Downtown Bend Vacation Rentals

Compare 27 vacation rentals.
An error was detected and reported for this component.
USA > Oregon > Downtown Bend

Make Downtown Bend your next getaway

Explore our Downtown Bend vacation rentals & condos

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

housing_type_house.jpg

House rentals

View 11 House rentals
housing_type_condo.jpg

Condo rentals

View 5 Condo rentals
housing_type_townhouse.jpg

Townhouses

View 5 Townhouses

Popular amenities for Downtown Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$135 avg / night
4.08 (37)
Ponderosa Views
1 Bedroom | 1 Bath | Sleeps 4

Ponderosa Views - Bend, OR

$154 avg / night
4.57 (63)
Lavender Hollow
3 Bedroom | 2 Bath | Sleeps 8

Lavender Hollow - Bend, OR

$260 avg / night
5.0 (7)
River Ridge 321A - Mount Bachelor Village Resort
1 Bedroom | 1 Bath | Sleeps 2

River Ridge 321A - Mount Bachelor Village Resort - Bend, OR

$160 avg / night
5.0 (3)
Perfectly Placed Plum Cottage
3 Bedroom | 2 Bath | Sleeps 8

Perfectly Placed Plum Cottage - Bend, OR

$322 avg / night
4.56 (79)

View 22 more homes

Browse more vacation rental amenities in Downtown Bend

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

Recent Downtown Bend guest reviews

Location was great
Michelle M. | Apr 2025
This unit was in great spot for both skiing and hiking. We could bird right off the back porch. Hot tub was bonus. The kitchen was good for cooking breakfast and dinners though the cabinets showed their age. Bed was comfy and we could open the window and listen to the river. The tub in the bathroom was deep so getting in and out was not easy.
Harry S. | Apr 2025
We loved our stay so much! The house is large and bright with plenty of space for all of us to spread out. Everything has been newly updated. The pool was the highlight for our kids. They spent so much time in the pool and it was heated to perfection. We loved being able to bring our dogs as well, and appreciated the fenced in yard. It's an easy walk to a beautiful dog park in Discovery Park. It was a quick drive to get anywhere we wanted. We will definitely be coming back again.
Carrie W. | Mar 2025
Downtown Bend vacation rental FAQ

Yes, 13 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. 27 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
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!

Nearby destinations

The Cascades   |   Central Oregon   |   Mt. Bachelor   |   Bend   |   Oregon
Show more  
Su
Mo
Tu
We
Th
Fr
Sa
30
31
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
1
2
3