Guesthouse vacation rentals in Bend
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Top-rated guesthouse rentals in Bend
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 Bend guesthouse rentals
Family-friendly guest house rentals
Guesthouse in Sisters
4.9 out of 5 average rating, 209 reviewsSisters Casita Cottage
Guesthouse in Bend
4.94 out of 5 average rating, 207 reviewsLarge Craftsman Studio
Guesthouse in Bend
4.98 out of 5 average rating, 256 reviewsCountry Apartment, Tumalo 2BR
Guesthouse in Bend
4.96 out of 5 average rating, 238 reviewsQuiet peacful country living close to everything!
Guesthouse in Bend
4.85 out of 5 average rating, 488 reviewsCozy & Convenient Downtown Cottage
Guesthouse in Bend
4.95 out of 5 average rating, 679 reviewsCozy Bookworm's Retreat in Bend
Guesthouse in Bend
4.96 out of 5 average rating, 57 reviewsBrand new, modern 1 bdrm + loft with open land!
Guest house rentals with a patio
Guesthouse in Terrebonne
4.98 out of 5 average rating, 105 reviewsModern lofted guest house
Guesthouse in La Pine
4.95 out of 5 average rating, 114 reviewsPonderosa Pines Bunkhouse - Dog friendly ADU
Guesthouse in Bend
5.0 out of 5 average rating, 18 reviewsBest of NW Bend! Walk to river. Minutes to lakes.
Guesthouse in Bend
5.0 out of 5 average rating, 30 reviewsNEW Tranquil Retreat On Canal
Guesthouse in Bend
4.96 out of 5 average rating, 55 reviewsCozy Guesthouse with Large Kitchen
Guesthouse in Bend
5.0 out of 5 average rating, 4 reviewsTreetop Retreat on West Side. Walk to town.
Guesthouse in Bend
4.96 out of 5 average rating, 55 reviewsArtisan's Woodsy Studio Cabin
Guesthouse in Redmond
4.91 out of 5 average rating, 23 reviewsWildflower Flat
Guest house rentals with a washer and dryer
Guesthouse in Bend
4.97 out of 5 average rating, 191 reviewsMidtown gem~light+bright~park view~full kitchen
Guesthouse in Redmond
4.98 out of 5 average rating, 195 reviewsModern Downtown Cottage near Outdoor Adventure
Guesthouse in Bend
4.98 out of 5 average rating, 187 reviewsWest Hills Hideaway
Guesthouse in Bend
4.96 out of 5 average rating, 339 reviewsBlueSpruce Guesthouse-Walkable RiverTrail/Downtown
Guesthouse in Bend
4.93 out of 5 average rating, 651 reviewsArtisanal Tiled Custom Built w/Hot tub & Livestock
Guesthouse in Terrebonne
4.84 out of 5 average rating, 186 reviews15 min from SmithRock pets allowed affordable spot
Guesthouse in Bend
4.98 out of 5 average rating, 367 reviewsBend Ranch Guesthouse on 20 acres
Guesthouse in Bend
4.92 out of 5 average rating, 290 reviewsSuburban Forest guest house with garage
Quick stats about guesthouse rentals in Bend
Total rentals
70 properties
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Pet-friendly rentals
20 properties allow pets
Family-friendly rentals
10 properties are a good fit for families
Total number of reviews
10K reviews
Nightly prices starting at
$40 before taxes and fees
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