Guest house holiday rentals in Bend
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Top-rated guest house rentals in Bend
Guests agree: these guest house rentals 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 guest house rentals in Bend
Family-friendly guest house rentals
Guest house in Sisters
4.9 out of 5 average rating, 208 reviewsSisters Casita Cottage
18–25 Aug
Guest house in Bend
4.98 out of 5 average rating, 251 reviewsCountry Apartment, Tumalo 2BR
28 May – 4 Jun
Guest house in Bend
4.94 out of 5 average rating, 207 reviewsLarge Craftsman Studio
10–17 Aug
Guest house in Bend
4.95 out of 5 average rating, 675 reviewsCozy Bookworm's Retreat in Bend
22–29 Jan
Guest house in Bend
4.85 out of 5 average rating, 484 reviewsCozy & Convenient Downtown Cottage
25 Nov – 2 Dec
Guest house in Bend
4.8 out of 5 average rating, 274 reviewsThe Bivouac of Bend
15–22 Oct
Guest house in Bend
4.96 out of 5 average rating, 54 reviewsBrand new, modern 1 bdrm + loft with open land!
3–10 Jun
Guest house rentals with a patio
Guest house in Terrebonne
4.98 out of 5 average rating, 102 reviewsModern lofted guest house
15–22 Apr
Guest house in Bend
4.96 out of 5 average rating, 52 reviewsArtisan's Woodsy Studio Cabin
2–9 Oct
Guest house in Bend
4.96 out of 5 average rating, 54 reviewsCozy Guesthouse with Large Kitchen
21–28 Aug
Guest house in Bend
5.0 out of 5 average rating, 31 reviewsMtn Modern 1 BR Craftsman, walk to Old Mill
15–22 Mar
Guest house in Bend
5.0 out of 5 average rating, 22 reviewsNEW Tranquil Retreat On Canal
9–16 Oct
Guest house in Bend
5.0 out of 5 average rating, 3 reviewsTreetop Retreat on West Side. Walk to town.
29 Dec – 5 Jan
Guest house in Sisters
4.71 out of 5 average rating, 168 reviewsDowntown Sisters Suite - Hot Tub - Dog Friendly
28 Oct – 4 Nov
Guest house in Bend
4.97 out of 5 average rating, 90 reviewsAdorable 1-bedroom 1930s farmhouse.
9–16 Jun
Guest house rentals with a washing machine and dryer
Guest house in Bend
4.98 out of 5 average rating, 172 reviewsHarvey House- Newly built w/ hot tub and backyard
19–26 Nov
Guest house in Bend
4.96 out of 5 average rating, 336 reviewsBlueSpruce Guesthouse-Walkable RiverTrail/Downtown
23–30 Oct
Guest house in Redmond
4.98 out of 5 average rating, 192 reviewsModern Downtown Cottage near Outdoor Adventure
29 Sep – 6 Oct
Guest house in Bend
4.98 out of 5 average rating, 224 reviewsRanch Cottage: Desert, Forest, Horses, Hot Tub
18–25 Aug
Guest house in Bend
4.98 out of 5 average rating, 185 reviewsWest Hills Hideaway
30 Sep – 7 Oct
Guest house in Bend
4.98 out of 5 average rating, 360 reviewsBend Ranch Guesthouse on 20 acres
13–20 Sep
Guest house in Redmond
4.84 out of 5 average rating, 229 reviewsThe Downtown Guesthouse
14–21 Oct
Guest house in Terrebonne
4.9 out of 5 average rating, 250 reviewsCompound Coziness...Terrebonne Guesthouse
17–24 Oct
Quick stats about guest house 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
10T reviews
Nightly prices starting at
₹3,336 before taxes and fees
Destinations to explore
- Eugene Holiday rentals
- Sunriver Holiday rentals
- Crater Lake Holiday rentals
- Government Camp Holiday rentals
- Redmond Holiday rentals
- Sisters Holiday rentals
- Black Butte Ranch Holiday rentals
- Albany Holiday rentals
- Rhododendron Holiday rentals
- McKenzie River Holiday rentals
- Portland Holiday rentals
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