Guesthouse vacation rentals in Southern Oregon

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Southern Oregon guesthouse rentals

Family-friendly guest house rentals

Superhost
Guesthouse in Fort Klamath
4.81 out of 5 average rating, 351 reviews

Wood River Hideaway

MitchellRating, 5 stars2 weeks ago
We had a great time kayaking the river. quiet and peaceful. kitchen was stocked with the basics. Took a minute to figure out how to open the windows. Thanks for having us
Top guest favorite
Guesthouse in Junction City
4.98 out of 5 average rating, 325 reviews

Guest Cottage

JackieRating, 5 stars4 days ago
Steve and Bev’s cottage was the perfect home base for our visit to Eugene. From the moment we arrived, it was clear how much thought, care, and love had gone into creating this special place. The space is warm, inviting, and full of charming, personal touches—fresh herbs for cooking, free-range eggs delivered to the doorstep, and raspberries in the garden that we were welcome to pick. The cottage itself is beautifully designed. We loved the wraparound porch, the super comfy bed with its fluffy duvet, and the convenience of a full-size washer and dryer. The large TV and strong Wi-Fi were much appreciated. The hosts were friendly, fun to talk with and weren't intrusive at all. I'm glad we got to meet them. One of the highlights was strolling the property and visiting the chickens—a real treat for this city girl! It was peaceful, and just what we needed. Thank you, Steve and Bev for creating such a beautiful space. I’m leaving a piece of my heart in your little corner of paradise!
Guest favorite
Guesthouse in Yachats
4.87 out of 5 average rating, 620 reviews

Cozy Coastal Yachats Cabin on 101

KaetlinRating, 5 starstoday
Delightful cabin. It’s behind the main house but very private. Wonderful location for all your coastal stops. You can see the ocean from the front door. We loved it!
Top guest favorite
Guesthouse in Eugene
4.95 out of 5 average rating, 858 reviews

Country Art Studio with private outside area

LeeAnneRating, 5 stars3 days ago
The perfect spot for a quick overnight outside of Eugene. I would have loved to stay longer. The art studio was very cozy and clean and Katy was easy to get a hold of.
Top guest favorite
Guesthouse in Ashland
4.99 out of 5 average rating, 597 reviews

Charming Guest House - One block from Downtown!

MarcRating, 5 stars1 week ago
Great location just a few hundred yards from Ashland Creek and downtown restaurants. House was super well equipped, everything that you could need in the kitchen, bathroom, and house in general. Spiral staircase and uneven walkway could make it difficult for anyone with mobility issues, but for everyone else it's a perfect place to stay in downtown Ashland.
Superhost
Guesthouse in Eugene
4.92 out of 5 average rating, 308 reviews

Lake Dr. Cottage with Lovely Garden and Parking

BenjaminRating, 5 stars2 weeks ago
The backyard is park-like; the host gave helpful instruction; he was quick ro respond; and the place was clean and comfortable. I was apprehensive be ause the place did not have air conditioning, but the place was quite temperate. would stay here again.
Guest favorite
Guesthouse in Bend
4.8 out of 5 average rating, 421 reviews

Close to everything! Oasis on edge of west Bend

BethRating, 5 stars3 weeks ago
This place is amazing. Tranquil. Peaceful. Close to hiking trails and biking trails. Thank you Alyce! Would love to return and thanks again.
Top guest favorite
Guesthouse in Medford
4.95 out of 5 average rating, 184 reviews

Comice Valley Apartment with EV Charger

SalmaRating, 5 stars1 month ago
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

Guest house rentals with a patio

Guest favorite
Guesthouse in Junction City
4.89 out of 5 average rating, 274 reviews

Pool house with hot tub and extras (year round)

Lisa AnnRating, 5 stars2 weeks ago
such an amazing stay! perfect for my boyfriends birthday and the host was very communative, it was a blast and definitely will be back!
Guest favorite
Guesthouse in Florence
4.92 out of 5 average rating, 158 reviews

Rhododendron House

KathiRating, 5 stars6 days ago
This is the 3rd time that we’ve stayed at Rhododendron House … it would be our 4th except we had to cancel last year. The accommodations are beautiful, comfortable and quiet. Ron is the ultimate host … very responsive and thoughtful … leaving bonus treats of chocolates, popcorn and granola bars in addition to the typical niceties such as coffee and water. If available, Rhododendron House will always be our first choice in accommodations on future visits to Florence.
Top guest favorite
Guesthouse in Ashland
5 out of 5 average rating, 131 reviews

C Street Station Cottage

JeanneRating, 5 stars6 days ago
Phillip’s place is so amazing. This place is so perfect for visiting Ashland. We parked once, and walked everywhere. We also brought our bikes, and it was great to park them in the back yard area, and fun to ride on the nearby trails. It was easy to find, and so great to have a parking space in Ashland. The windows and light in here are great. This is just how I hope all my Airbnbs will be - comfortable, beautiful and in a great location.
Top guest favorite
Guesthouse in Terrebonne
4.98 out of 5 average rating, 162 reviews

