Downtown Bend Vacation Rentals

Compare 26 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway—choose from 26 great vacation rentals

Explore our Downtown Bend vacation rentals & condos

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


House rentals

View 13 House rentals

Condo rentals

View 6 Condo rentals


View 3 Duplexes

Downtown Bend vacation rentals for every getaway

Dog-friendly Hot tub Internet
Deschutes Riverside Escape 3D Tour
0 Bedroom | 1 Bath | Sleeps 2

Deschutes Riverside Escape - Bend, OR

From $49
Bend Downtown Getaway 3D Tour
1 Bedroom | 2 Bath | Sleeps 4

Bend Downtown Getaway - Bend, OR

From $59
Mt Bachelor Village - Seclusion in Century West 3D Tour
0 Bedroom | 1 Bath | Sleeps 2

Mt Bachelor Village - Seclusion in Century West - Bend, OR

From $49
Linton Loop 3D Tour
4 Bedroom | 2.5 Bath | Sleeps 8

Linton Loop - Bend, OR

From $135
Amazing Luxury Downtown Old Mill Home 3D Tour
2 Bedroom | 2 Bath | Sleeps 6

Amazing Luxury Downtown Old Mill Home - Bend, OR

From $139

View 21 more homes

Recent Downtown Bend vacation rental reviews

Very comfortable with all the essentials there waiting for you. They thought if everything!
Debra M. | Oct 2021
The picturesque view from the living area was gorgeous. The condo was just the right size for 2 as well as hosting a dinner party with family.
Jodi W. | Oct 2021
View is nice. Hot tub is nice but noisy at night right outside master window. Washer & Dryer work but not well. They are very small. Unit was clean and furnished nicely. Bed and sofa are comfortable
Cathy B. | Oct 2021

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!