Guesthouse vacation rentals in Bend
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Top-rated guesthouses in Bend
Guests agree: these guesthouses 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 guesthouses
Family-friendly guesthouses
Guesthouse in Sisters
Sisters Casita Cottage
Guesthouse in Bend
Large Craftsman Studio
Guesthouse in Bend
Quiet peacful country living close to everything!
Guesthouse in Bend
Cozy Bookworm's Retreat in Bend
Guesthouse in Bend
Quiet 1/1 near river & Old Mill
Guesthouse in Bend
Cozy & Convenient Downtown Cottage
Guesthouses with a patio
Guesthouse in Terrebonne
Modern lofted guest house
Guesthouse in La Pine
Ponderosa Pines Bunkhouse - Dog friendly ADU
Guesthouse in Bend
Best of NW Bend! Walk to river. Minutes to lakes.
Guesthouse in Bend
Cozy Guesthouse with Large Kitchen
Guesthouse in Bend
Treetop Retreat on West Side. Walk to town.
Guesthouse in Bend
Artisan's Woodsy Studio Cabin
Guesthouse in Bend
NEW Tranquil Retreat On Canal
Guesthouse in Redmond
Wildflower Flat
Guesthouse rentals with a washer and dryer
Guesthouse in Bend
Harvey House- Newly built w/ hot tub and backyard
Guesthouse in Bend
Ranch Cottage: Desert, Forest, Horses, Hot Tub
Guesthouse in Bend
BlueSpruce Guesthouse-Walkable RiverTrail/Downtown
Guesthouse in Bend
Artisanal Tiled Custom Built w/Hot tub & Livestock
Guesthouse in Bend
Bend Ranch Guesthouse on 20 acres
Guesthouse in Bend
Suburban Forest guest house with garage
Guesthouse in Bend
Midtown gem~light+bright~park view~full kitchen
Guesthouse in Terrebonne
Compound Coziness...Terrebonne Guesthouse
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
$55 CAD before taxes and fees
Destinations to explore
- Eugene Vacation rentals
- Sunriver Vacation rentals
- Crater Lake Vacation rentals
- Government Camp Vacation rentals
- Redmond Vacation rentals
- Sisters Vacation rentals
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