Bend Vacation Rentals

Compare 39 vacation rentals.
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Make Bend your next getaway

Located on the sunny side of the Cascade Mountains, Bend, Oregon is a high-desert adventure town packed with natural beauty, a thriving craft beer scene, and year-round things to do. What started as a quiet logging town has grown into one of the Pacific Northwest’s most popular destinations for outdoor lovers, foodies, remote workers, and families. Whether you’re here to summit trails, float rivers, or explore downtown on foot, Bend makes it easy to find your pace.

Top Bend property types

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Condo rentals

View 18 Condo rentals
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House rentals

View 12 House rentals
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Studios

View 4 Studios

Popular amenities for Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
Seventh Mountain Getaway
1 Bedroom | 2 Bath | Sleeps 6

Seventh Mountain Getaway - Bend, OR

$109 avg / night
(excludes fees and taxes)
4.6 (50)
Night at the Inn
1 Bedroom | 2 Bath | Sleeps 4

Night at the Inn - Bend, OR

$79 avg / night
(excludes fees and taxes)
4.03 (30)
Tree Top Retreat
1 Bedroom | 1 Bath | Sleeps 5 (4 Adults Max)

Tree Top Retreat - Bend, OR

$84 avg / night
(excludes fees and taxes)
4.16 (37)
River Ridge 321A - Mount Bachelor Village Resort
1 Bedroom | 1 Bath | Sleeps 2

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

$113 avg / night
(excludes fees and taxes)
4.75 (12)
Bend Bliss
1 Bedroom | 1.5 Bath | Sleeps 2

Bend Bliss - Bend, OR

$62 avg / night
(excludes fees and taxes)
4.75 (24)

View 34 more homes

Recent Bend guest reviews

Extremely easy access to the property and very straightforward instructions for everything. I loved it and enjoyed walking on the trails and taking in the beauty of the property.
Lynn B. | Dec 2025
From the time we arrived we loved this home. It was cleaned really well, seating and space was ample and location was the perfect spot. There were 11 of us and we didn’t feel like we were on top of each other. We had a couple of questions and the response was so quick, especially during the holiday. We are going to try and book this as part of our yearly Thanksgiving Tradition.
Katherine P. | Dec 2025
The property was extremely clean and located within walking distance to restaurants and coffee shops. The beds were comfortable and the furniture was well taken care of. I would recommend this property and will book it again during our next visit to Bend!
Robert F. | Nov 2025
Bend vacation rental FAQ

Yes, 11 of our 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. 291 of our 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 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 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 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

Why visit Bend, OR?

Bend offers a rare mix: small-town charm with big playground energy. Between the Deschutes River, Mount Bachelor, and more than 300 days of sunshine a year, the region is designed for travelers who crave wide-open space, epic nature, and modern comfort. You’ll find miles of hiking and biking trails, breweries on every corner, and clear mountain air that makes every moment feel a little more alive. 

It’s also incredibly livable whether you're in town for a week or working remotely for the season, Bend invites you to settle in.

What to expect by season

Winter (December–March)

Spring (April–May)

Summer (June–August)

Fall (September–November)

Things to do in Bend, Oregon

Where to stay in Bend

Bend vacation rentals range from downtown lofts and riverside cottages to modern homes near trail systems or the slopes. Popular neighborhoods include Westside (walkable to restaurants and breweries), the Old Mill area (great river access), and quiet mountain-view communities perfect for longer remote stays. Whether you’re planning a weekend ski trip, a family hiking escape, or a peaceful writing retreat, Bend has rentals that match your travel style.

A Northwest town with year-round soul

Bend is more than just trails and trees it’s an experience built around balance. One minute you’re wading into a cold mountain stream, the next you’re enjoying a curated meal or sipping a local IPA by a fire. Whether you’re chasing outdoor adrenaline or staying put in a cabin with a view, Bend delivers the best parts of Central Oregon with soul, style, and scenery to spare.

Bend travel inspiration

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