
Guesthouse vacation rentals in Southern Oregon
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouses in Southern Oregon
Guests agree: these guesthouses are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Southern Oregon guesthouses
Family-friendly guesthouses

Pacific Northwest Private Lodge
This is our third time staying at Noah and Jessica's serene, comfortable cabin. The charming loft with its reading book, the private and quiet bonus room, and most of all Noah and Jessica's friendly and privacy-respecting approach make it a joy to stay here. It's a great place to relax and feel at home.

Lake Dr. Cottage with Lovely Garden and Parking
This was my second stay at Nate &Amrita’s cottage. It was as wonderful as I remembered. Nice setting in a residential neighborhood but easy to get where I needed to go. Nate and Amrita are quick to respond and. Gave clear instructions.

Close to everything! Oasis on edge of west Bend
Alyce's BnB is so peaceful. It is up in the mountains and very much so private! Met Alyce one of the mornings, had a chat in the courtyard and she was a joy to talk to. Will definitely book here again in the future, thanks Alyce! -Ryan

Quiet & Clean Cottage with Yard
Great little place for two. The place was clean and had everything we needed. Quiet and private area despite being a back house. The only thing is when entering the address in maps, it takes you to the side street and not to the driveway. Our Lyft drivers kept getting directed to the side street. Not a big deal but a little hard to find the place based off navigation. I loved that there’s a little market and convenience store within walking distance. I would def recommend this place or even stay here again

The Greenwood Villa w/wood fire hot tub
We absolutely loved our stay the first time, so wanted to come back for our honeymoon! Jonathan and his family were so welcoming into their beautiful home, we will absolutely be returning!

Comice Valley Inn With E V Charger
Jim and Catherine were such amazing hosts. Their place was a little hidden getaway with all of their beautiful flowers and fruit trees to appreciate in the yard. Their place was exactly as described and the hospitality that they provide is second to none. I will certainly be back when it’s season for their apples and cherry and apricots are ready to be picked! Thank you guys for the stay and we look forward to coming back soon :)

LikeHome2/Serene/Private/Close to the hub
Stan and Juris were great hosts. They met us on arrival and walked the guesthouse with us to make sure we knew how everything worked. Everything was labeled so it made things very easy. They even checked in on us throughout our stay and before we left. This is a beautiful little guesthouse with plenty of space. It could easily be a long term rental. It’s in a nice, quiet neighborhood close to restaurants and other activities.

Cabin on quiet 3 acres 10 min to downtown Bend.
We would stay again! Wildlife is easily viewable from the windows. The bed is very comfortable. Serene is a great host!!!
Guesthouses with a patio

Cabin on the Williamson River Near Crater Lake
I really could not say enough wonderful things about this place. The cabin is beautifully decorated and so cozy and the location is so picturesque. Jennifer is an amazing host and responds quickly with any concerns. We loved it so much that we booked our next stay while we were there.

Petite Retreat - UofO Campus Studio
It is such a nice place. Both Kristen and Trevor were super responsive and beyond helpful during my stay. The unit had everything you could want for a longer stay and more. Loved getting to stay here!

Simple garden guesthouse
Marcia was a great host! We came in late and she left lights on for us. The studio was spotless clean & super cute. The backyard garden was gorgeous and the neighborhood peaceful too.

The Raven's Nest
Comfy lodgings. Great location near shops and restaurants. Walking distance to the river bike path and right across the street from a beautiful park. Quiet neighborhood and easy access. Nice value for the accommodations. Thanks!

Pool house with hot tub and extras (year round)
Kids will not want to leave!!! It’s a perfect place to have fun 🤩

Rhododendron House
We stayed for the weekend. Mostly just there at night. It was as described. Pictures are accurate and the place was clean. Easy to find the place and check-in and out were very easy. I would stay here again. Quiet setting and private. Heating and cooling was easy to use as well as the TV. And milk and snacks were an absolute plus! Thank you for the stay

Adorable, private studio with hot tub!
This is one of my favorite AirBnBs, and I stay at a lot! It’s so easy to find, park, access and get comfy right away. It’s thoughtfully designed and always clean and spotless. It has a cute, fenced patio with a hot tub, and it’s just nice to be there! Love it!

