Guest house holiday rentals in Deschutes County
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Top-rated guest house rentals in Deschutes County
Guests agree: these guest house rentals are highly rated for location, cleanliness and more.
Holiday rentals for every style
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Popular amenities for guest house rentals in Deschutes County
Family-friendly guest house rentals
Guest house in Sisters
4.9 out of 5 average rating, 208 reviewsSisters Casita Cottage
15–22 May
Guest house in Bend
4.8 out of 5 average rating, 274 reviewsThe Bivouac of Bend
16–23 May
Guest house in Bend
4.79 out of 5 average rating, 384 reviewsClose to everything! Oasis on edge of west Bend
29 Sep – 6 Oct
Guest house in Bend
4.94 out of 5 average rating, 207 reviewsLarge Craftsman Studio
1–8 Oct
Guest house in Bend
4.97 out of 5 average rating, 318 reviewsQuiet 1/1 near river & Old Mill
5–12 Apr
Guest house in Bend
4.95 out of 5 average rating, 675 reviewsCozy Bookworm's Retreat in Bend
18–25 Mar
Guest house in Bend
4.85 out of 5 average rating, 484 reviewsCozy & Convenient Downtown Cottage
14–21 Dec
Guest house in Bend
4.96 out of 5 average rating, 55 reviewsBrand new, modern 1 bdrm + loft with open land!
3–10 Jun
Guest house rentals with a patio
Guest house in Bend
5.0 out of 5 average rating, 23 reviewsNEW Tranquil Retreat On Canal
22–29 Oct
Guest house in Terrebonne
5.0 out of 5 average rating, 14 reviewsRusty Ranch Inn
15–22 Mar
Guest house in Bend
4.96 out of 5 average rating, 54 reviewsCozy Guesthouse with Large Kitchen
21–28 Aug
Guest house in Bend
4.96 out of 5 average rating, 52 reviewsArtisan's Woodsy Studio Cabin
21–28 Sep
Guest house in Sisters
4.71 out of 5 average rating, 168 reviewsDowntown Sisters Suite - Hot Tub - Dog Friendly
31 Oct – 7 Nov
Guest house in Bend
5.0 out of 5 average rating, 15 reviewsBest area of Bend. Walk to river! Close to lakes.
13–20 Sep
Guest house in Redmond
4.9 out of 5 average rating, 20 reviewsWildflower Flat
7–14 Aug
Guest house in Bend
4.97 out of 5 average rating, 90 reviewsAdorable 1-bedroom 1930s farmhouse.
9–16 Jun
Guest house rentals with a washing machine and dryer
Guest house in Terrebonne
4.9 out of 5 average rating, 250 reviewsCompound Coziness...Terrebonne Guesthouse
17–24 Oct
Guest house in Redmond
4.98 out of 5 average rating, 192 reviewsModern Downtown Cottage near Outdoor Adventure
26 Aug – 2 Sep
Guest house in Redmond
4.84 out of 5 average rating, 229 reviewsThe Downtown Guesthouse
25 Sep – 2 Oct
Guest house in Bend
4.98 out of 5 average rating, 224 reviewsRanch Cottage: Desert, Forest, Horses, Hot Tub
18–25 Aug
Guest house in Bend
4.96 out of 5 average rating, 336 reviewsBlueSpruce Guesthouse-Walkable RiverTrail/Downtown
6–13 Sep
Guest house in Bend
4.98 out of 5 average rating, 360 reviewsBend Ranch Guesthouse on 20 acres
18–25 Sep
Guest house in Bend
4.94 out of 5 average rating, 156 reviewsPrivate Standalone, Hot Tub, Contemporary Chic
14–21 Jan
Guest house in Bend
4.98 out of 5 average rating, 185 reviewsWest Hills Hideaway
12–19 Oct
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