Your investment, our expertise
We combine personalized care with cutting-edge tools to maximize your revenue and deliver exceptional guest experiences.
About Us
Little Sister Getaways is a local boutique vacation rental management company, proudly serving Canmore since 2015.
We’re more than a management team; we’re a group of passionate locals who love this community and everything it represents.
Our story began with a simple idea: that owning a vacation property should be joyful, not stressful. From bookings to maintenance, we take care of every detail so our owners can relax, knowing their homes and their guests are in the best hands.
What truly sets us apart is our people. We believe in kindness, integrity, and genuine connection. Our clients come back year after year because they feel the difference, the warmth, the attention, and the love we put into everything we do.
At Little Sister Getaways, passion is our signature. We take pride in creating experiences that bring comfort, happiness, and trust for homeowners, guests, and our team alike.
Together, we make every stay feel like coming home.
Reasons to work with Little Sister Getaways
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Guest Services
• Local team based right here in Canmore
• Available daily from 9 AM to 11 PM, plus an emergency line for after-hours support
• Dedicated to warm, memorable guest experiences
• Fast responses, friendly assistance, and genuine care with every stay
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Maintenance
• Fast, reliable, and locally based
• Preventive maintenance plus on-call repairs to keep every home in perfect condition
• We treat every property as if it were our own
• Always ready when you need us
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Housekeeping
• Professionally trained staff ensuring spotless, guest-ready homes
• Attention to every detail, from fresh linens to thoughtful touches
• Supported by our in-house commercial laundry facility
• Quality checks completed before every guest arrival
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Digital Marketing and Growth
• Strategic campaigns to reach the right guests at the right time
• Professional photography to showcase each property
• Collaborations with influencers and content creators to grow exposure
• Over 15 percent of bookings come directly through our website
• Active on social media to maintain visibility and engagement
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Administration and Owner Support
• Clear communication and full transparency with every homeowner
• Monthly reports, insights, and property performance tracking
• Personalized attention, with every owner known by name
• A friendly, responsive team that is always here to help
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Where Guests Find Us
• VRBO, Airbnb, Expedia, Booking.com: all major vacation rental platforms
• Our own website, generating over 15 percent of direct bookings
• Local business partnerships: collaborations with Canmore companies to expand audience reach
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Interior Design and Styling
• Custom interior styling to make every space feel warm, inviting, and unique
• Local insight into what guests love most about Canmore stays
• Guidance for owners on upgrades and décor that improve performance and appeal
Maximizing Your Property’s Potential
At Little Sister Getaways, every property is treated with the same care and attention as our own. We focus on the details that make a difference, from first impression to lasting memories, so owners and guests alike feel confident and cared for.
Thoughtful Management: From guest communication to maintenance, we handle the day-to-day so your property shines without stress.
Better Bookings, Naturally: Beautiful listings, fair pricing, and thoughtful marketing that connect with the right guests.
Guest Happiness: Personal touches and genuine care that turn stays into 5-star experiences and repeat visits.
Local & Reliable Support: A team in Canmore, ready to help, proactive in care, and transparent in every step.
Management Team
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Lindsay Fenwick
Owner, Founder & CEO
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Justyna Gasior
Assistant General Manager
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Denise Back
Marketing Manager
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Daniel Mulholland
Maintenance Manager
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Robin Aitken
Administrative Assistant
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Shital Lawoti
Housekeeping Supervisor
Our Story
Little Sister Getaways was born from a deep, personal love for the Rocky Mountains and a vision for something more meaningful. In 2015, our founder, Lindsay Fenwick and her family bought their first vacation rental in Canmore. What began as a way to spend more time in a beloved place quickly became something bigger: a realization that this beautiful mountain town needed property management with heart. With a background in business development, customer service, and leadership, Lindsay made the bold move in 2019 to leave Edmonton and relocate to Canmore full-time. She wasn't just starting a business; she was building a lifestyle, a team, and a philosophy rooted in care, hospitality, and excellence.
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In 2024, a new chapter began. With a new name that pays homage to the iconic Three Sisters mountains, Little Sister Getaways became more than a business—it became a tribute to family, resilience, and the natural beauty of the Rockies. The “Little Sister” isn’t just a mountain, it’s a symbol of strength, spirit, and the human touch we bring to everything we do. Today, we’re proud to offer boutique property management that’s as personal as it is professional. We don’t just manage homes—we create unforgettable experiences for guests, and lasting peace of mind for our owners. We’re not just in the business of vacation rentals. We’re in the business of people, places, and possibilities.
