Guesthouse vacation rentals in Bend
Find and book unique guesthouse rentals on Airbnb
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
4.96 out of 5 average rating, 238 reviewsQuiet peacful country living close to everything!
Guesthouse in Bend
4.98 out of 5 average rating, 257 reviewsCountry Apartment, Tumalo 2BR
Guesthouse in Bend
4.97 out of 5 average rating, 323 reviewsQuiet 1/1 near river & Old Mill
Guesthouse in Bend
4.85 out of 5 average rating, 489 reviewsCozy & Convenient Downtown Cottage
Guesthouse in Bend
4.95 out of 5 average rating, 680 reviewsCozy Bookworm's Retreat in Bend
Guest house rentals with a patio
Guesthouse in Terrebonne
4.98 out of 5 average rating, 106 reviewsModern lofted guest house
Guesthouse in La Pine
4.95 out of 5 average rating, 115 reviewsPonderosa Pines Bunkhouse - Dog friendly ADU
Guesthouse in Bend
5.0 out of 5 average rating, 20 reviewsBest of NW Bend! Walk to river. Minutes to lakes.
Guesthouse in Bend
5.0 out of 5 average rating, 34 reviewsNEW Tranquil Retreat On Canal
Guesthouse in Bend
4.96 out of 5 average rating, 55 reviewsCozy Guesthouse with Large Kitchen
Guesthouse in Bend
4.96 out of 5 average rating, 56 reviewsArtisan's Woodsy Studio Cabin
Guesthouse in Bend
5.0 out of 5 average rating, 4 reviewsTreetop Retreat on West Side. Walk to town.
Guesthouse in Bend
5.0 out of 5 average rating, 14 reviewsCozy & Luxurious Guest House in the Heart of Bend!
Guest house rentals with a washer and dryer
Guesthouse in Redmond
4.98 out of 5 average rating, 196 reviewsModern Downtown Cottage near Outdoor Adventure
Guesthouse in Bend
4.97 out of 5 average rating, 192 reviewsMidtown gem~light+bright~park view~full kitchen
Guesthouse in Bend
4.96 out of 5 average rating, 339 reviewsBlueSpruce Guesthouse-Walkable RiverTrail/Downtown
Guesthouse in Bend
4.98 out of 5 average rating, 369 reviewsBend Ranch Guesthouse on 20 acres
Guesthouse in Bend
4.92 out of 5 average rating, 656 reviewsArtisanal Tiled Custom Built w/Hot tub & Livestock
Guesthouse in Bend
4.98 out of 5 average rating, 184 reviewsHarvey House- Newly built w/ hot tub and backyard
Guesthouse in Bend
4.92 out of 5 average rating, 290 reviewsSuburban Forest guest house with garage
Guesthouse in Terrebonne
4.9 out of 5 average rating, 251 reviewsCompound 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
$40 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
- Black Butte Ranch Vacation rentals
- Albany Vacation rentals
- Rhododendron Vacation rentals
- McKenzie River Vacation rentals
- Portland Vacation rentals
- Seattle Vacation rentals
- House rentals United States
- Guesthouse rentals United States
- Cottage rentals Bend
- Rentals with outdoor seating Bend
- Pet-friendly rentals Bend
- Hotel rentals Bend
- Rentals with a hot tub Bend
- Ski-in/ski-out rentals Bend
- Rentals with a sauna Bend
- Private suite rentals Bend
- Rentals with breakfast Bend
- Rentals with a kayak Bend
- Condo rentals Bend
- Kid-friendly rentals Bend
- Rentals with pools Bend
- Apartment rentals Bend
- Cabin rentals Bend
- Rentals with a fireplace Bend
- Rentals with a washer and dryer Bend
- Family-friendly rentals Bend
- Rentals with lake access Bend
- Monthly Rentals Bend
- House rentals Bend
- Rentals with a patio Bend
- Townhouse rentals Bend
- Fitness-friendly rentals Bend
- Rentals with an EV charger Bend
- Rentals with an accessible height toilet Bend
- Rentals with a fire pit Bend
- House rentals Oregon
- Guesthouse rentals Oregon
- House rentals Oregon
- Guesthouse rentals Oregon
- House rentals Eugene
- Guesthouse rentals Eugene
- House rentals Sunriver
- House rentals Deschutes County
- Guesthouse rentals Deschutes County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom