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 Bend
4.96 out of 5 average rating, 250 reviewsQuiet peacful country living close to everything!
Guesthouse in Bend
4.84 out of 5 average rating, 515 reviewsCozy & Convenient Downtown Cottage
Guesthouse in Sisters
4.9 out of 5 average rating, 226 reviewsSisters Casita Cottage
Guesthouse in Bend
4.93 out of 5 average rating, 215 reviewsLarge Craftsman Studio
Guesthouse in Bend
4.97 out of 5 average rating, 542 reviewsLive the Pastoral Idyll in a Warm and Inviting Guesthouse
Guest house rentals with a patio
Guesthouse in Bend
5 out of 5 average rating, 50 reviewsBest of NW Bend! Mins to Mt Bachelor and trails!
Guesthouse in Sisters
4.72 out of 5 average rating, 208 reviewsDowntown Sisters Suite - Hot Tub - Dog Friendly
Guesthouse in Sisters
4.75 out of 5 average rating, 4 reviewsCharming Sisters Cottage
Guesthouse in Terrebonne
5 out of 5 average rating, 27 reviewsRusty Ranch Inn
Guesthouse in Bend
4.95 out of 5 average rating, 20 reviewsPeaceful Birds Nest
Guesthouse in Redmond
5 out of 5 average rating, 21 reviewsNewly built, high desert sunsets & mountain peaks
Guesthouse in Redmond
4.93 out of 5 average rating, 61 reviewsUnique & quiet w/Hot tub! No check Out list!
Guesthouse in Redmond
4.94 out of 5 average rating, 16 reviewsMarla’s Cozy Shop ADU
Guest house rentals with a washer and dryer
Guesthouse in Bend
4.93 out of 5 average rating, 328 reviewsSuburban Forest guest house with garage
Guesthouse in Redmond
4.98 out of 5 average rating, 225 reviewsModern Downtown Cottage near Outdoor Adventure
Guesthouse in Bend
4.97 out of 5 average rating, 230 reviewsMidtown gem I Cozy Fire I Full kitchen I Park View
Guesthouse in Bend
4.86 out of 5 average rating, 101 reviewsMcKinley Place - A Retreat in SE Bend
Guesthouse in Bend
4.86 out of 5 average rating, 112 reviewsWHOLE HOUSE! Tiny Home on Bend's East Side
Guesthouse in Bend
4.96 out of 5 average rating, 83 reviewsDog Friendly~Central Location~Modern Construction
Guesthouse in Bend
4.91 out of 5 average rating, 691 reviewsArtisanal Tiled Custom Built w/Hot tub & Livestock
Guesthouse in Bend
4.98 out of 5 average rating, 48 reviewsBirdsong Ranch Guesthouse
Quick stats about guesthouse rentals in Bend
Total rentals
80 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
11K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
40 properties have a dedicated workspace
Destinations to explore
- Eugene Vacation rentals
- Sunriver Vacation rentals
- Crater Lake Vacation rentals
- Government Camp Vacation rentals
- Sisters Vacation rentals
- Redmond Vacation rentals
- Black Butte Ranch Vacation rentals
- Rhododendron Vacation rentals
- McKenzie River Vacation rentals
- Albany Vacation rentals
- Portland Vacation rentals
- Seattle Vacation rentals
- House rentals United States
- Guesthouse rentals United States
- Cabin rentals Bend
- Rentals with a hot tub Bend
- Kid-friendly rentals Bend
- Rentals with a fire pit Bend
- Rentals with an accessible height toilet Bend
- Rentals with a kayak Bend
- House rentals Bend
- Cottage rentals Bend
- Rentals with lake access Bend
- Condo rentals Bend
- Monthly Rentals Bend
- Rentals with pools Bend
- Rentals with a washer and dryer Bend
- Fitness-friendly rentals Bend
- Apartment rentals Bend
- Family-friendly rentals Bend
- Rentals with outdoor seating Bend
- Rentals with a fireplace Bend
- Private suite rentals Bend
- Rentals with breakfast Bend
- Rentals with an EV charger Bend
- Townhouse rentals Bend
- Pet-friendly rentals Bend
- Rentals with a patio Bend
- Rentals with a sauna Bend
- Ski-in/ski-out rentals Bend
- Hotel rentals 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
- Cabins United States
- Treehouses United States
- Glamping United States
- Tiny Houses United States
- Beach Houses United States
- Campers and RVs United States
- Lakehouses United States
- 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
- Family travel hub Tips and inspiration
- Family budget travel Get there for less
- Vacation ideas for any budget Make it special without making it spendy
- Travel Europe on a budget How to take the kids to Europe for less
- Outdoor adventure Explore nature with the family
- Bucket list national parks Must-see parks for family travel
- Kid-friendly state parks Check out these family-friendly hikes