Downtown Bend Vacation Rentals

Compare 27 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway—choose from 27 great vacation rentals

Explore our Downtown Bend vacation rentals & condos

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


House rentals

View 14 House rentals

Condo rentals

View 6 Condo rentals


View 3 Duplexes

Downtown Bend vacation rentals for every getaway

Dog-friendly Hot tub Internet
Kim Lane House 3D Tour
3 Bedroom | 2 Bath | Sleeps 7

Kim Lane House - Bend, OR

From $108
Bend Golf & Country Club Home 3D Tour
4 Bedroom | 2.5 Bath | Sleeps 12

Bend Golf & Country Club Home - Bend, OR

From $144
Linton Loop 3D Tour
4 Bedroom | 2.5 Bath | Sleeps 8

Linton Loop - Bend, OR

From $127
Taft House 3D Tour
3 Bedroom | 1 Bath | Sleeps 6

Taft House - Bend, OR

From $89
River West Cottage 3D Tour
3 Bedroom | 2 Bath | Sleeps 6

River West Cottage - Bend, OR

From $120

View 22 more homes

Recent Downtown Bend vacation rental reviews

We loved the house. It was beautiful and quiet. Close to shopping and fun. We would recomend it to anyone and everyone. We came up for snow, and unforchanitly got no snow! So that part was kinda down, but we had fun still!!
Zack A. | Jan 2022
Quiet spot along the Deschutes, easy walk to downtown for coffee or a meal!
Anita T. | Jan 2022
House was perfect for our family ski get away. Wonderful sleeping accommodations, fully stocked kitchen, working hot tub, games to play and use of garage.
Michael L. | Jan 2022

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!