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Guesthouse holiday rentals in Southern Oregon

Find and book unique guesthouse rentals on Airbnb

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Popular amenities for Southern Oregon guesthouses

Family-Friendly guesthouses

Top Guest favourite
Guesthouse in Eugene
4.95 out of 5 average rating, 857 reviews

Country Art Studio with private outside area

ElissaRating, 5 stars1 week ago
Wonderful spot to stay in the beautiful countryside with great access to the amenities of Eugene! We would definitely recommend.
Top Guest favourite
Guesthouse in Ashland
4.99 out of 5 average rating, 596 reviews

Charming Guest House - One block from Downtown!

MarilynRating, 5 stars1 week ago
Nice roomy place to stay in an extremely convenient location for attending OSF plays. Very short walk to theaters. Hosts were very responsive. King bed in loft was very comfortable. Only caveat is that guests should be comfortable walking down spiral staircase to use bathroom. It was not a problem for us and we’re in our 70’s.
Guest favourite
Guesthouse in Grants Pass
4.94 out of 5 average rating, 453 reviews

Sweet Vintage Cottage steps from Rogue River

JulianRating, 5 stars5 days ago
Very beautiful area. Had lots of fun in the awesome pool. My daughter was amazed at all the wildlife in the area. The room was very charming and had a rustic feel to it, but had all the modern amenities. All in all we had a great time and couldn't ask for a better location or host. Teresa was very friendly and helpful
Guest favourite
Guesthouse in Bend
4.8 out of 5 average rating, 421 reviews

Close to everything! Oasis on edge of west Bend

BethRating, 5 stars2 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 favourite
Guesthouse in Eugene
4.99 out of 5 average rating, 642 reviews

The Jefferson Studio - Bright, Comfy & Conscious

KerryRating, 5 stars1 week ago
This studio apartment is perfect for those How's it going? to Hayward Field which is about 2 miles away. Very clean and all we needed. Easy to check in & out. Excellent communication about exact location and details of entering. Parking is in driveway. Plan on booking again!
Top Guest favourite
Guesthouse in Medford
4.87 out of 5 average rating, 137 reviews

Lotus 2-Peaceful-Well Stocked-W/D-Walk to Park

SarahRating, 5 stars2 weeks ago
Really wonderful studio! I loved having a well stocked full kitchen. Studio was very clean, easy to find, private and quiet. Views are nice and it was such a relaxing space. Tina is a great host. She is friendly and responded promptly to every question I had. Neighborhood is lovely, and there’s a beautiful park about 3 blocks away. Overall such a great stay.
Top Guest favourite
Guesthouse in Central Point
4.94 out of 5 average rating, 796 reviews

BEE WELL Organic Spa Garden Studio w/ Hot Tub

SirimaRating, 5 stars5 days ago
Brienne’s place is very charming. We only stayed there one night so we didn’t get to see her beautiful garden much but we were greeted by one of her dogs. He/she was cute. The place was very clean and stylish. The host was very nice and responsive.
Guest favourite
Guesthouse in Ashland
4.9 out of 5 average rating, 399 reviews

Private Garden Cottage w Sauna in RR District

SuzanneRating, 5 stars6 days ago
Our second time here. Great location. 10-15 min walk to the festival grounds which we liked. Nice amenities were provided again which enhanced the visit. We’ll be back next year!

Guesthouses with a patio

Superhost
Guesthouse in Florence
4.97 out of 5 average rating, 105 reviews

Woahink Lake Studio Retreat - Pirate’s Cove

HeidiRating, 5 stars10 months ago
From the moment you walked in there was a fresh smell of natural cedar from the surroundings. The cottage offered everything promised and even very easy access to the water. Everything was clean and in order. I especially enjoyed the pirate's themed decor as well as the book with local recommendations for activities in the area and restaurants. There was even a map of walks that could be taken directly from the cottage. This location was perfect to access Florence and many of the City of Dunes as well as many beach hikes. I would recommend this unit for 1-2 people... friends who want to hang out together or for a romantic weekend with your partner. I enjoyed my stay immensely and the ease of access to the refrigerator microwave coffee pot and dishware made it a perfect 3-day getaway. I wish I had stayed another week.
Guest favourite
Guesthouse in Jacksonville
4.96 out of 5 average rating, 113 reviews

