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
Feb 5 – 12
Guesthouse in Ashland
4.95 out of 5 average rating, 314 reviewsComfortable, Private Guest Lodging
Nov 9 – 16
Guesthouse in Central Point
4.97 out of 5 average rating, 887 reviewsThe West Wing Guest House
Jul 5 – 12
Guesthouse in Bend
4.79 out of 5 average rating, 384 reviewsClose to everything! Oasis on edge of west Bend
Oct 17 – 24
Guesthouse in Ashland
4.9 out of 5 average rating, 340 reviewsPrivate Garden Cottage w Sauna in RR District
Apr 3 – 10
Guesthouse in Eugene
4.95 out of 5 average rating, 776 reviewsCountry cozy cottage with private outside area
Oct 24 – 31
Guesthouse in Bend
4.97 out of 5 average rating, 318 reviewsQuiet 1/1 near river & Old Mill
Jan 5 – 12
Guesthouse in Medford
4.98 out of 5 average rating, 428 reviewsComice Valley Inn (Sanitized Daily)
Oct 29 – Nov 5
Guest house rentals with a patio
Guesthouse in Eugene
4.98 out of 5 average rating, 259 reviewsBrand new, adorable, private studio with hot tub!
Apr 8 – 15
Guesthouse in Ashland
4.94 out of 5 average rating, 123 reviewsModern Airy Retreat - Views, Walk to Everything
Dec 18 – 25
Guesthouse in South Eugene
4.96 out of 5 average rating, 115 reviewsAdorable Garden Studio with Kitchenette
Aug 13 – 20
Guesthouse in Junction City
4.88 out of 5 average rating, 125 reviewsPool house with hot tub and extras (year round)
Sep 20 – 27
Guesthouse in Terrebonne
4.98 out of 5 average rating, 103 reviewsModern lofted guest house
Oct 29 – Nov 5
Guesthouse in Springfield
4.97 out of 5 average rating, 126 reviewsSimple garden guesthouse
May 23 – 30
Guesthouse in Ashland
4.98 out of 5 average rating, 115 reviewsCourtside Cottage - WalkScore 93 - Dog Friendly
Sep 25 – Oct 2
Guesthouse in Eugene
4.95 out of 5 average rating, 161 reviewsAmazing location! 3 blks to Hayward,Artist Studio!
May 26 – 31
Guest house rentals with a washer and dryer
Guesthouse in Eugene
4.98 out of 5 average rating, 195 reviewsNew 1 room 1,100 sq. ft. Guest House with views
Jul 26 – Aug 2
Guesthouse in Medford
4.95 out of 5 average rating, 170 reviewsModern, pet-friendly, private - EV charger level 2
Jan 17 – 24
Guesthouse in Bend
4.97 out of 5 average rating, 576 reviewsLittle Sister
Oct 16 – 23
Guesthouse in Eugene
4.97 out of 5 average rating, 150 reviewsCozy Tiny Cabin near Hiking Trails-10 min to UO
Dec 11 – 18
Guesthouse in Grants Pass
4.98 out of 5 average rating, 206 reviewsSand Creek Cottage
Aug 9 – 16
Guesthouse in South Eugene
4.98 out of 5 average rating, 299 reviewsCozy and Bright Guesthouse near Amazon Park
Jul 16 – 23
Guesthouse in Bend
5.0 out of 5 average rating, 209 reviewsPrivate country escape with mountain views!
Oct 11 – 18
Guesthouse in Bend
4.94 out of 5 average rating, 539 reviewsPrivate apt. nestled in the Ponderosa Pines
Aug 18 – 25
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
- Guesthouse rentals Oregon
- House rentals Oregon
- Guesthouse rentals Eugene
- House rentals Eugene
- House rentals Sunriver
- Rentals with a fireplace Southern Oregon
- Waterfront rentals Southern Oregon
- Rentals with a fire pit Southern Oregon
- House rentals Southern Oregon
- Pet-friendly rentals Southern Oregon
- Fitness-friendly rentals Southern Oregon
- Villa rentals Southern Oregon
- Ski-in/ski-out rentals Southern Oregon
- Loft rentals Southern Oregon
- Tent rentals Southern Oregon
- Private suite rentals Southern Oregon
- Cottage rentals Southern Oregon
- Hotel rentals Southern Oregon
- Rentals with breakfast Southern Oregon
- RV rentals Southern Oregon
- Rentals with a patio Southern Oregon
- Apartment rentals Southern Oregon
- Tiny house rentals Southern Oregon
- Chalet rentals Southern Oregon
- Rentals with lake access Southern Oregon
- Farmstay rentals Southern Oregon
- Rentals with outdoor seating Southern Oregon
- Beachfront rentals Southern Oregon
- Bed and breakfasts Southern Oregon
- Campsite rentals Southern Oregon
- Rentals with an EV charger Southern Oregon
- Cabin rentals Southern Oregon
- Rentals with beach access Southern Oregon
- Wheelchair accessible rentals Southern Oregon
- Family-friendly rentals Southern Oregon
- Smoking-friendly rentals Southern Oregon
- Condo rentals Southern Oregon
- Townhouse rentals Southern Oregon
- Rentals with a hot tub Southern Oregon
- Kid-friendly rentals Southern Oregon
- Monthly Rentals Southern Oregon
- Rentals with a sauna Southern Oregon
- Serviced apartment rentals Southern Oregon
- Rentals with a washer and dryer Southern Oregon
- Rentals with an accessible height toilet Southern Oregon
- Rentals with pools Southern Oregon
- Rentals with a kayak Southern Oregon
- House rentals Medford
- Guesthouse 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