www.airbnb.com

A few things to learn from our experience here: it needs to be the right place to be worth it. Don’t get me wrong, every place we stayed was nice but we felt most comfortable in locations that were clearly vacation properties or made to be guesthouses. While staying in Boston, we stayed in someone’s home that felt a little too much like we were staying in a stranger’s home. When I woke up in the morning and saw a picture of her family member on the nightstand, it just felt like I was trespassing, I struggled to feel comfortable in her home. She was very welcoming and hospitable, it was just a learning curve for us with AirBnB.

AirBNB Newbie Checklist:

1. Set up clear expectations on arrival times and how to access the property. (make a plan B for if you need a late or early arrival, especially if the host does not live near the property).
2. Provide a description of your party when booking (if you have a child, if they need childproofing, how many are traveling, etc). Make the post personable.
3. Ask some questions. (Do they live there? If you plan on preparing any meals, is the kitchen stocked with any basics?)
4. Learn about the local area. (Ask the host if there is public transportation near by. Ask for take-out or local restaurant suggestions. Ask about the exterior of the property if it is in a hard to find location).
5. Treat the property as if it were your own and remember the basics you learned in kindergarten: Be respectful, be kind and clean up after yourself.

Our Newbie Experiences: (we recommend every place we visited with 5 stars!)

Burlington, VT (our favorite of the bunch)
I think we had an outstanding first experience in Vermont at the Carriage House in Burlington. Mary Ann left a chilled bottle of wine on the table to welcome us. Provided access to the property through a keyless code entry (that she sent ahead of our arrival). She stocked the pantry with spices and some Vermont products (coffee, cream, jam, peanut butter, soaps) and made sure we had laundry detergent. She checked in on us, but it never felt overbearing. The suite was beautifully designed and was clearly a guest house (with no personal belongings). It felt like renting a furnished condo with a fantastic welcome.

Wells Beach, ME
Our second experience was a vacation rental property steps from the beach. It wasn’t fancy, but it was good for what we needed. The kitchen was furnished but they didn’t provide any welcoming basics like Mary Ann in Vermont. They had a lobster pot which was perfect, but we did learn that we need to ask before we go to see if we need to bring a condo kit (spices, cooking stuff, cleaners, etc). There wasn’t a view but we knew that going in to it.

Boston, MA
Our third property of the trip was in Boston. When we drove into an industrial looking area I was a little nervous. Casey’s place was on the third level and I wish we would have talked a little more, there was a dangerous stair case and it stressed me out with Maggie, but Doug figured out a solution and we kept a close eye on her. Like I said earlier, it was a very cool space, but Casey clearly lived there and we couldn’t get over how it felt like we were living in a stranger’s house.

So our personal guidelines for AirBnB:
1. Vacation Rentals – Yes
2. Guesthouses – Yes
3. Personal homes – not for us.

So will we use AirBnB again? Absolutely. You can’t beat the unique vacation experiences. However, our suggestion is to overly communicate with the hosts to have clear expectations and enjoy to the fullest.