Modern lofted guest house

JenniferRating, 5 stars3 days ago
We booked this rental so we could be close to some local activities and where our son lives. It was a perfect location for what we needed and a short distance to some local restaurants. The accommodations were very clean, up to date and comfortable. It was easy to feel right at home when we settled in. The hosts were extremely responsive and friendly, which we appreciated! We would definitely stay here again, our experience was very positive.
Top guest favorite
Guesthouse in New Pine Creek
4.95 out of 5 average rating, 102 reviews

Rustic retreat in Oregon's Dark Sky Sanctuary

DavidRating, 5 stars1 week ago
A small but very livable space on a historic property. Nice view out to Goose Lake, or the white church down the way. Kathey was great, responsive, friendly, as were her two dogs. I would not hesitate to return. Highly recommended.
Top guest favorite
Guesthouse in Grants Pass
4.98 out of 5 average rating, 133 reviews

Tranquil Studio Near Scenic Redwood Highway

RebeccaRating, 5 stars1 week ago
Beautiful airbnb! Felt like a small apartment, had everything we’d need. There was a balcony, pond, and garden, as well as two cats. Definitely worth what we paid, would definitely come back. Cynthia was super communicative and friendly!
Guest favorite
Guesthouse in Eugene
4.96 out of 5 average rating, 101 reviews

Gàrradh Hideaway w/Saltwater HotTub (Tiny House)

PaulRating, 5 stars1 month ago
A lovely oasis. Stay here to relax, recharge, and enjoy your quiet privacy. Heather and Brian are great hosts. Would definitely stay again
Top guest favorite
Guesthouse in Eugene
4.95 out of 5 average rating, 186 reviews

Adorable Garden Studio with Kitchenette

KimRating, 5 stars5 days ago
Truly enjoyed our stay in Eugene! This guesthouse was super cozy and would definitely return should we visit the Eugene area again.

Guest house rentals with a washer and dryer

Guest favorite
Guesthouse in Bend
4.93 out of 5 average rating, 367 reviews

Suburban Forest guest house with garage

AndrezaRating, 5 stars2 weeks ago
We had a great stay! Our family of 5 really enjoyed this cozy home that felt like such a gift after a long day of travel. The kids loved the games & books. We also appreciated that they a pack and play for our baby girl. Overall a wonderful stay and we would definitely stay here again.
Top guest favorite
Guesthouse in Ashland
4.98 out of 5 average rating, 175 reviews

Manzanita Cottage

MiraRating, 5 stars5 days ago
We had a wonderful stay at Mira’s place. Beautiful neighborhood and perfect location. Short walk to the Main Street shops, restaurants, and Shakespeare Festival theaters. House was charming, clean, and very comfortable. Highly recommended!
Top guest favorite
Guesthouse in Redmond
4.98 out of 5 average rating, 256 reviews

Modern Downtown Cottage near Outdoor Adventure

KellieRating, 5 stars1 week ago
The perfect cottage and the perfect location! Clean and cozy!!!
Top guest favorite
Guesthouse in Bend
4.97 out of 5 average rating, 263 reviews

Midtown gem I Cozy Fire I Full kitchen I Park View

PamelaRating, 5 stars1 week ago
This was our 4th stay at Aaron & Emily’s & it has always been pristine. The park across the street is a lovely view for coffee on the balcony in the mornings. For us it is an easy walk to our son’s home when we visit them in Bend.
Top guest favorite
Guesthouse in Eugene
4.98 out of 5 average rating, 386 reviews

Private Garden Studio

JodiRating, 5 stars1 day ago
Jim and Laurel’s place was perfect for our visit. Their place is cute, clean, comfortable and a great location. Jim was so responsive and always helpful with recommendations. We arrived on a day that was rainy and cold and it was such a relief to be able to check in early. The place is private and I loved the beautiful gardens that surrounded the property. I would definitely stay here again.
Top guest favorite
Guesthouse in Eugene
4.99 out of 5 average rating, 304 reviews

Rhododendron Retreat

CatRating, 5 stars1 month ago
We stayed here for a week. It’s a lovely, quiet, comfortable and private space. We felt right at home as soon as we arrived! Tom had provided everything we needed for a longer stay and it was very clean. Seeing the hummingbirds feed every day at the window was magical ✨
Top guest favorite
Guesthouse in Brookings
4.97 out of 5 average rating, 184 reviews

Where the Ocean comes to rest....

JohnRating, 5 stars1 week ago
The Pilot House was perfect for our 3 night stay. Debra greeted us upon our arrival and walked us through the logistics and accessing the amazing ocean view deck. A beautiful view of the ocean with plenty of seating options and 2 fire pits to choose from. The room and kitchen had everything we needed for our stay. The BBQ was ready to go and worked great. Such a quiet and peaceful location yet close to everything Brookings has to offer. We highly recommend the Pilot House for any stay in Brookings or the Southern Oregon coast. Thank you Debra & Scott for being such gracious hosts!
Top guest favorite
Guesthouse in Bend
4.99 out of 5 average rating, 117 reviews

Renovated Condo - Ideal Location

LeslieRating, 5 stars6 days ago
I just completed my third stay at Ben’s and Heidi’s guesthouse. Their neighborhood is close to grocery stores, entertainment, and highways. Ben and his family are wonderful people, and I am grateful for meeting them. The washer and dryer always cleans my clothes so well. I’m planning on reserving my next stay for next summer already. :)

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