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It’s been a real pleasure getting to know so many of you better in my role as Executive Assistant over the last three years. But recently, it’s become clear to me that for our organization to continue thriving, we need to renew our energy around community - creating fresh opportunities to share knowledge, support one another, and grow together with a strong focus on the Portland metro area. As my life continues to grow roots in Portugal, it’s time for me to pass the baton to someone who can be more present - someone who can reignite the spark that brought us all into hosting in the first place and to help lead Host2Host into its next chapter. If you're interested in learning more about the opportunity and to apply now for the role, please check out our job description. To apply, please send your cover letter and resume before June 9th. If you’re not yet a member, now is the perfect time to join our community and show your support for the great events in the works. Join us!
Airbnb’s latest update, the 2025 Summer Release, brings a big shift that many short-term rental hosts need to be aware of. While the headlines boast new conveniences for guests, there are hidden implications for hosts -especially around control, compensation, and liability. Airbnb Services at Your Listing -By Default Airbnb has launched a new feature called Airbnb Services, which allows guests to book add-ons like private chefs, massage therapists, personal trainers, and other in-person services -delivered directly to the Airbnb they’re staying in. By default, every host and listing is automatically enrolled in this program. If a guest books a massage or a meal experience, the service provider could show up at your property—without any prior notice to you. What This Means for Hosts
Why You Might Opt Out This update may work well for hosts with full-time managers on-site or those operating full-service hospitality properties -but for the rest of us, the risks might outweigh the benefits. Here’s why some hosts are choosing to opt out:
How to Opt Out As of now, there is no setting in your dashboard to turn off Airbnb Services. So, to opt out:
Stay Informed, Stay in Control These new features may be marketed as value-adds for guests, but the potential burden falls on the host. As a community of responsible short-term rental operators, it’s crucial we stay informed and speak up when changes affect our business. If you’ve opted out—or are considering it—share your thoughts with fellow hosts at one of our upcoming host chats. We’re stronger together when we advocate for fairness and control over our spaces. Need Help? Have questions or want help contacting Airbnb? Email us! We're here to help. Technology is changing all the time. Trends - software - AI - solutions. That’s why being a member of Host2Host helps. We bring technological and social innovations to you. Our June meetup features representatives from Breezeway, Pricelabs and People Like Us to talk about how you can leverage their tools to improve your hosting lifestyle. Don’t miss this chance to learn, grow and uplevel your hosting life!
This May, we went back to our roots with an in-person gathering at McMenamins Kennedy School in NE Portland. Host and founding member, Debi Hertert created a safe and welcoming environment for hosts to share their personal feelings, experiences, hopes and frustrations. We also heard from Travel Portland’s Director of International Tourism Administration, Heather Anderson and Director of Public Relations, Jackie Hagan, about the impact of policy changes to international and domestic tourism. They reassured attendees that our region is being impacted less than other parts of the US by Canadian travel reduction and expressed optimism in a busy summer. It was a great time to get together, to learn and to build community. I hope you can make our next in-person event later this summer!
Have you already begun to notice the decline in international guests? Are Canadians making alternative plans that don’t include Portland? It sure seems that way. Canadians road trips to the US are down over 30% and flights are down 70% so far in 2025. Unfortunately, Canadians are the largest demographic of international visitors to the Pacific Northwest. Changes in border control policies, visa denials, and detentions are having direct and significant consequences on inbound international travel to the United States whether from Canada or other locations. Summer travel from Europe is down 25% so far and projected to continue to decrease. These drops in visitors will surely impact the US economy to the tune of billions of dollars and will most likely impact your household’s bottom line too. Let’s get together and talk about it. Let’s find out what Travel Portland and Airbnb are doing to help hosts weather these unpredictable and unsustainable attacks on tourism. Let’s learn from each other and feel the support of community when we need it the most. We’ll be at the Kennedy School’s Community Room on May 13th. Will you be there?
As a short-term rental host in a crowded market, you want your listing to stand out. One of the most effective - and often overlooked - ways to increase your visibility and attract more potential guests is by incorporating thorough written descriptions into your listing, including captions for each photograph.
By implementing these strategies, you can enhance your listing’s visibility, improve search rankings, and provide guests with the confidence they need to book your home. Start optimizing today and watch your views - and hopefully, bookings - soar!
On April 17th, Host2Host featured a panel of bookkeeping experts to help solve your bookkeeping challenges. The session focused on best practices for staying financially organized, tracking income and expenses, and preparing for tax time. We heard from Host2Host business affiliate member Kim Boaz with Back to Basics Bookkeeping, Megan Carter with The Nerdy Keeper, and Adam Hamilton with REIHub. Key tips included:
Our community came out in a big way to support the Portland Youth Philharmonic in memory of our friend and founding member, Jill Palamountain, who sadly passed in March 2025. Together, we raised $1,117! Another $500 will be contributed by Host2Host, so we get to support the PYP 100-year anniversary campaign to the tune of $1,617. Thank you to everyone who contributed. You are appreciated by so many who will be uplifted and inspired by your contribution.
