Downtown Bend Vacation Rentals

Compare 38 vacation rentals.
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


House rentals

View 27 House rentals

Condo rentals

View 4 Condo rentals


View 4 Townhouses

Downtown Bend vacation rentals for every getaway

Dog-friendly Hot tub Internet
Deschutes Riverside Escape
0 Bedroom | 1 Bath | Sleeps 2

Deschutes Riverside Escape - Bend, OR

$131 avg / night
Soft Tail Sanctuary
3 Bedroom | 2.5 Bath | Sleeps 8

Soft Tail Sanctuary - Bend, OR

$197 avg / night
Adventures in Mount Bachelor #241
1 Bedroom | 1.5 Bath | Sleeps 4

Adventures in Mount Bachelor #241 - Bend, OR

$171 avg / night
Bend Downtown Getaway
1 Bedroom | 2 Bath | Sleeps 4

Bend Downtown Getaway - Bend, OR

$143 avg / night
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$156 avg / night

View 33 more homes

Recent Downtown Bend vacation rental reviews

Beds and bath towels were very comfortable. Location awesome for walking. Close to eateries , market and the Deschutes River.
Joanne M. | Sep 2023
Loved the covered back patio with gas fire pit. Well equipped other than a few pans that need to be replaced. Great view from the back patio. Spacious.
Kristi b. | Sep 2023
We stayed here for a bachelorette party & it was perfect. Very clean, perfect size, & great amenities. The community was very quiet & the few workers around were extremely polite & fun. All together a great spot! We would all stay here again. Our only complaints are that there wasn’t enough bedding for all of the beds, this wasn’t really a problem as 2 people slept in the king bed instead of sleeping on the random twin mattress in the master bath walk in closet. My other complaint is that between 6 very intelligent women, we could not figure out the thermostat and it was very very cold most of the time in the house. Both handleable, benign issues. But overall, great spot. I’d recommend it!
Ellen M. | Sep 2023
Downtown Bend vacation rental FAQ

Yes, 18 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. 38 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Downtown Bend, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional 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!