C Street Station Cottage
This was not our first time at the cottage. The place is very nice. The bed is comfortable. The little outdoor space is just right. Lots of privacy and so walkable to shops, theaters and park. Also Philip is very responsive if you have any questions or concerns. Hopefully we will be back again.
Guesthouse rentals with a washer and dryer

Hidden Garden Cottage
Courtenay and Rick's cozy cottage continues to be one of my favorite places to stay in Eugene. They are wonderful hosts and their place is quiet and comfortable with lots of beauty and charm.

The Bigfoot Bungalow
This was the perfect, spacious, private, relaxing place to stay for a night during a roadtrip. It had great cooking amenities, an extremely comfortable bed, and a cozy space to watch a movie. The home is far enough from town that it feels rural, but close enough to stores and the beach that it was easy to get out and explore the next day. The books supplied were fun to peruse, and I definitely appreciated the huge supply of coffee. Thanks Erik and Natahna!!

McKinley Place - A Retreat in SE Bend
Excellent haven for two besties on a long weekend! Unit is easy to find and well-maintained - was spotless upon arrival. At time of writing (2025), has new modern plumbing fixtures and appliances. En suite bathrooms for the two bedrooms were the selling point, yet we ended up loving even more features. We were each able to have necessary phone calls in our rooms without disturbing the other's sleep. Kitchen is thoughtfully equipped with impressive variety of items - much more than listed. We enjoyed a self-curated yarn & book crawl, hit a couple local restaurants, and otherwise mostly cooked for ourselves and enjoyed the cozy quiet with the tea kettle always on. Barely communicated with host because our needs were met at every turn. Highly recommend!

Ranch Cottage: Desert, Forest, Horses, Hot Tub
Amazing place outside of Bend! Skip staying in Bend and stay here instead! It's an easy 20 minute drive to basically anywhere in Bend, but here you get amazing views of the mountains and stars while soaking in the hot tub after a long day of outdoor activities. Plus it has a huge bathroom with a great shower! Highly recommend!

Private Garden Studio
Lovely lil space. I love it when a studio has every single thing you need inside. The little library is soooo cuuute. Felt very clean & had nice offerings.

Renovated Condo - Ideal Location
Easy drive to everything there is to do in Bend, responsive host and very clean. Thanks for a great visit!

Modern, pet-friendly, private - EV charger level 2
This was a darling studio and the perfect stop on our roadtrip from Seattle area to San Francisco. Well appointed, comfy bed and thoughtful touches. Our pup especially enjoyed the fenced in private yard. If you have a car with lower clearance I’d suggest parking on the street in front of the main house as it’s easy to bottom out on the driveway entrance. Or just take it at an angle and go slowly. Having the level two EV charger was fantastic amenity—one less stop before hitting the road! Highly recommend this gem.

East Main Downtown Bungalow "C"
This was a great place to land for a couple of days in Ashland. The location was within easy walking distance of OSF, restaurants, shops, and both a Safeway and co-op. I really appreciated the access to shared laundry facilities (including detergent, stain remover, etc). One of the members of our party has a severe gluten allergy and the full kitchen made keeping them fed as simple as zipping to the Safeway down the block and cooking for ourselves. The hosts were responsive and immediately addressed an issue with the dishwasher (a replacement is apparently on the way). Would stay here again. The one downside for me was that the unit is essentially in the middle of the parking lot, with windows on three sides (one side facing the main building, one facing a garage, and one facing an active walkway/driveway).Even though the rental was the whole freestanding apartment, it didn't feel particularly private, especially when neighbors walked by. Perhaps not the spot for a romantic getaway!
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