Guesthouse accommodation & holiday rentals in Bend
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Top-rated Guesthouses in Bend
Guests agree: These guesthouses are highly rated for location, cleanliness and more.
Holiday 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
4.9 out of 5 average rating, 208 reviewsSisters Casita Cottage
15 – 22 May
Guesthouse in Bend
4.98 out of 5 average rating, 251 reviewsCountry Apartment, Tumalo 2BR
28 May – 4 June
Guesthouse in Bend
4.94 out of 5 average rating, 207 reviewsLarge Craftsman Studio
1 – 8 Oct
Guesthouse in Bend
4.95 out of 5 average rating, 675 reviewsCozy Bookworm's Retreat in Bend
18 – 25 Mar
Guesthouse in Bend
4.85 out of 5 average rating, 484 reviewsCozy & Convenient Downtown Cottage
14 – 21 Dec
Guesthouse in Bend
4.8 out of 5 average rating, 274 reviewsThe Bivouac of Bend
16 – 23 May
Guesthouse in Bend
4.96 out of 5 average rating, 55 reviewsBrand new, modern 1 bdrm + loft with open land!
3 – 10 June
Guesthouses with a patio
Guesthouse in Terrebonne
4.98 out of 5 average rating, 102 reviewsModern lofted guest house
15 – 22 Apr
Guesthouse in Bend
5.0 out of 5 average rating, 22 reviewsNEW Tranquil Retreat On Canal
22 – 29 Oct
Guesthouse in Bend
5.0 out of 5 average rating, 15 reviewsNear Cascade Lakes & Deschutes River! Mtn Views!
13 – 20 Sept
Guesthouse in Bend
5.0 out of 5 average rating, 31 reviewsMtn Modern 1 BR Craftsman, walk to Old Mill
4 – 11 Mar
Guesthouse in Bend
4.96 out of 5 average rating, 52 reviewsArtisan's Woodsy Studio Cabin
21 – 28 Sept
Guesthouse in Bend
4.96 out of 5 average rating, 54 reviewsCozy Guesthouse with Large Kitchen
11 – 18 Aug
Guesthouse in Bend
5.0 out of 5 average rating, 3 reviewsTreetop Retreat on West Side. Walk to town.
2 – 9 Sept
Guesthouse in Sisters
4.71 out of 5 average rating, 168 reviewsDowntown Sisters Suite - Hot Tub - Dog Friendly
31 Oct – 7 Nov
Guest house rentals with a washing machine and dryer
Guesthouse in Bend
4.94 out of 5 average rating, 156 reviewsPrivate Standalone, Hot Tub, Contemporary Chic
14 – 21 Jan
Guesthouse in Bend
4.94 out of 5 average rating, 539 reviewsPrivate apt. nestled in the Ponderosa Pines
10 – 17 Aug
Guesthouse in Bend
4.96 out of 5 average rating, 336 reviewsBlueSpruce Guesthouse-Walkable RiverTrail/Downtown
6 – 13 Sept
Guesthouse in Bend
4.98 out of 5 average rating, 185 reviewsWest Hills Hideaway
12 – 19 Oct
Guesthouse in Bend
4.98 out of 5 average rating, 224 reviewsRanch Cottage: Desert, Forest, Horses, Hot Tub
18 – 25 Aug
Guesthouse in Bend
4.98 out of 5 average rating, 360 reviewsBend Ranch Guesthouse on 20 acres
18 – 25 Sept
Guesthouse in Redmond
4.98 out of 5 average rating, 192 reviewsModern Downtown Cottage near Outdoor Adventure
26 Aug – 2 Sept
Guesthouse in Terrebonne
4.9 out of 5 average rating, 250 reviewsCompound Coziness...Terrebonne Guesthouse
17 – 24 Oct
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
$61 AUD before taxes and fees
Destinations to explore
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