Downtown Bend Vacation Rentals

Compare 16 vacation rentals.
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Make Downtown Bend your next getaway

Explore our Downtown Bend vacation rentals & condos

Top Downtown Bend property types

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House rentals

View 7 House rentals
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Townhouses

View 4 Townhouses
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Condo rentals

View 3 Condo rentals

Popular amenities for Downtown Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
Perfectly Placed Plum Cottage
3 Bedroom | 2 Bath | Sleeps 8

Perfectly Placed Plum Cottage - Bend, OR

$227 avg / night
(excludes fees and taxes)
4.57 (82)
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$55 avg / night
(excludes fees and taxes)
4.18 (56)
Bend Bliss
1 Bedroom | 1.5 Bath | Sleeps 2

Bend Bliss - Bend, OR

$61 avg / night
(excludes fees and taxes)
4.76 (25)
Lavender Hollow
3 Bedroom | 2 Bath | Sleeps 8

Lavender Hollow - Bend, OR

$128 avg / night
(excludes fees and taxes)
5.0 (13)
River Wild at Mt Bachelor Village
3 Bedroom | 2.5 Bath | Sleeps 8

River Wild at Mt Bachelor Village - Bend, OR

$214 avg / night
(excludes fees and taxes)
4.65 (88)

View 11 more homes

Browse more vacation rental amenities in Downtown Bend

Pool | Electric vehicle charger | Riverfront | A/C | Fireplace | Washer/dryer | Balcony | Golf on-site | Ping-pong table | Pool table

Recent Downtown Bend guest reviews

Cozy condo. Super comfy bed. Great location for skiing Mt. Bachelor but still very close to town and restaurants.
Casey F. | Mar 2026
We had a great stay! The house 2as very comfortable and had everything we needed for our stay in Bend to see family. Our dogs enjoyed the stay - nice backyard and a trail and dog park nearby!
Stephanie G. | Mar 2026
This place was perfect for a quick family visit. I felt safe and secure and I even enjoyed dinner at the clubhouse.
Kimari B. | Feb 2026
Downtown Bend vacation rental FAQ

Yes, 5 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. 16 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 the 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 problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Downtown Bend, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

Vacasa Guest Value Prop icon: 24-7
24/7 guest service
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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

Pacific Northwest   |   The Cascades   |   Central Oregon   |   Mt. Bachelor   |   Bend   |   Oregon
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