Downtown Bend Vacation Rentals

Compare 17 vacation rentals.
Home > USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway

Explore our Downtown Bend vacation rentals & condos

Top Downtown Bend property types

housing_type_house.jpg

House rentals

View 7 House rentals
housing_type_townhouse.jpg

Townhouses

View 4 Townhouses
housing_type_condo.jpg

Condo rentals

View 3 Condo rentals

Popular amenities for Downtown Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
1BR Condo w/Game Room, Pool & Hot Tub
1 Bedroom | 1 Bath | Sleeps 4

1BR Condo w/Game Room, Pool & Hot Tub - Bend, OR

$148 avg / night
(excludes fees and taxes)
Charming dog-friendly retreat near skiing & golf with views & fireplace
1 Bedroom | 1.5 Bath | Sleeps 2

Charming dog-friendly retreat near skiing & golf with views & fireplace - Bend, OR

$137 avg / night
(excludes fees and taxes)
4.77 (26)
Cozy studio condo with free WiFi, shared pool & tennis, near river
0 Bedroom | 1 Bath | Sleeps 2

Cozy studio condo with free WiFi, shared pool & tennis, near river - Bend, OR

$120 avg / night
(excludes fees and taxes)
4.22 (54)
Condo with hot tub, shared pool, gas fireplace, close to outdoor recreation
1 Bedroom | 1 Bath | Sleeps 2

Condo with hot tub, shared pool, gas fireplace, close to outdoor recreation - Bend, OR

$169 avg / night
(excludes fees and taxes)
4.75 (12)
Beautiful home with patio - in the perfect location near Downtown Bend & more
3 Bedroom | 2.5 Bath | Sleeps 7

Beautiful home with patio - in the perfect location near Downtown Bend & more - Bend, OR

$301 avg / night
(excludes fees and taxes)
4.2 (5)

View 12 more homes

Browse more vacation rental amenities in Downtown Bend

Pool | Electric vehicle charger | Riverfront | A/C | Fireplace | Washer/dryer | Golf on-site | Ping-pong table | Pool table | Beach access

Recent Downtown Bend guest reviews

This is our second visit to this location. The private community makes you feel safe and the home itself is well put together. You can tell that thought and care has been put into this home. We definitely recommend staying here.
Noelle J. | Mar 2026
Cozy condo. Super comfy bed. Great location for skiing Mt. Bachelor but still very close to town and restaurants.
Casey F. | Mar 2026
We had a great stay! The house 2as very comfortable and had everything we needed for our stay in Bend to see family. Our dogs enjoyed the stay - nice backyard and a trail and dog park nearby!
Stephanie G. | Mar 2026
Downtown Bend vacation rental FAQ

Yes, 5 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. 17 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

Pacific Northwest   |   The Cascades   |   Central Oregon   |   Mt. Bachelor   |   Bend   |   Oregon
Show more