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
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$134 avg / night
(excludes fees and taxes)
4.13 (39)
Ponderosa Views
1 Bedroom | 1 Bath | Sleeps 4

Ponderosa Views - Bend, OR

$149 avg / night
(excludes fees and taxes)
4.52 (64)
Perfectly Placed Plum Cottage
3 Bedroom | 2 Bath | Sleeps 8

Perfectly Placed Plum Cottage - Bend, OR

$315 avg / night
(excludes fees and taxes)
4.56 (79)
Around the Bend
3 Bedroom | 2.5 Bath | Sleeps 8

Around the Bend - Bend, OR

$217 avg / night
(excludes fees and taxes)
4.81 (26)
Bend Bliss
1 Bedroom | 1.5 Bath | Sleeps 2

Bend Bliss - Bend, OR

$131 avg / night
(excludes fees and taxes)
4.82 (17)

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

Couldn't find a better location. Community is great. Tons of character. Close to everything you'd ever need. It is an old house though. Really cozy but it's showing its age a bit. Was perfect for us but don't expect modern amenities. Great front porch and really quiet and relaxing.
Alex M. | May 2025
Nice and quiet. Beautiful location
Maurice G. | May 2025
This room was great for 1 person! It was clean and had more amenities than I expected! I really enjoyed my stay. Definitely will be back
Kelly L. | May 2025
Downtown Bend vacation rental FAQ

Yes, 10 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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