Guesthouse vacation rentals in Southern Oregon

The location was excellent for us, so close to Crater Lake National Park's south entrance. It's also an amazing place for stargazing--just step outside the door! The cabin has lots of character and is thoughtfully equipped. Our stay was so quiet and peaceful. We appreciated the flannel sheets and plentiful blankets. Tracy is very responsive and her instructions were so helpful and clear!

What a peaceful space close to town and other locations. I really appreciated the cleanliness and homey feel. Dart board, pool table, and horseshoe pit was a mega plus. Will def stay here again next time I adventure in the Bend area. Thanks Cory for hosting!!

We had such a peaceful stay! Almost wish we could’ve stayed longer 😅 The studio was so spacious and perfect for us and the fur babies. Loved all the extra touches / accommodations provided for our dogs. 11/10 would highly recommend! 👏🏽 We hope to be back in the future ☺️

This was my second time staying with Becky and Scott and it was just as wonderful as the first time, if not even more! Not only are they some of the most kind and responsive hosts you could ever hope for, but their place feels like home and has all the things you need for a comfortable short stay. Can’t wait to come back!

Cute little place with three beds. If you don't like bugs this is not the place for you, the place is attached to a garage and is out near the woods, bugs are expected. Be sure to bring your own coffee creamer (they supplied the k-cups). Bea was friendly and very accommodating.

This place is amazing. Tranquil. Peaceful. Close to hiking trails and biking trails. Thank you Alyce! Would love to return and thanks again.

The neighborhood was awesome! There was food just around the corner within walking distance. The yard was beautiful, they were planting fresh flowers. The shower was separate than the bathroom which was convenient so that the bathroom can still be used while the shower is in use. We enjoyed staying here and would do it again. Thanks for a nice weekend!

Had a great stay here! Jim was a very welcoming host who accommodated a last minute stay. The place was very comfortable, and Jim gave very clear instructions that I appreciated

We had a great time! We rented this for my daughter's 14th birthday and she loved it. The kids enjoyed jumping off the driving board and loved the slide!

Beautiful and cozy place with plenty of space. Super clean, well stocked, and the hot tub was a great bonus. Had everything I needed. Highly recommend!

This studio is beautifully designed for a short get-away. It is a lovely space that is perfect for two people. Within easy walking distance of Ashland's great restaurants and, of course, the theaters, we never had to use our car. Plus, Philip was always available if we needed recommendations.

Our stay here was perfect! Cozy space and great location. Will definitely book again when back in the area

This property was lovely. It was very peaceful and we enjoyed sitting on the deck and watching the view, birds and sunset. After dark, we sat outside and watched the stars. Bed was very comfortable and the place was cozy!

The Airbnb was spotless and very comfortable. Our family of three, along with our two pets, had a great stay. It was the perfect stop on our way to Crater Lake. The location was also super convenient—just a short walk to downtown Ashland. Highly recommend!

We loved Chelsea's place. It was a perfect landing spot for us while visiting family. Her place is so cute, quiet and comfortable. We definitely recommend staying there and will return. Thank you Chelsea!

A cozy, clean, private and peaceful space with a super comfortable bed! Molly is kind and accommodating, and I especially appreciate that the studio is pet friendly and not crazy expensive as so many are.

Bryanna's place is spotless, very beautifully decorated and spacious. There were all the amenities that are shown in the photos. She was friendly, flexible, and responsive about checkin. Very minor, but the bed pillows were extremely flat and the twin beds not the most comfortable. All in all a great stay, if a bit pricey for the area.

Greg and Karen's place was just right for our needs. The beds were comfortable, the rooms were attractively furnished. The kitchen was well equipped and we especially enjoyed Karen's paintings that added color and personality to each room.

The previous reviews really said it all! Lovely place-clean-quiet-walkable to all that Ashland downtown and railroad district has to offer. I’ve been visiting Ashland for over 25 years and have, at one point or another, stayed in almost every hotel and several air bnb’s in town. This is by far the best!

I'm local but needed a place for a girl's weekend with out f town guests. Last minute I looked online and found Shelly's place "rare find" because this gem is normally rented. The place is adorable and roomy, for some reason I thought it was a one bedroom with a couch-bed. We were so surprised to find two bedrooms! Everything is spotless and designed beautifully! We will definitely be back for our next girl's getaway. In addition to loving Shelly's aesthetic - she is a fabulous host who responds so quickly. She even went out of her way to bring me something that I didn't even realize I had forgotten - she brought it to me!! Looking forward to our next stay.

Debra’s place was perfect for our final day on the Oregon Coast. She is a friendly and super responsive host and the place is better than all the pictures. Backyard views are impressive and there’s cozy seating and a fire pit. The place is walkable to many restaurants, Chetco Point Park (checkout sunset there), and hikes along the Chetco River. The room is a large suite with either 1 king bed or two detached twin beds - be sure to specify your preference. I would most certainly return. Debra and her property are lovely. 10/10!

Great place to stay! We were just in town for a concert, and this cozy spot was just what we needed! Ben was an amazing host as well. I would come back!

9.5/10. Great location, next to hike and community center fitness center. For some sensitive people car sound might impact on one of bedroom.

Fantastic experience and my family really enjoyed the dogs (Hi Willow!), goats and chickens. Orion was friendly and welcoming, giving us fresh chicken eggs. Had a lovely walk around the property at sunset with views of the mountains. Wish we had more time to spend there!! Will be back!!