Winter Trekking

Get your vacation rental ready for Winter getaways

Services to optimize your vacation rental for the Winter season.


Vacation rentals in New England have all-season appeal!  If your property isn't getting booked year-round, we can help fix that.

Explore our services & packages designed to *quickly and efficiently* get your home spruced up and in-demand this Winter.

Image by Timothy Eberly

Seasonal Listing Optimization

Good marketers know that people shop with their eyes and emotions, rarely logic.  Get your vacation rental in northern New England booked for top-dollar all Winter with our decorating + photography package.

Whether your vacation rental is in the mountains, near a lake, on the coast, or in a quiet countryside setting... we promise, there are people who would love to stay there this Fall.  But with the sheer number of Airbnb and VRBO listings that people are sorting through these days, it's way too easy to get bypassed if your photos don't give off the right first impression.

People want to get a "feel" for what it'll be like staying in your vacation rental.  If they like what they see from your photos, they'll be likely to book.  If not, you'll get X'd out.  Just like all the major retailers know, and most small businesses -- seasonal appeal creates demand!  Let's get your vacation rental optimized for the "cozy season", quickly and efficiently, so it'll get booked all Winter.

Image by Christiaan Huynen

How It Works...

Show off your property's appeal, all year-round.






We'll connect with a phone call, and chat about your property.  We will also review your property via its online listing, to get a feel for your space.

You'll book us!  We'll send you an invoice and Statement of Work for our services, and once you pay the 50% deposit, you'll be secured on our calendar for your Winter Rental Optimization.

We'll shop for Winter home decor, appropriate for your home.  Our budget is $500, which means you'll end up with $500 worth of home decor that you'll be able to put away and get back out each year (a 1-time expense).


We'll arrive to your vacation rental on our scheduled date, decorate your main living areas (kitchen, dining room, living room, powder room, and front entrance) and take updated high-quality photographs of each room, to show off the seasonal appeal.  We'll also photograph the home's exterior.

Within 48 hrs, we'll deliver your updated photos, fully edited, cropped, and ready-to-go.  You can then update your online listing with your new photos!  And you'll have them ready-to-go every year (1-time expense).  Hint: they're also perfect for your social media posts :)

Image by Jessica Johnston

Winter Optimization Package



Initial phone call with you & review of your listing

Shopping time

$500 of Winter decor

Our travel time to your property*

Decorating your main living spaces

A high-quality library of photos you can use every year

*within 60 miles of Wolfeboro, NH

(additional mileage charged at $0.58/mile)

Image by Mourad Saadi

Limited Time Offer!

Do you LOVE this package, have a long-term investing mindset, and want to go big or go home?  SIGN UP FOR THIS SEASONAL SERVICE for the whole year (3x FALL, WINTER, AND SPRING/SUMMER) AND GET 20% OFF!

Instead of $4,200, you'll get all 3 of our seasonal decorating + photography services for just $3,360 -- $1,120 due upon each service date.

Don't forget -- it's a 1-time expense only for the first year... then you'll have the seasonal decor + photos to update your home and listing with each year, for as long as you're in the vacation rental business!

Sign-up & pay your first deposit by Nov 1st to lock in your discount!