Guesthouse vacation rentals in Southern Oregon
Find and book unique guesthouse rentals on Airbnb
Top-rated guesthouse rentals in Southern Oregon
Guests agree: these guesthouse rentals 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 guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Fort Klamath
4.8 out of 5 average rating, 325 reviewsWood River Hideaway
Guesthouse in Ashland
4.9 out of 5 average rating, 343 reviewsPrivate Garden Cottage w Sauna in RR District
Guesthouse in Ashland
4.98 out of 5 average rating, 514 reviewsCharming Guest House - One block from Downtown!
Guesthouse in Central Point
4.94 out of 5 average rating, 710 reviewsBEE WELL Organic Spa Garden Studio
Guesthouse in Ashland
4.94 out of 5 average rating, 318 reviewsComfortable, Private Guest Lodging
Guesthouse in Bend
4.8 out of 5 average rating, 386 reviewsClose to everything! Oasis on edge of west Bend
Guesthouse in Eugene
4.96 out of 5 average rating, 778 reviewsCountry cozy cottage with private outside area
Guesthouse in Bend
4.95 out of 5 average rating, 292 reviewsCabin on quiet 3 acres 10 min to downtown Bend.
Guest house rentals with a patio
Guesthouse in La Pine
4.95 out of 5 average rating, 112 reviewsPonderosa Pines Bunkhouse - Dog friendly ADU
Guesthouse in Eugene
4.98 out of 5 average rating, 267 reviewsBrand new, adorable, private studio with hot tub!
Guesthouse in Eugene
4.96 out of 5 average rating, 118 reviewsAdorable Garden Studio with Kitchenette
Guesthouse in Corvallis
4.99 out of 5 average rating, 168 reviewsPrivate 2 B/R w/parking 2.5 blocks to OSU.
Guesthouse in Ashland
4.94 out of 5 average rating, 124 reviewsModern Airy Retreat - Views, Walk to Everything
Guesthouse in Springfield
4.96 out of 5 average rating, 131 reviewsSimple garden guesthouse
Guesthouse in Junction City
4.88 out of 5 average rating, 131 reviewsPool house with hot tub and extras (year round)
Guesthouse in Florence
4.9 out of 5 average rating, 101 reviewsRhododendron House
Guest house rentals with a washer and dryer
Guesthouse in Medford
4.97 out of 5 average rating, 131 reviewsThe Loft at Highcrest
Guesthouse in Bend
4.96 out of 5 average rating, 581 reviewsLittle Sister
Guesthouse in Grants Pass
4.98 out of 5 average rating, 206 reviewsSand Creek Cottage
Guesthouse in Ashland
4.97 out of 5 average rating, 183 reviewsWood Hamlet - Picasso Cottage by Downtown, kitchen
Guesthouse in Mitchell
4.94 out of 5 average rating, 339 reviewsPainted Hills at Thompson Creek House, Mitchell Or
Guesthouse in Roseburg
4.95 out of 5 average rating, 144 reviewsBrandy Farms Country Cottage
Guesthouse in Albany
4.99 out of 5 average rating, 154 reviewsStay at the Riverside Guesthouse
Guesthouse in Bend
4.94 out of 5 average rating, 540 reviewsPrivate apt. nestled in the Ponderosa Pines
Destinations to explore
- Eugene Vacation rentals
- Sunriver Vacation rentals
- Medford Vacation rentals
- Crater Lake Vacation rentals
- Ashland Vacation rentals
- Lake of the Woods Vacation rentals
- Coos Bay Vacation rentals
- Grants Pass Vacation rentals
- Klamath Falls Vacation rentals
- Roseburg Vacation rentals
- Weed Vacation rentals
- Portland Vacation rentals
- House rentals United States
- Guesthouse rentals United States
- House rentals Oregon
- Guesthouse rentals Oregon
- House rentals Eugene
- Guesthouse rentals Eugene
- House rentals Sunriver
- Family-friendly rentals Southern Oregon
- Cottage rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Rentals with pools Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with a kayak Southern Oregon
- Townhouse rentals Southern Oregon
- Tent rentals Southern Oregon
- Hotel rentals Southern Oregon
- Serviced apartment rentals Southern Oregon
- Campsite rentals Southern Oregon
- Waterfront rentals Southern Oregon
- Rentals with beach access Southern Oregon
- Pet-friendly rentals Southern Oregon
- RV rentals Southern Oregon
- Rentals with an accessible height toilet Southern Oregon
- Rentals with an EV charger Southern Oregon
- Apartment rentals Southern Oregon
- Farmstay rentals Southern Oregon
- Beachfront rentals Southern Oregon
- Wheelchair accessible rentals Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Condo rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Loft rentals Southern Oregon
- Rentals with lake access Southern Oregon
- Rentals with a fire pit Southern Oregon
- House rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- Rentals with a patio Southern Oregon
- Bed and breakfasts Southern Oregon
- Monthly Rentals Southern Oregon
- Private suite rentals Southern Oregon
- Chalet rentals Southern Oregon
- Tiny house rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Rentals with a washer and dryer Southern Oregon
- Rentals with a fireplace Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Kid-friendly rentals Southern Oregon
- Villa rentals Southern Oregon
- Guesthouse rentals Medford
- House rentals Medford
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes