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
Linton Loop 3D Tour
4 Bed | 2.5 Bath | Sleeps 8

Linton Loop - Bend, OR

From $156
La Petite Maricopa 3D Tour
2 Bed | 3 Bath | Sleeps 6

La Petite Maricopa - Bend, OR

From $136
Bend Golf & Country Club Home 3D Tour
4 Bed | 2.5 Bath | Sleeps 12

Bend Golf & Country Club Home - Bend, OR

From $186
Perfectly Placed Plum Cottage 3D Tour
3 Bed | 2 Bath | Sleeps 8

Perfectly Placed Plum Cottage - Bend, OR

From $134
River West Cottage 3D Tour
3 Bed | 2 Bath | Sleeps 6

River West Cottage - Bend, OR

From $139

View 21 more homes

Recent Downtown Bend vacation rental reviews

Very clean, very nice, and a great location to downtown.
Michael B. | Oct 2021
What a great home for family. We had so much fun!! Home is spacious and comfortable, felt right at home. Nice neighborhood for walking and enjoying the trees and outdoors!
Robbin S. | Oct 2021
Perfectly functional space for a weekend in Bend. Location right on the river walk was phenomenal and made getting around a breeze. Definitely hotel room setup, not your typical studio rental, but we enjoyed it!
Allison U. | 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!