Downtown Bend Vacation Rentals

Compare 35 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, condo rentals, and more


House rentals

View 19 House rentals


View 6 Townhouses

Condo rentals

View 5 Condo rentals

Popular amenities for Downtown Bend vacation rentals

Dog-friendly Hot tub Internet
Downtown Bend Condo
2 Bedroom | 2 Bath | Sleeps 6

Downtown Bend Condo - Bend, OR

$201 avg / night
Bend Golf & Country Club Home
4 Bedroom | 2.5 Bath | Sleeps 12

Bend Golf & Country Club Home - Bend, OR

$359 avg / night
Around the Bend
3 Bedroom | 2.5 Bath | Sleeps 8

Around the Bend - Bend, OR

$242 avg / night
St. Helens House
1 Bedroom | 1 Bath | Sleeps 4

St. Helens House - Bend, OR

$169 avg / night
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$117 avg / night

View 30 more homes

Recent Downtown Bend guest reviews

excellent condo the only downside is Vacasa asking for feedback 14 times
Philip L. | Jun 2024
We enjoyed the walking trail and the rushing river. Our room was clean and well appointed, all perfect for us.
Catherine W. | Jun 2024
Beautiful home with a great backyard and porch, close to town and everything Bend has to offer
Cole K. | Jun 2024
Downtown Bend vacation rental FAQ

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. 35 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.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
Vacasa Guest Value Prop Icon check-in
Seamless check-in
Vacasa Guest Value Prop Icons 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!