Downtown Bend Vacation Rentals

Compare 46 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway—choose from 46 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 29 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 Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$161 avg / night
Mt Bachelor Village Ski House # 262
1 Bedroom | 2 Bath | Sleeps 6

Mt Bachelor Village Ski House # 262 - Bend, OR

$138 avg / night
Amazing Luxury Downtown Old Mill Home
2 Bedroom | 2 Bath | Sleeps 6

Amazing Luxury Downtown Old Mill Home - Bend, OR

$357 avg / night
Park Yourself Here
3 Bedroom | 2 Bath | Sleeps 8

Park Yourself Here - Bend, OR

$275 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

View 41 more homes

Recent Downtown Bend vacation rental reviews

This was a great house to stay in and close walking distance to many things. We had a great time. The house was very clean and accommodated 4 adults and two dogs very well. The hottub was great after all of the walking and hiking we did. The market on the corner was a nice surprise as well. I would definitely stay there again.
Stephanie P. | Sep 2022
Really great location- was able to walk to the market and many great restaurant options. Quiet and safe neighborhood.
Rachel C. | Sep 2022
This home is spacious and clean. Easy walk to Old Mill district and the river. Kitchen has everything you need, and washer/dryer is nice to have.
Peter F. | Sep 2022
Downtown Bend Frequently Asked Questions

Yes, 28 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. 46 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:

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!