Running a short-term rental means juggling guest communications, cleaning schedules, and making sure every stay is five-star worthy. But what about your bookkeeping? As hosts we are amazing at managing the minutiae and ensuring guests experience nothing less than a picture-perfect stay. But, many of us could improve our overall approach to save ourselves from future headaches. Commingled Expenses Since the nature of our business often necessitates personal and business errands happening at the same time, it’s important to remember not to commingle expenses. This means personal expenses should be kept separate from rental property’s expenses when we make purchases. Be sure to save receipts so later we can provide proof of the expense. Mileage Deductions All this running around usually involves a car. Be sure to track your mileage so you can deduct them as a business expense on your annual income tax return. I used to keep a simple form in the car and I noted miles out, where I went, and the miles when I returned. When the log filled up, I transferred it to a spreadsheet. You could also use a simple, online Google Form or even an app to track your miles. Track Your Data Speaking of relying upon online tools to track your data, you should be careful not to rely solely upon an online platform like Airbnb to track this info. Opt for an accounting system of some sort to ensure you retain the data you need for your business in the future. Keeping track of all of these expenses, deductions, and tax documents can feel overwhelming, until you learn a few smart strategies. On April 17th, Host2Host is bringing in professional bookkeepers who specialize in working with hosts like you. They’ll share practical tips to streamline your financial records, avoid common pitfalls, and make tax time less stressful. Whether you’re just starting or looking to refine your process, this meetup will provide valuable, actionable insights. Join us at our April meetup and get your financial house in order!
As you all know, our dear friend and founding member, former Executive Director, and so much more to Host2Host passed away recently. In memory of her strong and enduring contributions to our organization, we have authorized a memorial gift to an organization that she strongly supported and that made a significant impact on their family, the Portland Youth Philharmonic, the oldest youth orchestra in the United States, founded over 100 years ago in 1924. All financial donations received in the month of March will be passed along to this inspiring organization. So far, we have collected $1,170 and will be making a combined contribution of at least $1,670 to support young musicians. If you would like to contribute, there's still time! Donate here.
I’ll preface the summarized ideas below with the fact that I’m fascinated by little details that niche communities uncover in collaborative settings. I love the unobvious, unpublished ideas that are often brought about in conversations with industry experts and fellow hosts. One person’s question brings about another person’s epiphany, which brings out another person’s curiosity. Whether virtual or in-person, events with Host2Host are chock full of conversations like this. Recently Host2Host members gathered with 3 professionals from 3 alternative platforms: HostShare, Radious, and PadSplit. Here are a few "light bulb" moments I had about each platform. But I promise there’s more if you consider watching the entire conversation, especially if you’ve never heard of these alternative platforms! HostShare offers hosts opportunities to book properties up to 5 days in advance for up to 21 nights of free accommodations annually within the HostShare network. Hosts only pay cleaning fees, avoiding nightly rates, platform fees, or taxes. While the “free” nights sound appealing, I also was super reluctant to think that a 5 day advance booking window is sufficient time to plan around work, family, and life. Anthony then pointed out something entirely unobvious to me: simply consider booking a hotel well in advance because most are refundable until the day before check-in anyway. Then shop a HostShare stay as travel window approaches closer. This immediately addressed my anxiety if a HostShare stay isn’t available during the desired travel window. To me, this is an unobvious strategy just isn't something HostShare could publish, but it absolutely made me reconsider the platform. Hosts hosting hosts! Radious may be much more compatible with HOA’s and neighborly concerns about short term rentals than I realized, mainly parking and noise concerns. It was unobvious to me that parking is much less of a concern because Radious guests are not overnight guests, they are generally only on-property during business hours. Amina pointed out, funny enough, Radious guests and neighbors become like two ships passing each other in the day. Potentially much less traffic impact than overnight guests. Again, maybe obvious to others, but since Radious doesn’t host overnight guests, Radious hosts can often avoid the need for short term rental permits in certain markets. Padsplit could be summarized as a platform for mid-term, co-living room rental stays. For hosts and investors, renting a furnished home by the room may offer an opportunity for greater cashflow than a traditional long term rental. HOWEVER, my big unobvious “aha!” moment was realizing that given the nature of multiple turns and staggered lengths of stay among multiple rooms, hosts and home owners have much more frequent and legal access to their properties. Hosts typically cannot enter the home while guests occupy the property. However, with individual room leases, it seems homeowners can indeed enter common areas of the home and unoccupied rooms in the home, be it for cleanings, maintenance etc. This probably warrants further consideration but this struck me as an unobvious, unpublished benefit for homeowners to feel at ease that they can enter their own property, especially when compared to a traditional long term rental. Watch the conversation on Youtube to discover your own unobvious moments!
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