Downtown Bend Vacation Rentals

Compare 38 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

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House rentals

View 17 House rentals
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Townhouses

View 7 Townhouses
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Condo rentals

View 6 Condo rentals

Popular amenities for Downtown Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
Bend Golf & Country Club Home
4 Bedroom | 2.5 Bath | Sleeps 12

Bend Golf & Country Club Home - Bend, OR

$397 avg / night
4.5 (30)
Around the Bend
3 Bedroom | 2.5 Bath | Sleeps 8

Around the Bend - Bend, OR

$253 avg / night
4.86 (21)
St. Helens House
1 Bedroom | 1 Bath | Sleeps 4

St. Helens House - Bend, OR

$181 avg / night
4.67 (3)
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$128 avg / night
4.06 (34)
Perfectly Placed Plum Cottage
3 Bedroom | 2 Bath | Sleeps 8

Perfectly Placed Plum Cottage - Bend, OR

$331 avg / night
4.54 (72)

View 33 more homes

Browse more vacation rental amenities in Downtown Bend

Pool | Riverfront | Water view | A/C | Fireplace | Washer/dryer | Balcony | Bikes | Golf on-site | Pack-N-Play

Recent Downtown Bend guest reviews

Lovely house and well equipped. Excellent location. Enjoyed our stay. Bed was so comfortable. Definitely recommended and we will return.
Sarika S. | Oct 2024
We just needed somewhere to stay for the night. It was just what was needed
Evonne S. | Oct 2024
This home was exceptional in it’s location and quality. We were able to walk to 10 Barrel for dinner. And it was a very short drive to walk the Deschutes River Trail. The neighborhood was quiet, and it made for a very relaxing weekend. The master bath and closet were wonderfully large, and the bed was soft and comfortable. The media nook upstairs was fun for the kids to watch a movie. It’s a large and beautiful house with a lovely hot tub for those chilly nights. I would absolutely stay there again.
megan s. | Oct 2024
Downtown Bend vacation rental FAQ

Yes, 16 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. 38 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
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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!

Nearby destinations

The Cascades   |   Central Oregon   |   Mt. Bachelor   |   Pioneer Park - Bend, OR   |   Bend   |   Oregon
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