Downtown Bend Vacation Rentals

Compare 42 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway—choose from 42 great vacation rentals

Explore our Downtown Bend vacation rentals & condos

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


House rentals

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Condo rentals

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View 5 Townhouses

Downtown Bend vacation rentals for every getaway

Dog-friendly Hot tub Internet
Ponderosa Views 3D Tour
1 Bedroom | 1 Bath | Sleeps 4

Ponderosa Views - Bend, OR

From $85
Mt Bachelor Village Ski House # 262 3D Tour
1 Bedroom | 2 Bath | Sleeps 6

Mt Bachelor Village Ski House # 262 - Bend, OR

From $95
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 $51
Bend Downtown Getaway 3D Tour
1 Bedroom | 2 Bath | Sleeps 4

Bend Downtown Getaway - Bend, OR

From $76
River West Cottage 3D Tour
3 Bedroom | 2 Bath | Sleeps 6

River West Cottage - Bend, OR

From $131

View 37 more homes

Recent Downtown Bend vacation rental reviews

Super great house with lots of space and an awesome back yard. Great location and just a 10-15 minute drive to get groceries. Would stay again in a heartbeat.
Gerrit S. | May 2022
This house was fantastic. Super spacious and decently appointed. Only issue if any is that we had small bugs next to the sink that were looked like mites. They typically were dead or dying so just pushed them into the sink. Also, it is a little weird that all the bathroom sinks were very low. Other than that, I would rent again and recommend this place to my friends.
Victor M. | May 2022
Austin M. | May 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!