
Holiday houses in Bend
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Top-rated holiday rentals in Bend
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Bend
Top Guest favourite

Cabin in Sisters
5 out of 5 average rating, 57 reviewsMajestic A-Frame on 5 acres!
ColeRating, 5 stars1 month ago
We had a blast at Tom's place for Mother's Day! We brought our two dogs, and they loved exploring the property. Getting the air units in each room to function correctly was a bit of a challenge, but Tom was responsive and helped us get them going. Also, there are neighbors close by, but it still feels very private. The hammock attached to the deck and the hot tub were awesome. Great kitchen as well. Easy drive into town for supplies and food. Overall, great experience!
Top Guest favourite

Private room in Bend
4.95 out of 5 average rating, 134 reviewsAsian Getaway near downtown Bend with Hot Tub
AndreaRating, 5 stars1 week ago
As good as it gets to feel like at home, actually even better with the common area furnished with everything you need well layed out and labeled. A very thoughtful host. Nice to relax in the back yard and super clean hot tub. Would definitely be my first choice for the next stay in Bend!

Home in Bend
5 out of 5 average rating, 4 reviewsPrivate apartment in home
AustinRating, 5 stars3 weeks ago
Matt was kind! The place was clean and although it was a shared space with the host it was quiet and i had my own space.
Top Guest favourite

Private room in Bend
4.94 out of 5 average rating, 545 reviewsSpacious room near amphitheater, breweries, trails
TylerRating, 5 stars2 weeks ago
Carolyn is just the best! Wonderful communication, gave us great recommendations for nearby coffee shops, lunch/dinner spots. Very communicative and made is feel right at home. Next time Im in Bend, I will be going right back!
Guest favourite

Apartment in Bend
5 out of 5 average rating, 6 reviewsCozy spa-like retreat on the rapids
MikeRating, 5 stars2 weeks ago
Great spot, spectacular views, very attentive and responsive host! Extremely walkable, even at night, and only a short stroll to downtown Bend with great shops, restaurants and brewpubs. Matthew's place had nearly every amenity we could think of, except a microwave. But honestly, that was not an issue because fantastic food was just minutes away and leftovers just made the trip home with us. I would definitely book again if available. Matthew's place cannot be beat for a couple's getaway!
Top Guest favourite

Townhouse in Bend
5 out of 5 average rating, 6 reviewsBest Location in Bend | Deschutes River & Old Mill
MartinRating, 5 stars1 month ago
This home is truly exceptional—beautifully maintained and clearly cared for with pride. It doesn’t feel like a typical short-term rental; everything from the plush white linens to the high-quality dishware is thoughtfully chosen. The place is spotless, and the photos don’t do it justice. The master suite is spacious, with a huge TV, sitting area, and stunning views of the river, mountains, and Old Mill District. The shower has incredible water pressure—honestly, the best I’ve ever had. We loved the large garage for storing gear and appreciated the ample parking. Check-in was easy, and it was refreshing not to have a list of checkout chores—just relax and enjoy. Having traveled extensively, this is one of my favorite stays. Every detail made it feel like a high-end experience with a personal touch. Five stars all around.
Top Guest favourite

Private room in Bend
4.91 out of 5 average rating, 905 reviewsItalian Room by Breweries, River & Old Mill w/ AC!
TjRating, 5 stars1 week ago
Best host ever, very fun person to talk to and super friendly! Gave great recommendations and was extremely hospitable. Highly recommend! Also most comfortable bed ever

Apartment in Deschutes County
5 out of 5 average rating, 5 reviewsConnect with Nature | 1 King + ADA rated
VirginiaRating, 5 stars5 days ago
Lovely, large and spacious room. Fantastic location.
Quick stats about holiday rentals in Bend
Total rentals
2.1K properties
Total number of reviews
147K reviews
Family-friendly rentals
1.3K properties are a good fit for families
Pet-friendly rentals
890 properties allow pets
Rentals with a pool
360 properties have a pool
Rentals with dedicated workspaces
1.2K properties have a dedicated workspace
Destinations to explore
- Willamette River Holiday rentals
- Deschutes River Holiday rentals
- Eugene Holiday rentals
- Sunriver Holiday rentals
- McKenzie River Holiday rentals
- Crater Lake Holiday rentals
- Redmond Holiday rentals
- Sisters Holiday rentals
- Government Camp Holiday rentals
- Portland Holiday rentals
- Puget Sound Holiday rentals
- Seattle Holiday rentals
- Rentals with a fire pit Bend
- Rentals with an EV charger Bend
- Rentals with a fireplace Bend
- Pet-friendly rentals Bend
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- Rentals with pools Bend
- Rentals with a sauna Bend
- Cabin rentals Bend
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- Family-friendly rentals Bend
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- Rentals with a hot tub Bend
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