Guesthouse holiday rentals in Oregon
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Top-rated Guesthouses in Oregon
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for Oregon guesthouses
Family-Friendly guesthouses
Guesthouse in Portland
4.97 out of 5 average rating, 538 reviewsThe Westmoreland Lighthouse - Private studio in SE
25 Sept – 2 Oct
Guesthouse in Lostine
4.97 out of 5 average rating, 200 reviewsBarn Studio with King Bed & No Extra Fees!
11 – 18 Nov
Guesthouse in Bend
4.79 out of 5 average rating, 384 reviewsClose to everything! Oasis on edge of west Bend
1 – 8 Oct
Guesthouse in McMinnville
4.92 out of 5 average rating, 522 reviewsAugust Moon Carriage House
28 Dec – 4 Jan
Guesthouse in Lostine
4.97 out of 5 average rating, 266 reviewsLittle Nell Ranch of Lostine
28 Dec – 4 Jan
Guesthouse in Central Point
4.97 out of 5 average rating, 887 reviewsThe West Wing Guest House
15 – 22 July
Guesthouse in Portland
4.96 out of 5 average rating, 565 reviewsLittle House near Alberta Arts
16 – 23 Dec
Guesthouse in Central Point
4.94 out of 5 average rating, 708 reviewsBEE WELL Organic Spa Garden Studio
10 – 17 Aug
Guesthouses with a patio
Guesthouse in Junction City
4.88 out of 5 average rating, 123 reviewsPool house with hot tub and extras (year round)
18 – 25 Sept
Guesthouse in Portland
4.97 out of 5 average rating, 124 reviewsThe Perch PDX - Modern Studio on Division
31 Aug – 7 Sept
Guesthouse in Portland
4.98 out of 5 average rating, 111 reviewsSpacious, bright garden studio on Peninsula Park
26 Sept – 3 Oct
Guesthouse in Portland
5.0 out of 5 average rating, 153 reviewsFinch Studio Cottage in Montavilla
20 – 27 Aug
Guesthouse in Adrian
4.98 out of 5 average rating, 100 reviewsGuest house on the banks of the Snake River
13 – 20 July
Guesthouse in Sherwood
4.98 out of 5 average rating, 100 reviewsCozy Willamette Valley Cabin With Modern Comforts
20 – 27 Aug
Guesthouse in Terrebonne
4.98 out of 5 average rating, 102 reviewsModern lofted guest house
15 – 22 Apr
Guesthouse in Eugene
4.98 out of 5 average rating, 257 reviewsBrand new, adorable, private studio with hot tub!
4 – 11 Nov
Guest house rentals with a washing machine and dryer
Guesthouse in Lincoln City
4.91 out of 5 average rating, 359 reviewsMisty Meadows Retreat
6 – 13 Apr
Guesthouse in Bend
4.97 out of 5 average rating, 576 reviewsLittle Sister
12 – 19 Oct
Guesthouse in Portland
4.98 out of 5 average rating, 807 reviewsCozy Portland Studio Apartment
26 Feb – 5 Mar
Guesthouse in Mitchell
4.94 out of 5 average rating, 333 reviewsPainted Hills at Thompson Creek House, Mitchell Or
28 Aug – 4 Sept
Guesthouse in Portland
5.0 out of 5 average rating, 253 reviewsColorful, spacious, light-filled guesthouse on MAX
16 – 23 Sept
Guesthouse in Portland
4.94 out of 5 average rating, 198 reviewsSweet SE Studio Cottage
5 – 12 Nov
Guesthouse in North Bend
4.91 out of 5 average rating, 340 reviewsGlasgow Guest House
12 – 19 Dec
Guesthouse in Roseburg
4.99 out of 5 average rating, 205 reviewsBlissful Guesthouse Outdoor living rm/sun loungers
5 – 12 Dec
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