Guesthouse vacation rentals in Southern Oregon
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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 2 – 9
Guesthouse in Ashland
4.95 out of 5 average rating, 314 reviewsComfortable, Private Guest Lodging
Aug 19 – 26
Guesthouse in Ashland
4.98 out of 5 average rating, 512 reviewsCharming Guest House - One block from Downtown!
Dec 2 – 9
Guesthouse in Central Point
4.97 out of 5 average rating, 887 reviewsThe West Wing Guest House
Jul 11 – 18
Guesthouse in Ashland
4.9 out of 5 average rating, 340 reviewsPrivate Garden Cottage w Sauna in RR District
Feb 1 – 8
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 Eugene
4.95 out of 5 average rating, 776 reviewsCountry cozy cottage with private outside area
Aug 30 – Sep 6
Guesthouse in Bend
4.98 out of 5 average rating, 502 reviewsLive the Pastoral Idyll in a Warm and Inviting Guesthouse
Feb 15 – 22
Guest house rentals with a patio
Guesthouse in Eugene
4.98 out of 5 average rating, 258 reviewsBrand new, adorable, private studio with hot tub!
Jan 5 – 12
Guesthouse in Ashland
4.94 out of 5 average rating, 123 reviewsModern Airy Retreat - Views, Walk to Everything
Jan 21 – 28
Guesthouse in Eugene
4.96 out of 5 average rating, 115 reviewsAdorable Garden Studio with Kitchenette
Dec 26 – Jan 2
Guesthouse in Junction City
4.88 out of 5 average rating, 124 reviewsPool house with hot tub and extras (year round)
Sep 20 – 27
Guesthouse in Springfield
4.97 out of 5 average rating, 126 reviewsSimple garden guesthouse
Jul 1 – 8
Guesthouse in Terrebonne
4.98 out of 5 average rating, 103 reviewsModern lofted guest house
Dec 18 – 25
Guesthouse in Ashland
4.98 out of 5 average rating, 114 reviewsCourtside Cottage - WalkScore 93 - Dog Friendly
Sep 25 – Oct 2
Guesthouse in Eugene
4.89 out of 5 average rating, 100 reviewsThe Tea House
Oct 18 – 25
Guest house rentals with a washer and dryer
Guesthouse in Eugene
4.97 out of 5 average rating, 150 reviewsCozy Tiny Cabin near Hiking Trails-10 min to UO
Dec 7 – 14
Guesthouse in Bend
4.97 out of 5 average rating, 576 reviewsLittle Sister
Oct 16 – 23
Guesthouse in Grants Pass
4.98 out of 5 average rating, 206 reviewsSand Creek Cottage
Jun 5 – 12
Guesthouse in Bend
4.98 out of 5 average rating, 225 reviewsRanch Cottage: Desert, Forest, Horses, Hot Tub
Aug 22 – 29
Guesthouse in Central Point
4.96 out of 5 average rating, 506 reviewsHygge Stay. Pet friendly* private and cozy.
Sep 3 – 10
Guesthouse in Eugene
4.98 out of 5 average rating, 299 reviewsCozy and Bright Guesthouse near Amazon Park
Jul 16 – 23
Guesthouse in Bend
4.94 out of 5 average rating, 539 reviewsPrivate apt. nestled in the Ponderosa Pines
Jun 25 – Jul 2
Guesthouse in Junction City
4.97 out of 5 average rating, 263 reviewsGuest Cottage
Jun 30 – Jul 7
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
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