation rental arena. With over 40 years of combined hospitality management experience in the Pikes Peak region, our expertise and invaluable insight will allow you to assess the pros and cons of the STR industry from an educated and empowered viewpoint. We offer detailed reports that cover everything from zoning and licensing regulations in your target area to occupancy and suggested daily rates as well as mentoring services designed to help you succeed.
At Carefree Estate, we take a collaborative, solution-oriented approach that is tailored to your specific goals and needs, guiding you every step of the way to successfully achieving your goals.
Choose Carefree Estate if you’re seeking a sophisticated solution to manage, care for, and protect your valuable real estate investment. As a member of the National Home Watch Association, we uphold the highest standards in the home watch industry and have passed a criminal background check. We are currently in the process of becoming bonded, and insured as well as accredited with the National Home Watch Association for our Home Watch serves.
Carefree Services
Our property watch services provide peace of mind and are ideal for anyone that is away from their property for extended periods of time. Whether you travel seasonally, extensively or own multiple properties, we provide thorough oversight and detailed reports of each visit.
Our Home Watch Services include:
Regularly Scheduled Visits
Interior Property Inspection
Exterior Property Inspection
Landscaping Inspection
Check for Pest Control Issues
Check Windows and Doors are Locked
Monitor for Unauthorized Use
Post Storm Damage Assessment
Mail and Package Collection
Trash and Recycle Management
Emergency Response Visits
Remote Monitoring of Home Systems
Security System Oversight
Detailed Reports of Each Visit
Our keen eye for detail, meticulous inspections, and commitment to timely communication provide you with an unparalleled peace of mind.
If an issue should arise while you’re away, we can collaborate with you to find a solution, provide preferred contractor recommendations, advocate on your behalf and oversee repairs if needed.
You can rest assured knowing that your property is in caring and capable hands. Learn more about our services and ask us how we help you today!
Your time is a precious resource and should be spent on what truly matters to you.
With an emphasis on outstanding client care, hospitality, and efficiency, our concierge service can be uniquely tailored to your specific needs and includes unique offerings such as:
Pre-Arrival Preparation
Post Departure Services
Household Supply Management
Grocery Shopping
Routine Repair Management
Preferred Contractor Recommendations
Arrange for Estimates
Coordinate Seasonal Maintenance
Manage Deliveries
Provide Supervised Access to Property
Reservations & Appointment Setting
Errands
Guest Concierge Services
Snow Removal Coordination
With Carefree Estates, you'll gain more than just a helping hand; you'll enjoy a truly carefree state of mind.
Elevate your experience and discover the difference that our Concierge Services can make in your life—because your time is valuable, and so is your peace of mind.
Our plans are fully customizable and specifically tailored to address individual needs or concerns. Learn more about how we can help today!
Whether your vacation home is enjoyed by family, friends, or paying guests, managing it from a distance can feel overwhelming.
Elevate your vacation home experience with our expert Hospitality Management and Consulting Services:
Consultation Services
Professional Co-Hosting
Secret Shopper Quality Control
Pre-Arrival Inspections
Post-Departure Inspections
Property & Landscaping Oversight
Snow Removal Coordination
Emergency Response
Post Storm Damage Assessment
Manage Routine Repairs
Manage Seasonal Maintenance
Manage Hospitality Supplies
Manage Guest Reservations
Guests Concierge Service
We understand the nuances of the hospitality industry and are committed to upholding the highest standards.
Our services are customizable based on the level of assistance you desire. With tailored strategies, we can optimize your listings across various platforms and maximize your visibility.
Don't let distance hinder your success. Let us help you create unforgettable experiences, one guest at a time. Contact us today!

About
Carefree Estate was founded by Sheri as a natural extension of her passion for property caretaking, heart for hospitality and commitment to excellence. Her experience includes 21 years as co-founder, co-owner, and general manager of a successful small lodging business in Colorado.
She’s renovated several properties, including a historic 1929 home and guest house. With her natural curiosity, willingness to learn, and “roll up your sleeves” work ethic, she became quite knowledgeable and versed in the art of managing major renovations as well as everyday repairs and maintenance.
Sheri has lived in Colorado for over 30 years and has a deep understanding of how high elevation, volatile weather, and even wildlife, can affect property. With firsthand knowledge of how storms and particularly hail can damage structures. She is adept at post-storm assessments, knowing where to spot signs of hail damage, such as broken or damaged windows, impact marks to stucco, siding, roof, and gutters, along with surveying the landscape for damage to vegetation and sprinkler systems.
Underpinning her hospitality and vacation rental property management experience is a deep love for helping others with an ability to anticipate their needs before being asked. She is solution-minded, organized, and efficient, providing an exceptional level of service for clients with a goal of exceeding their expectations.
At Carefree Estate, we understand that the essence of exceptional service lies in the details. We’re passionate caretakers that are well-versed in the nuances of home maintenance and hospitality management. The thoughtful attention we devote to maintaining your property is a reflection of our deepest values, respect for your property, and your trust in us. Contact us today to learn more!