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

View 28 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 Bed | 1 Bath | Sleeps 2

Deschutes Riverside Escape - Bend, OR

$167 avg / night
Deschutes Delight
1 Bed | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$206 avg / night
Mt Bachelor Village - Seclusion in Century West
0 Bed | 1 Bath | Sleeps 2

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

$126 avg / night
The Alliance - Shirley
0 Bed | 1 Bath | Sleeps 2

The Alliance - Shirley - Bend, OR

$233 avg / night
Mt Bachelor Village Ski House # 262
1 Bed | 2 Bath | Sleeps 6

Mt Bachelor Village Ski House # 262 - Bend, OR

$176 avg / night

View 39 more homes

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
Downtown Bend Frequently Asked Questions

Yes, 25 of our Downtown Bend homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 44 of our Downtown Bend vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >


Some of the most popular amenities in our Downtown Bend vacation rentals include:
  • Hot tub
  • Internet
  • Pool
  • Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

    Absolutely. Our local Downtown Bend team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

    Learn more about Vacasa Premium Clean >

    No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Downtown Bend, log in to Trip Manager to see options available for your specific trip.

    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!