THE FLYING SCOTSMAN
Boutique Property Management and Concierge services for homeowners in the Hudson Valley
The Flying Scotsman is a boutique property management and concierge stewardship serving the Hudson Valley and the Berkshires. With a 25-year foundation as the owners of Lea’s in Chatham, we bring a deep commitment to quality, discretion, and local care to every home we oversee. Whether you’re a second homeowner arriving for the weekend or a full-time resident looking to reclaim your time, we ensure your home is ready—effortlessly. From managing trusted vendors and overseeing maintenance to preparing your home for arrival, we handle everything quietly, precisely, and without interruption.
Thoughtfully stocked provisions. Fresh flowers. A home that simply feels right.
Your Arrival. Perfected
We begin with a consultation to understand your needs and design a service plan tailored spacifically for you. Services are available as a monthly subscription or ala carte.
Provisions & Pantry
We manage your household shopping and pantry inventory so your home is always supplied exactly as you like it. Whether you provide a standing list of everyday favorites or a specific request for an upcoming arrival, we handle the errands for you. By following your personal preferences, we provide a seamless and errand-free transition so you can step directly into a well-stocked home the moment you walk through the door.
Fresh Local Provisions: CSA and farm share pickups, including seasonal produce and local dairy.
Pantry Staples: Your preferred groceries and everyday kitchen essentials
Home Essentials: Restocking household supplies and functional necessities.
Wine & Spirits: Your preferred bottles, stocked and ready for arrival
Home Arrival Preparation
The Flying Scotsman ensures your home is comfortable and welcoming the moment you step through the door. We manage the essential details of property oversight, from adjusting the thermostats for the season to ensuring your walkways and entryways are clear of snow or debris. For our Provisions clients, we also perform a thorough pantry and household inventory to identify exactly what needs replenishing before your stay. By coordinating these functional details and providing a final interior walk-through, we ensure a seamless and errand-free transition to the comfort of your own home.
Maintenance Management
We manage your home’s routine maintenance by scheduling, coordinating,
and overseeing trusted service providers. Every service is customized to your specific needs with the flexibility to ensure everything runs as it should.Services Include but not limited to:
Housekeeping
Landscaping & Lawn
Care Snow Removal
Pest Control
Firewood Delivery
Pool Care
From Kitchen to Table
We develop custom menus, source the freshest farm-to-table ingredients, and tailor everything to how you prefer to cook and entertain, whether that’s detailed, easy-to-follow recipes or fully prepared meals ready to go from fridge or freezer straight to the oven with minimal fuss.
Custom menu planning
Farm-fresh ingredient sourcing
Fully prepared meals, ready to serve
Oven-ready meals stocked in your fridge or freezer
Simple, step-by-step cooking instructions if desired.
Ready-to-bake pastries, scones, cookies, pies
Design Services
We offer curated sourcing of home furnishings and décor, with the same care and careful attention to detail.
“Flying Scotsman Services truly transformed the way we spend our time at home. Instead of arriving to a list of things to manage, everything was already taken care of — the house felt welcoming, organized, and ready for us to relax. We now look forward to every visit, knowing everything will be exactly as it should be. It’s been a complete shift in our experience, and we’re incredibly grateful.”
— Lea
RATES
Home Care & Concierge Packages
Flexible, month-to-month services designed for seasonal homes, part-time residences, or full-time homeowners. Packages provide guidance, but everything can be customized or purchased individually.
Home Management & Concierge
$1000 / MONTH
OUR LISTINGS
Included Services:
Listing Creation & Narrative – We craft a compelling property description and home manual to highlight your home’s features.
Photography
photos are taken to make your listing stand out.
Guest Communication
We handle all inquiries, bookings, and messaging via email or text.
Home Preparation Coordination
We coordinate cleaning, restocking, and turnover with your preferred service providers.
Our Airbnb management service handles every step of short-term rentals, from listing creation and professional photos to guest communication and turnover coordination. Cleaning and turnover services are billed separately, either through your preferred provider or one we can recommend. Management is commission-based at 25% of the rental income whenever your property is booked.
Rocco's Modern Ski Chalet- 1 min from Hunter Mt.
Hunter, NY
3 Bedroom / 2 Bath – Sleeps 6
1 Minute from Hunter Mountain,Indoor cedar sauna, Mountain views, Kids over 12 allowed
WKND-R prepared the home to be guest-ready, photographed the home, created the listing, and designed a house book. We manage the short term rental via Airbnb.
FAQ
Do I need to use your specific maintenance providers? I like my plow company...
Absolutely not! What we will do is make sure your plow company always shows up when they are supposed to and check that they are doing a great job. We maintain relationships with our approved service providers, but are happy to work with your preferred maintenance services.
Can flyingscotsman manage my Airbnb without choosing one of your bundled plans? I only need short term rental management.
Yes! Many of the Airbnb’s we manage do not opt for our other services. Our Short Term Rental Management Services are billed as a percentage of each booking. Basically you only pay us if you have a booking.
How do I pay for my pantry items?
We have your credit card on file and provide detailed receipts of all purchases each week. Or we can set up a house account with some of our vendors.
What areas do you service?
The Flying scotsman offers service in Columbia County and parts of Dutchess County. Please call to see if your home falls in our coverage area.
ABOUT US
Flying Scotsman Services was founded with a clear vision—to simplify property ownership and elevate the living experience for homeowners. We understand that managing a property can often become overwhelming, taking away from the comfort and peace of mind it should provide.
With a strong focus on reliability, attention to detail, and personalized service, we ensure that every aspect of your property is handled with care. From routine maintenance and inspections to concierge-style support, our goal is to create a seamless and stress-free experience for our clients.
We take pride in building trusted relationships and delivering consistent, high-quality service. Backed by a dependable network of professionals and a commitment to excellence, Flying Scotsman Services allows you to focus on what truly matters—enjoying your home without the hassle of managing it.
CONTACT
If you are interested in learning more about Flying Scotsman Services, please drop us a line. We would love to work with you to design a suite of services that fulfills your specific needs.