Bend Vacation Rentals

Compare 42 vacation rentals.
Home > USA > Oregon > Bend

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

housing_type_condo.jpg

Condo rentals

View 18 Condo rentals
housing_type_house.jpg

House rentals

View 15 House rentals
housing_type_studio.jpg

Studios

View 4 Studios

Popular amenities for Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
Night at the Inn
1 Bedroom | 2 Bath | Sleeps 4

Night at the Inn - Bend, OR

$75 avg / night
(excludes fees and taxes)
4.03 (31)
Seventh Mountain Getaway
1 Bedroom | 2 Bath | Sleeps 6

Seventh Mountain Getaway - Bend, OR

$103 avg / night
(excludes fees and taxes)
4.56 (54)
Tree Top Retreat
1 Bedroom | 1 Bath | Sleeps 5 (4 Adults Max)

Tree Top Retreat - Bend, OR

$81 avg / night
(excludes fees and taxes)
4.18 (39)
Seventh Mountain Resort Unit 713
3 Bedroom | 3 Bath | Sleeps 8 (6 Adults Max)

Seventh Mountain Resort Unit 713 - Bend, OR

$162 avg / night
(excludes fees and taxes)
4.11 (36)
Island Loop Way
1 Bedroom | 1 Bath | Sleeps 2

Island Loop Way - Bend, OR

$108 avg / night
(excludes fees and taxes)

View 37 more homes

Recent Bend guest reviews

Love the cleanliness, the decor, and it's stocked with everything you will need for a weekend at the mountain. Even had snow for our stay! Love the onsite bar and skating rink area and nice walking areas around the site. The only thing is the VERY loud heat register that sounds like a loud truck engine when on, and hard to talk or watch tv. Other than that, very enjoyable.
Julie T. | Feb 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
Great place. Had all the amenities that you could want. Great condo for a pet as the trail system is right outside the back door. I will definitely stay there again!
Brandon P. | Feb 2026
Bend vacation rental FAQ

Yes, 13 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. 274 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

9 best off-the-grid vacation spots for outdoor adventurers

Best romantic getaways in Oregon for every couple

10 best stargazing vacation spots in the U.S.

Top 14 must-visit Pacific Northwest destinations

10 best solo travel destinations in the U.S.

Getaway gift guide: Travel experience gifts for everyone

Best weekend getaways from Portland, Oregon