Guesthouse holiday rentals in Southern Oregon
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Top-rated Guesthouses in Southern Oregon
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Southern Oregon guesthouses
Family-Friendly guesthouses
Guesthouse in Fort Klamath
4.8 out of 5 average rating, 325 reviewsWood River Hideaway
Guesthouse in Ashland
4.94 out of 5 average rating, 319 reviewsComfortable, Private Guest Lodging
Guesthouse in Ashland
4.98 out of 5 average rating, 517 reviewsCharming Guest House - One block from Downtown!
Guesthouse in Bend
4.8 out of 5 average rating, 388 reviewsClose to everything! Oasis on edge of west Bend
Guesthouse in Central Point
4.97 out of 5 average rating, 892 reviewsThe West Wing Guest House
Guesthouse in Ashland
4.9 out of 5 average rating, 345 reviewsPrivate Garden Cottage w Sauna in RR District
Guesthouse in Eugene
4.96 out of 5 average rating, 778 reviewsCountry cozy cottage with private outside area
Guesthouse in Ashland
4.87 out of 5 average rating, 129 reviewsABBOTT'S COTTAGES- Egret
Guesthouses with a patio
Guesthouse in La Pine
4.95 out of 5 average rating, 115 reviewsPonderosa Pines Bunkhouse - Dog friendly ADU
Guesthouse in Eugene
4.98 out of 5 average rating, 272 reviewsBrand new, adorable, private studio with hot tub!
Guesthouse in Florence
4.91 out of 5 average rating, 106 reviewsRhododendron House
Guesthouse in Eugene
4.96 out of 5 average rating, 119 reviewsAdorable Garden Studio with Kitchenette
Guesthouse in Terrebonne
4.98 out of 5 average rating, 106 reviewsModern lofted guest house
Guesthouse in Junction City
4.88 out of 5 average rating, 137 reviewsPool house with hot tub and extras (year round)
Guesthouse in Florence
4.99 out of 5 average rating, 109 reviewsPetite Suite Near Bay Street
Guesthouse in Ashland
4.94 out of 5 average rating, 126 reviewsModern Airy Retreat - Views, Walk to Everything
Guest house rentals with a washing machine and dryer
Guesthouse in Medford
4.95 out of 5 average rating, 187 reviewsModern, pet-friendly, private - EV charger level 2
Guesthouse in Bend
4.96 out of 5 average rating, 584 reviewsLittle Sister
Guesthouse in Bend
4.94 out of 5 average rating, 543 reviewsPrivate apt. nestled in the Ponderosa Pines
Guesthouse in Eugene
4.99 out of 5 average rating, 208 reviewsNew 1 room 1,100 sq. ft. Guest House with views
Guesthouse in Roseburg
4.95 out of 5 average rating, 144 reviewsBrandy Farms Country Cottage
Guesthouse in Medford
4.97 out of 5 average rating, 134 reviewsThe Loft at Highcrest
Guesthouse in Central Point
4.92 out of 5 average rating, 134 reviewsHot tub - Modern - Relaxing - Private - Clean
Guesthouse in Grants Pass
4.98 out of 5 average rating, 207 reviewsSand Creek Cottage
Destinations to explore
- Eugene Accommodation & holiday rentals
- Sunriver Accommodation & holiday rentals
- Medford Accommodation & holiday rentals
- Crater Lake Holiday rentals
- Ashland Accommodation & holiday rentals
- Lake of the Woods Holiday rentals
- Coos Bay Accommodation & holiday rentals
- Grants Pass Accommodation & holiday rentals
- Klamath Falls Accommodation & holiday rentals
- Roseburg Holiday rentals
- Weed Holiday rentals
- Portland Accommodation & holiday rentals
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