Bend is such a fun city to experience and explore in Oregon, I highly recommend adding it your your Oregon itinerary or visiting for a long weekend if you’re an PNW local.
My partner is from Portland, OR and we love visiting Bend. So this post shares the best places to stay in Bend, OR based on your budget or type of trip with the best airbnbs in Bend to suit everyone’s travel style.
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The best Airbnbs in Bend Oregon
Unique Places to stay in Bend
If you’re looking to make your trip to Bend, OR a memorable one, why not book one of these unusual places to stay in the city.
This rustic 1970s Airstream is the perfect tiny house style experience for two and it also comes with a hot tub! It's also dog friendly so perfect to take the pups for some Oregon hikes around Bend and return home to this quirky and relaxing stay.
This is the dream cabin in the woods, especially if you're looking for a snowy log cabin winter stay! The incredible location is selcuded and in nature and the stunning historic wood interior, loft bedroom, string light deck and location log fire make it a great winter escape. The cabin is also perfect for staying near the ski slopes and you'll hear the sound of trains passing in the distance on the historic Burlington Northern tracks.
Where to stay in Bend on a budget
Bend also has plenty of affordable Airbnbs and budget places to stay too if you’re on a budget or just aren’t interested in spending lots of money on accommodation while you’re exploring out and about.
We stayed in this great Airbnb in Bend which was in a lovely quiet neighbourhood, had a separate entrance, king sized bed, available parking and nearby amenities and it's a great nightly price if you're on a budget!
And this cute little suite on someone's property has a separate entrance so you can keep to yourself on your stay but still enjoy the home comforts.
The best places to stay in downtown Bend
If you’re looking for a Bend Airbnb right in the downtown area, close to the action and amenities, check out these options.
This downtown property in the historic district of Bend is perfect if you're looking to stay close to all the sights of Bend. It's also a great option for those with dogs as it's a pet friendly Bend Airbnb. The northwest decor, rustic vibe and amazing location will make your stay fun and easy with off street parking too.
If you want to stay close to downtown Bend but on the west side, these two riverfront properties, The Mill Cabin and The Craftsman Bungalow are awesome for adding a bit of extra fun to your trip, whether you have kids to enjoy the waterside or just want to enjoy a glass of wine in the evening by the water. These are rustic, no-frills-attached cabins right along the river in the westside neighbourhood.
If you're looking for a modern, completely self-contained downtown Airbnb in Bend, then this Bend accommodation in the heart of downtown is perfect, in the historic neighbourhood and right next to the Mill District too. It's fully equipped with a kitchen, wifi, Netflix, a spacious yard and within minutes of entertainment, grocery stores and restaurants.
If you're looking for a propoerty in Bend but a little further from the downtown hustle and bustle, check out this funky Bend loft, definitely one of the coolest places to stay in Bend! With a loft -style bedroom, wifi, cable, HBO, a hot tub and equipped kitchenette, this is ideal for a fun romantic getaway in Bend.
Bend Oregon Cabin Rentals
If you’re looking for cabin rentals in and around Bend, there are some great options both closer to the city and also some more rural vacation cabin rentals outside of Bend but just a short drive away, so you can enjoy the seclusion of being out in nature but the convenience of being not far from the city.
Just 10 minutes from downtown bed, this gorgeous rustic cabin in the woods suits 2-6 people and includes a hot tub, wifi, cable, netflix, patio and fire pit, as well as a equipped kitchenette. This is the perfect cabin to escape to for summer vacations or snowy winter trips too and you're just 30-40 minutes from Mt Bachelor.
If you're looking for a Bend cabin Airbnb stay but with the convenience of being in Bend proper, this lovely cabin for two on the Westside is just an 8 minute walk from downtown and has all the conveniences of cable, wifi, a full kitchen and a yard.
This epic log cabin rental near Bend sleeps 16 guests, so it's perfect for a family or group getaway, a short drive from Bend but secluded enough in an acre of trees to feel like you're nowhere near a city. The cabin is modern, comes with a full kitchen and dining area, wifi, several bathrooms, a hot tub, fire pit, deck and hammock to enjoy gatherings outside.
Bend Airbnbs for groups
If you’re looking for Bend Oregon Airbnbs for a larger family or group trip, here are some great options for you to check out both in the downtown area and further out so you can enjoy the nature around you, check them out!
Check out this epic, modern northwestern home that accommodates 10 guests right in the historic district and just 3 blocks from downtown! With a private entrance, hot tub, 3 full bathrooms, a full kitchen, wifi, network tv, a pet friendly rental and just 25 minutes drive from the mountain, this Bend rental really has it all!
This century-old Mill house is compeletely renovated with all the modern fixtures and just a 10 minute walk from downtown. It sleeps 6 guests with a dining area and kitchen, wifi and cable, off road parking and a great location near to breweries if that's what you're looking for!
The incredible Sunny Pine Lodge is just outside the city limits, perfect to escape the city and enjoy nature as it's located in a beautiful wooded setting, but just a short drive to reach all the city amenities. The Lodge sleeps 10 people, with a modern rustic vibe, 4 porches, a gas grill, 6-person hot tub, fire pit and cozy outdoor seating. Plus a full kitchen, kitchen and dining area, huge glass windows to let natural light in, vaulted ceilings and beautiful wood finishes, all contributing to a completely magical, luxury stay.
If you're looking for cabin rentals for groups in Bend, check out the cabin I've mentioned above too, it sleeps 16 people!
I hope these Airbnbs in Bend Oregon have given you plenty of inspiration for your trip to Bend, regardless of the type of trip you’re planning, there really is something for everyone in Bend and you’ll find the best Airbnbs in Bend to suit your needs, your group or your travel style.
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Flights: I use Expedia to find great flights and the best deals all over the world, they have regular sales and offers so I always check their website. I also check CheapOair to find cheap deals on round trip flights.
Car Rental: I love the customer service I've always gotten and the variety of options with Rental Cars. But for short notice rentals, I've been using Expedia for the last year, they always seem to have great one-day rates or last-minute rates from the main rental companies.
Accommodation: I prefer the flexibility of booking accommodation with Booking.com so I can cancel or change my reservation without a fee or only pay on arrival for most properties. For longer or more unique stays I prefer AirBnB because you can get the long stay discount, you can also find more unique properties and book experiences with talented locals and businesses. For my budget trips, I always stay in hostels and book through Hostelworld because they have great guarantees if anything does go wrong. If you arrive and your booking is not at the property, they refund the full deposit AND give you $50 extra credit.
Tours and organised trips Although I don’t use tours that often, I do like to book local experiences or day trips once I reach my destination. For that I use GetYourGuide because it has the biggest selection and variety of tour and experience options.
Travel Insurance: I currently use SafetyWing Nomad Insurance. Which allows me to pay a rolling monthly fee to cover my long term travels.
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The best Airbnbs in Bend Oregon to suit your travel style, travel group or trip itinerary. If you're looking for the ideal Bend vacation rentals, these are the best places to stay for your trip.