Downtown Bend Vacation Rentals

Compare 44 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway—choose from 44 great vacation rentals

Explore our Downtown Bend vacation rentals & condos

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

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House rentals

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Condo rentals

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Duplexes

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Downtown Bend vacation rentals for every getaway

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

Deschutes Riverside Escape - Bend, OR

$130 avg / night
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$160 avg / night
Mt Bachelor Village - Seclusion in Century West
0 Bedroom | 1 Bath | Sleeps 2

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

$98 avg / night
The Alliance - Shirley
0 Bedroom | 1 Bath | Sleeps 2

The Alliance - Shirley - Bend, OR

$181 avg / night
Mt Bachelor Village Ski House # 262
1 Bedroom | 2 Bath | Sleeps 6

Mt Bachelor Village Ski House # 262 - Bend, OR

$137 avg / night

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Recent Downtown Bend vacation rental reviews

Anna B. | Jun 2022
Katherine M. | Jun 2022
We loved the house, perfect for our little family of 3 with 2 dogs. Had a large back yard with plenty of space for the doggers to run and play. Comfortable bed with great lighting throughout the house. Parking is a little tight, but we managed our Tahoe without an issue. This will be our place of choice when venturing back to Bend.
Jeremy P. | Jun 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!