Marketing tips
How to turn summer guests into repeat autumn and winter bookings
18 Aug 2025
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By Amanda Sanders
Summer may be your busiest season, but that doesn’t mean your bookings have to drop off when the sun goes in. With the right approach, you can turn summer guests into loyal, year-round visitors who return for crisp autumn getaways and festive winter breaks. Whether you are exploring Travelnest for the first time or are already part of our community, here’s how to keep your property performing beyond the summer season.
Make their summer stay unforgettable
The best way to secure a future booking is to create an experience worth repeating:
Add thoughtful, personal touches
Little extras like a handwritten note, a complimentary local treat, or insider tips for days out help guests feel truly valued.
Stay connected after checkout
A simple thank-you message after their stay helps maintain a personal connection. Travelnest makes it easy to stay in touch with guests through its Direct Booking feature. You can follow up with personalised offers, give guests an easy way to book again without third-party fees, and build long-term loyalty.
Show off your property's year-round charm
Guests may not know how lovely your property is in autumn and winter unless you tell them.
Refresh your photos and description
Replace summer images with cosy scenes featuring soft blankets, autumn leaves, or warm lighting. Update your listing copy to mention seasonal perks like wood-burning stoves, hot tubs, or nearby festive events.
Share seasonal recommendations
Highlight the best local experiences for cooler months. Suggest autumn walks, winter festivals, or local pubs with roaring fires. These kinds of details help guests picture their next stay.

Give them a reason to come back
Incentives are a great way to turn a one-time visitor into a regular guest.
Offer direct booking discounts
With Travelnest’s Direct Booking feature, you can skip third-party fees and offer special perks for returning guests. A small discount or welcome gift can be enough to secure their next stay. Learn more about direct bookings at travelnest.com/features/direct
Send a follow-up with a seasonal offer
Reach out a month or two after their visit with a reminder of what they loved and a special deal for a return visit. Travelnest makes it easy to share your direct booking link, helping you grow loyalty and avoid additional channel costs.
Get expert help to build loyalty
With Travelnest, you are paired with a dedicated Property Expert who helps you maximise your earnings and performance. These experts are not just support staff. They are highly trained professionals who understand the platforms, pricing strategies and guest behaviours that drive bookings.
Behind every recommendation your Property Expert makes is the backing of a complex, highly refined model built on over 400 data points. Developed and honed over several years, this model does something no individual owner could realistically do alone. It unpacks the ranking algorithms of platforms like Airbnb and Booking.com, helping you gain visibility, attract more bookings and optimise your pricing at just the right moments.
Your Property Expert brings years of experience and real data insights to your strategy. They fine-tune everything from your listing content to availability and pricing, helping you stand out in competitive markets and make every guest feel like a VIP.
Keep guests coming back, whatever the season
Summer might bring the sunshine, but your property has something to offer all year round. With the right strategy and support, you can turn every guest into a repeat customer.
Travelnest gives you the tools, the reach, and the expert advice to make that happen. Ready to fill your calendar beyond the summer? Log in to your account or sign up with Travelnest today
