Guest house holiday rentals in Southern Oregon
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Top-rated guest house rentals in Southern Oregon
Guests agree: these guest house rentals 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 guest house rentals in Southern Oregon
Family-friendly guest house rentals
Guest house in Ashland
4.95 out of 5 average rating, 314 reviewsComfortable, Private Guest Lodging
28 Apr – 5 May
Guest house in Fort Klamath
4.8 out of 5 average rating, 325 reviewsWood River Hideaway
1–8 Feb
Guest house in Ashland
4.98 out of 5 average rating, 512 reviewsCharming Guest House - One block from Downtown!
18–25 Jan
Guest house in Central Point
4.97 out of 5 average rating, 887 reviewsThe West Wing Guest House
5–12 Jul
Guest house in Ashland
4.9 out of 5 average rating, 340 reviewsPrivate Garden Cottage w Sauna in RR District
1–8 Nov
Guest house in Bend
4.79 out of 5 average rating, 384 reviewsClose to everything! Oasis on edge of west Bend
4–11 Oct
Guest house in Eugene
4.95 out of 5 average rating, 776 reviewsCountry cozy cottage with private outside area
26 Aug – 2 Sept
Guest house in Bend
4.94 out of 5 average rating, 290 reviewsCabin on quiet 3 acres 10 min to downtown Bend.
13–20 Sept
Guest house rentals with a patio
Guest house in Eugene
4.98 out of 5 average rating, 258 reviewsBrand new, adorable, private studio with hot tub!
21–28 Nov
Guest house in South Eugene
4.96 out of 5 average rating, 115 reviewsAdorable Garden Studio with Kitchenette
20–27 Aug
Guest house in Junction City
4.88 out of 5 average rating, 124 reviewsPool house with hot tub and extras (year round)
20–27 Sept
Guest house in Springfield
4.97 out of 5 average rating, 126 reviewsSimple garden guesthouse
9–16 Jul
Guest house in Terrebonne
4.98 out of 5 average rating, 103 reviewsModern lofted guest house
13–20 Apr
Guest house in Ashland
4.94 out of 5 average rating, 123 reviewsModern Airy Retreat - Views, Walk to Everything
29 May – 5 Jun
Guest house in Ashland
4.98 out of 5 average rating, 114 reviewsCourtside Cottage - WalkScore 93 - Dog Friendly
25 Sept – 2 Oct
Guest house in Eugene
4.95 out of 5 average rating, 161 reviewsAmazing location! 3 blks to Hayward,Artist Studio!
26–31 May
Guest house rentals with a washing machine and dryer
Guest house in Eugene
4.98 out of 5 average rating, 194 reviewsNew 1 room 1,100 sq. ft. Guest House with views
20–27 Aug
Guest house in Medford
4.95 out of 5 average rating, 170 reviewsModern, pet-friendly, private - EV charger level 2
26 Oct – 2 Nov
Guest house in Grants Pass
4.98 out of 5 average rating, 205 reviewsSand Creek Cottage
17–24 Aug
Guest house in Bend
4.94 out of 5 average rating, 539 reviewsPrivate apt. nestled in the Ponderosa Pines
4–11 Oct
Guest house in Central Point
4.96 out of 5 average rating, 506 reviewsHygge Stay. Pet friendly* private and cozy.
3–10 Sept
Guest house in Central Point
4.92 out of 5 average rating, 130 reviewsHot tub - Modern - Relaxing - Private - Clean
6–13 Nov
Guest house in Medford
4.96 out of 5 average rating, 289 reviewsCabo Cottage, private guest house.
22–29 Sept
Guest house in South Eugene
4.98 out of 5 average rating, 299 reviewsCozy and Bright Guesthouse near Amazon Park
16–23 Jul
Destinations to explore
- Eugene Holiday rentals
- Sunriver Holiday rentals
- Medford Holiday rentals
- Crater Lake Holiday rentals
- Ashland Holiday rentals
- Lake of the Woods Holiday rentals
- Coos Bay Holiday rentals
- Grants Pass Holiday rentals
- Klamath Falls Holiday rentals
- Roseburg Holiday rentals
- Weed Holiday rentals
- Portland Holiday rentals
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