Downtown Bend Vacation Rentals

Compare 23 vacation rentals.
1 Guest
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway

Explore our Downtown Bend vacation rentals & condos

Explore Downtown Bend house rentals, condo rentals, townhouses, and more

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House rentals

View 12 House rentals
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Condo rentals

View 5 Condo rentals
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Townhouses

View 4 Townhouses

Popular amenities for Downtown Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
The Bend Basecamp
3 Bedroom | 2.5 Bath | Sleeps 7

The Bend Basecamp - Bend, OR

$247 avg / night
(excludes fees and taxes)
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$132 avg / night
(excludes fees and taxes)
4.14 (43)
Ponderosa Views
1 Bedroom | 1 Bath | Sleeps 4

Ponderosa Views - Bend, OR

$157 avg / night
(excludes fees and taxes)
4.52 (64)
Bend Bliss
1 Bedroom | 1.5 Bath | Sleeps 2

Bend Bliss - Bend, OR

$133 avg / night
(excludes fees and taxes)
4.78 (18)
Around the Bend
3 Bedroom | 2.5 Bath | Sleeps 8

Around the Bend - Bend, OR

$212 avg / night
(excludes fees and taxes)
4.81 (26)

View 18 more homes

Browse more vacation rental amenities in Downtown Bend

Pool | Electric vehicle charger | Riverfront | A/C | Fireplace | Washer/dryer | Balcony | Golf on-site | Pack-N-Play | Ping-pong table

Recent Downtown Bend guest reviews

We absolutely loved our stay at this condo! The place is super clean and well-maintained. The kitchen is fantastic—fully equipped with quality kitchenware, a spacious fridge, and everything you need to cook comfortably. The living room is beautiful and cozy, with large windows offering a spectacular view of the forest and mountains. We also enjoyed relaxing on the patio, which was such a peaceful spot. The bedroom was spotless and the bed incredibly comfy—we slept so well! The bathroom was also great, and having both a washer and dryer was a huge plus. One of the highlights was the hot tub on the patio! It took us a bit to figure it out (we had to look up instructions on YouTube), but once it was running, it was amazing. This has easily become our favorite place to stay in Bend. There’s even a shared outdoor swimming pool, though we didn’t get a chance to use it. The location is unbeatable—only 5 minutes from the Old Mill District and under 10 minutes to downtown Bend. I’ve traveled all over the world, and I can honestly say this is one of the best condo-style accommodations I’ve ever experienced. Highly recommend!
Panawan P. | Jun 2025
10/10 would recommend.
Jake C. | Jun 2025
The location was fantastic! The beds were comfy! The kitchen facilities and dining areas and TVs in the master bedroom and living room all worked for our group. Very nice. The pool table was level but all but two of the qs were unusable and the two that did have tips weren't in very good condition. All in all, we'd come again. All we really needed was a place to sleep and cook a meal or two and watch the US Open while we drank coffee in the morning. For that, this was a great place.
Chris C. | Jun 2025
Downtown Bend vacation rental FAQ

Yes, 9 of our Downtown Bend homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 23 of our Downtown Bend vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Downtown Bend vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Downtown Bend team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Downtown Bend, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons cleaning
Professional cleaning

While a rustic countryside cabin has its perks, it’s not surprising that many Deschutes County visitors opt for a chic retreat in Downtown Bend. With outdoor adventure all around (like Mount Bachelor, just 22 miles away), it’s easy to explore the great outdoors from the comfort of a Downtown Bend vacation rental while also enjoying the benefits of staying in town.

If you’re visiting Bend during the summer, don’t miss the chance to float the Deschutes River—which happens to run right through the middle of town, so your rental won’t be far. Hiking, paddle boarding, mountain biking, and rock climbing are all fair game, too. In the evenings, clean up and hit the sidewalks: Downtown Bend is delightfully walkable. Dine out at Bos Taurus or another one of the neighborhood’s upscale establishments, or enjoy a casual dinner on the Crux Brewing patio. You won’t regret choosing a vacation rental in Downtown Bend!

Nearby destinations

The Cascades   |   Central Oregon   |   Mt. Bachelor   |   Bend   |   Oregon
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