Real Stays. Real Stories.
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They took care of everything
We can’t say enough great things about Little Sister Getaways. From the very beginning, their expertise and genuine care stood out. They guided us through the Canmore market before we even made our purchase, helping us understand revenue potential and providing thoughtful input on several properties we considered.
Our goal was to find a future retirement property that could pay for itself through short-term rentals. Little Sisters helped make that vision a reality. Once we purchased, they took care of everything - from a full renovation to beautifully furnishing our condo.
The result speaks for itself: we consistently receive stellar reviews from guests, not just for the condo but for the incredible service that Little Sister Getaways provides. The condo is our future retirement property, but we get to currently enjoy it by blocking off time and staying there whenever we are in town.
We have complete trust in their team. They’ve made owning a short-term rental property in Canmore a rewarding and stress-free experience.
Vito & Anne
Toronto, ON -
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They go the extra mile
We absolutely love our home in Canmore, and deciding to rent it out when we’re not there was a big leap for us. From day one, the team at LittleSister made that transition effortless. They took the time to help us understand the market and built trust through their honesty, responsiveness, and professionalism. What really stood out is how much they care—our home doesn’t just feel managed, it feels looked after. They go the extra mile, and we sleep easy knowing it’s in great hands.
Bob & Christine
Calgary, AB -
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A perfect choice
We chose Little Sister Getaways as the agent and rental management company to manage and oversee the lettings for our Condo in Canmore.
As we live in the UK and needed a professional and reputable letting agent, Little Sister Getaways was a perfect choice.
From the outset, we were delighted with the personal service and communications from the team at Little Sister Getaways. The Company is staffed with a highly capable and curtious team.
On viewing the Condo, Lindsay and her design team came up with a Design brief to update the soft furnishings, Artwork and interior painting of the walls. The brief and subsequent work was all in our budget range and we were given regular updates to changes that were made.
We were so delighted with the transformation to the Condo when we recently spend our long vacation in it. What a stunning new look for our Canadian rental home !
On meeting Lindsay, the business owner on our recent trip, we further discussed some updates for the Condo which I am delighted to go ahead with.
Having Little Sister Getaways as our Rental agent, we have almost doubled our revenue for the lettings and on top, have a beautiful new interior look for our Condo.
We are so pleased we have such a professional , affordable and capable team managing our Rental property.
A huge thank you to Lindsay and her team at Little Sister Getaways”
Lucy & Patrick
United Kingdom -
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I couldn't be happier
Lindsay Fenwick and Team have been managing my condo in Canmore for over a year and I couldn't be happier.
They make owning a property carefree as they are there to help with everything from daily maintenance at maximum quality to providing me with suggestions on how to continue to improve the quality and feel of our unit. It's a pleasure working with them and I look forward to continued cooperation with them.
Colleen
Feb 23, 2020 -
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I would 100% recommend
Little Sister Vacation Rentals has been managing our condo since we purchased in early 2018 and we could not be happier with how everything has gone down since. They take care of absolutely everything so that all we have to do is collect our cheques.
They have the knowledge and experience needed to get us the highest occupancy at the best rates possible, as well as keep our place clean and well maintained for every guest so we can achieve the amazing reviews we have received so far.
Guests love interacting with them and they ensure a convenient, hassle free experience for everyone. Additionally, they have a lot of ‘handy-man’ abilities to save us money on having to use outside companies, and have a wide network of service providers for everything they can’t do themselves.
I would 100% recommend Fenwick for anybody looking for property managers or places to stay.
Kali
May 11, 2019 -
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Very easy to work with
My family and I have been involved with Little Sister Getaways for over 4 years. Our realtor recommended them to us as a valuable resource to help us understand the Canmore market as we were assessing what and where to buy to get the biggest bang for our buck.
Their advice was dead on and we couldn’t be happier with our Canmore real estate investment. After purchasing our property we also chose to use Little Sister as our full service property manager and we have found Lindsay and her team to be creative, knowledgeable, proactive, responsive and most importantly, very easy to work with.
Bourns Family
Sept 04, 2025
Learn More About Investing in Canmore:
Canmore is more than a beautiful mountain town; it’s a community full of opportunity and charm. At Little Sister Getaways, we guide you every step of the way, combining local insight, hands-on support, and years of experience to help your investment reach its full potential. From property setup to guest experience, we make sure your home stands out and delivers results you can trust.
Own. Earn. Let us manage.