La Petite Maison + Hot Tub

JackRating, 5 stars1 week ago
Host is very friendly. Stand alone unit is very nice. Hot tub was great. King bed was very comfortable. Sheets were very high quality. Plenty of towels and supplies. I would stay again.
Guest favourite
Guesthouse in Junction City
4.89 out of 5 average rating, 273 reviews

Pool house with hot tub and extras (year round)

JeffRating, 5 stars1 week ago
We’ve stayed here several times now and my family loves it! This place is so much fun!
Guest favourite
Guesthouse in Florence
4.92 out of 5 average rating, 158 reviews

Rhododendron House

KathiRating, 5 stars2 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 favourite
Guesthouse in Eugene
4.98 out of 5 average rating, 419 reviews

Adorable, private studio with hot tub!

KevinRating, 5 stars1 day ago
Great BnB! Easy check in, great hot tub, clean, spacious, provided chips and seltzer water. We would definitely return!
Top Guest favourite
Guesthouse in Ashland
5 out of 5 average rating, 130 reviews

C Street Station Cottage

LioraRating, 5 stars6 days ago
Incredible studio cottage. Felt very spacious for two people. Amazingly comfortable bed. Had everything we needed for a 5 night stay. Beautiful surroundings. Walkable to everything in Ashland. Superb value. Well designed. Really enjoyed the outdoor patio space for coffee and relaxing in the mornings.
Top Guest favourite
Guesthouse in Terrebonne
4.98 out of 5 average rating, 160 reviews

Modern lofted guest house

KaraRating, 5 stars3 weeks ago
Our stay here was perfect! Cozy space and great location. Will definitely book again when back in the area
Top Guest favourite
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.

Guest house rentals with a washing machine and dryer

Guest favourite
Guesthouse in Central Point
4.95 out of 5 average rating, 587 reviews

The Hygge Stay in the Heart of Southern Oregon

CarlosRating, 5 stars3 weeks ago
Nice, quiet neighborhood for a quick stay while traveling to Crater Lake National Park. The place was clean, comfy, and spacious.
Guest favourite
Guesthouse in Bend
4.93 out of 5 average rating, 364 reviews

Suburban Forest guest house with garage

SteveRating, 5 stars2 weeks ago
Greg’s space was perfect for my son and I to stay while visiting Bend. It was very spacious, everything you could need was in the kitchen, washer, and dryer close at hand, comfy beds. Would definitely stay there again!
Top Guest favourite
Guesthouse in Ashland
4.98 out of 5 average rating, 174 reviews

Manzanita Cottage

MiraRating, 5 stars1 day 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 favourite
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 stars5 days 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 favourite
Guesthouse in Brookings
4.97 out of 5 average rating, 184 reviews

Where the Ocean comes to rest....

JohnRating, 5 stars5 days 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!
Guest favourite
Guesthouse in Eugene
4.87 out of 5 average rating, 196 reviews

Serene Modern Studio; Centrally Located in Eugene

NoelleRating, 5 stars4 days ago
Janna was a wonder host from start to finish. Would highly recommend staying here!
Top Guest favourite
Guesthouse in Bend
4.99 out of 5 average rating, 116 reviews

Renovated Condo - Ideal Location

LeslieRating, 5 stars2 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. :)
Guest favourite
Guesthouse in Central Point
4.92 out of 5 average rating, 161 reviews

Hot tub - Modern - Relaxing - Private - Clean

BridgitRating, 5 stars6 days ago
This cute place is private and welcoming! The hot tub is an added plus! So close to Jacksonville, gorgeous area! Highly recommend!

Destinations to explore