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Welcome to our latest episode where Dave and Will discuss the unique dynamics of winter short-term rental markets and how to prepare for the upcoming season. Drawing on their expertise in STR property management, consulting, and real estate, they explore strategies for success in snowy destinations and share exciting updates, including Dave’s new venture into midterm rentals.

In this episode, Dave and Will dive into essential tips for winter STR management, from securing reliable snow removal services to equipping properties with the right amenities like hot tubs and fireplaces. They also explore the evolving buyer profiles in today’s market and discuss the advantages of slopeside condos for investors seeking a hassle-free experience. As winter bookings ramp up, the hosts provide actionable advice on pricing strategies, supply stocking, and marketing adjustments to capitalize on the season. Whether you’re new to the STR world or looking to optimize your existing property, this episode is packed with valuable insights to help you thrive in winter markets.

Tune in now to learn how to streamline your STR operations, make the most of seasonal opportunities, and set yourself up for success in 2024 and beyond!

TIMESTAMPS

01:00 – Life and business updates

03:20 – Expanding into midterm rentals in Metro West, Massachusetts

06:30 – Seasonal STR dynamics: holiday bookings and beyond

09:00 – Evolving buyer profiles and trends in STR investments

13:00 – Tips for managing snow removal and winter maintenance

15:45 – The benefits of slopeside condos for investors

18:20 – Essential winter amenities: hot tubs, generators, and supplies

22:00 – Pricing and marketing strategies for the winter season

25:00 – Preparing properties for peak winter demand

#WinterSTRTips #ShortTermRentals #STRInvesting