Downtown Bend Vacation Rentals

Compare 33 vacation rentals.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway

Explore our Downtown Bend vacation rentals & condos

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

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House rentals

View 14 House rentals
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Townhouses

View 7 Townhouses
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Duplexes

View 5 Duplexes

Explore more vacation rental amenities in Downtown Bend

Pool | Electric vehicle charger | Riverfront | Water view | A/C | Fireplace | Washer/dryer | Balcony | Bikes | Golf on-site

Downtown Bend vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Around the Bend
3 Bed | 2.5 Bath | Sleeps 8

Around the Bend - Bend, OR

$326 avg / night
4.79 (24)
St. Helens House
1 Bed | 1 Bath | Sleeps 4

St. Helens House - Bend, OR

$256 avg / night
4.0 (5)
Deschutes Delight
1 Bed | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$175 avg / night
4.08 (37)
Perfectly Placed Plum Cottage
3 Bed | 2 Bath | Sleeps 8

Perfectly Placed Plum Cottage - Bend, OR

$441 avg / night
4.55 (76)
Ponderosa Views
1 Bed | 1 Bath | Sleeps 4

Ponderosa Views - Bend, OR

$227 avg / night
4.6 (60)

View 28 more homes

Recent Downtown Bend vacation rental reviews

Nicely done cottage within reasonable walking distance from the river and center of town. Great local grocery and some food places just around the corner. Pots, pans and tableware could use some improvement
Sally A. | Dec 2024
Great location close to evrerything we had a wanderful stay.The rooms where spacious,clean, contrable,and well equip very relaxing.
Pablo S. | Dec 2024
2 big positives for us: (1) Love the location close to Box Factory, Crux, Crosscut and the river. (2) it is amazingly quiet and private for a condo. The interior is starting to feel just a little tired, but still a great spot.
Dolly B. | Dec 2024
Downtown Bend Frequently Asked Questions

Yes, 15 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. 33 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!

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