The 8 Best Airbnb Locations Our Team Has Stayed

The best Airbnb locations according to our team!

Your next travel plans start here. 

We love the convenience of booking through Airbnb! We’re sharing a few of the best Airbnb locations we’ve stayed in case you’re in town.

Start your ultimate Airbnb wishlist now!

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1. Madison ended her west coast road trip in this Portland Airbnb stay.

This Airbnb is perfect for up to two guests whether you’re traveling the west coast or planning a trip to downtown Portland soon. This large guest suite was bigger than our Hip sidekick, Maidson, expected and had the perfect location for exploring all that downtown Portland has to offer.

“During my west coast road trip, we ended our trip at this Airbnb in downtown Portland! It was even better in person than in the photos. The room was HUGE – like staying in an apartment. Plus, it had the coziness of staying in a historic building! We were within walking distance of the Portland Botanical Garden, tons of great bars and restaurants, and we even got discounts on local food tours! This was the most comfortable bed I’ve ever slept in. I still need to message the owner to ask what sheets they use because they were like butter. 10/10.” – Madison, Hip sidekick

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2. Shane booked this giant beach house in Mexico which was perfect for a dual party. 

Shane picked this giant beach house in the small beach town of Puerto Penesco, Mexico. It was the perfect place to host a larger gathering for his sister’s 21st birthday and his fiancé’s bachelorette party! This property has the ability to host well over 16 people with 18+ beds so the mere $250 per night rate would be a drop in the bucket if you’re splitting it many ways.

Oh, and it comes with an amazing view. 😉

“There’s always a small bit of uncertainty when picking a new place to stay (especially in a different country), but my wife and I are both in agreement — we LOVED the beachhouse at Puerto Penesco. The two-minute walk to a nearly unpopulated beach was not something we expected we’d enjoy as much as we did. Not to mention, we met some new vendor friends who hand-crafted fresh cocktails in juicy pineapples. What’s not to love? We are already planning our next trip!” – Shane, Hip sidekick

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3. I stayed at this Philly townhome for a long weekend which is located on one of the oldest (& cutest) streets in America. 

You’ll have such an amazing experience at this Philly stay if you’re looking for an authentic old-city experience! Plus, this best Airbnb location is on one of the oldest streets in America making it a great stay for history buffs too. You can easily walk to grab some Philly cheesesteaks and many of the city’s popular landmarks such as Independence Hall, the Liberty Bell, and more! Plus, it features two beds and two baths so you could potentially split the cost evenly with another couple.

“Great location and lovely home on a beautiful, cobblestone street. We walked to many of our bucket list places and really enjoyed spending downtime in such a thoughtfully decorated space – the large chalkboard was an added bonus! The beds were very comfy too.” – Sara, Hip sidekick

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4. Melissa’s family loved staying in this spacious Hot Springs home for her family’s reunion. 

Visiting the beautiful town of Hot Springs, Arkansas soon? Melissa, her family, and some extended family really enjoyed this spacious and private stay for their family reunion.

“It is gorgeous in Hot Springs and we’re lucky enough to have friends who own this property so we trusted it would be a great experience. Granted, we were still paying guests! The house is so well kept and it has everything that we needed. We had a family reunion last summer and it fits so many of us. There are lots of things to do in the area and we loved our time here. We had plenty of necessities like toilet paper and paper towels, dish soap, and cookware, and the kids had a blast with their own amenities too!” – Melissa, Hip sidekick

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5. Lina and her family enjoy weekend getaways to this cool Prescott, AZ Airbnb.

Since Lina and her family live in Pheonix, AZ, they love escaping the hot summers to the cooler weather in Prescott Arizona. In fact, it’s where they hope to one-day build a vacation home! After spending last Fourth of July at this gorgeous and tranquil property, she said she highly recommends it!

“Last summer we spent the 4th of July in this pretty cabin in Prescott, Az. It was so relaxing and beautiful. The owners did a great job, everything is so beautiful, and we really loved our stay. We love this area so much and actually bought a lot to build our own cabin someday!” – Lina, Hip sidekick

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6. I found the best Airbnb location in Asheville, NC for my anniversary trip. 

You’re going to want to book this stay ASAP if you’re looking for a romantic getaway in the mountains. Asheville is full of great hikes, breweries, and all the art your heart could desire. This Airbnb location I found about 15 minutes outside of the city is so peaceful with the creek on the property and it’s even complete with its very own private hot tub. As a bonus, you’re greeted with fresh eggs, cream, a few local beers, and a garden within walking distance that you’re able to help yourself to any time during your stay!

“I’m always hesitant to share this Airbnb location with anyone because my guy and I loved it so much that I selfishly don’t want it to be fully booked forever. 😆 We had an unforgettable time enjoying our time in Asheville, but this incredible Airbnb is what made our trip. The place is absolutely beautiful and as someone who is very detail and high aesthetics oriented, I can tell you these hosts have thought of everything!” – Sara, Hip sidekick

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7. Emily shared a Florida VRBO that her family stayed at for Spring Break.

You’ll look forward to this stay if you’re looking to host a large family and want your choice between the beach or the pool!

“My parents rented this house for Spring break last year with me, my boyfriend, my oldest brother, and my middle brother with his wife and 2 kids. There’s so much to do in the house and the spaciousness was key for us. The main floor is massive and spread out so that everyone could have their own sleep/wake-up schedules without disturbing one another. The pool was great and there is a sunbathing area off the side when you don’t want to be in the commotion of splashing around. The 3rd floor with the pool table was great for my oldest brother during the day since it’s a bit separated and he was doing some remote work during vacation. Then at night, we did some tournaments at the pool table and there was a top-floor patio off that room with fire (so relaxing!). The bottom floor/garage was a blast and would be awesome for families with active kiddos. There is pretty much every game/sport you can imagine & it’s air-conditioned so kids could spend the whole day down there while parents and other family members relaxed. There’s beach access and they had everything you could need for a beach vacation — chairs, umbrellas, bikes, toys, etc. This is an awesome spot for a big family with kids/grandkids, or even two smaller families with kids could be easily accommodated here!” – Emily, Hip sidekick

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8. Collin and her extended family were wowed by this private property in Broken Bow, OK complete with its own treehouse rec room and all the high style to boot.

There’s nothing not to love about this impeccably designed and oh-so-humble cabin in the woods. 🤩 This Airbnb location in Broken Bow, Oklahoma has it all from outdoor entertaining, indoor game rooms, and even its very own treehouse (separate from the main house). 😍

It’s surely a stay you and your family will never forget if you can swallow the steep nightly rate.

“This house was AWESOME – and the price may seem high at first glance, but it really isn’t too bad since you’re able to split the cost with multiple families! The furnishings were very nice, everything was super clean, and it had an awesome setting! There’s a creek right below the property and we loved being surrounded by trees. Also, they had a cute display in the kitchen when we got there including a fun game and stuff to make s’mores which I thought was so cute!” – Collin, Hip CEO & Founder

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