Bend Vacation Rentals

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USA > Oregon > Bend

Make Bend your next getaway—choose from 71 great vacation rentals

With Mt. Bachelor just twenty minutes away, the Deschutes River winding past, and a slew of award-winning restaurants and breweries to visit, Bend has become one of the most popular vacation destinations in Central Oregon for a very good reason. And whether you seek a cozy vacation cabin for two or a spacious dog-friendly retreat for a family reunion, we have the perfect vacation rental for your next getaway!

Explore Bend house rentals, condo rentals, duplexes, and more

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House rentals

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Condo rentals

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Duplexes

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Bend vacation rentals for every getaway

Popular
Dog-friendly Hot tub Internet
Tree Top Retreat
1 Bedroom | 1 Bath | Sleeps 5 (4 Adults Max)

Tree Top Retreat - Bend, OR

$157 avg / night
Seventh Heaven
1 Bedroom | 2 Bath | Sleeps 4

Seventh Heaven - Bend, OR

$157 avg / night
Deschutes Riverside Escape
0 Bedroom | 1 Bath | Sleeps 2

Deschutes Riverside Escape - Bend, OR

$126 avg / night
Seventh Mountain Luxury
1 Bedroom | 1 Bath | Sleeps 4

Seventh Mountain Luxury - Bend, OR

$158 avg / night
Deschutes Delight
1 Bedroom | 1 Bath | Sleeps 4

Deschutes Delight - Bend, OR

$151 avg / night

View 66 more homes

Recent Bend vacation rental reviews

This condo and the resort were very comfortable. Had sisters visiting from KS so we headed to Bend area for a new experience. The location was convenient, resort was nice and quiet and condo was setup very nicely for as comfortable stay. We didn’t use the pool or the restaurant but like having them as an option. Would stay here again in a heartbeat or recommend to others. My family also concurs it was very nice place.
Patricia A. | Aug 2022
This was a great priced, small, simple, convenient place to stay in bend!
WENDI S. | Aug 2022
This home was so clean and well cared for. It’s also a perfect distance from all that Bend has to offer. I would absolutely recommend this place to anyone and everyone looking for a clean, updated and overall great place to stay.
Ryan W. | Aug 2022
Bend Frequently Asked Questions

Yes, 162 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. 440 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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Bend, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning

Where is Bend, OR?

Tucked between Redmond, OR to the north and the beautiful resort area of Sunriver to the south, our Bend vacation rentals and cabins put you within easy reach of many Central Oregon highlights - including gorgeous Smith Rock in Terrebonne! Bend offers all of the highlights of the Pacific Northwest (outdoor recreation, amazing beer, locally-sourced cuisine), plus 300 days of sunshine for a true year-round destination. 

Outdoor activities in Bend, OR

Of course, many visitors come to explore Mt. Bachelor: skiing, snowboarding, snowshoeing, and cross-country skiing opportunities are everywhere in the winter, with amazing mountain biking and hiking trails in the late summer.

The Deschutes River winds through the city, offering a beautiful riverside trail for biking and jogging in the summer and snowshoeing in the winter. Get to know the river a little better by kayak, or book a guided trip on a whitewater raft or with a fly-fishing pole in hand. For even more adventure, try your hand at rock climbing, or head underground on a caving expedition. There are numerous golf courses to choose from, and miles of trails of varying difficulty to keep all cyclists happy.

Things to do in Bend, OR

All that exercise works up quite an appetite, and Bend is ready for you! Your options range from fine dining to homespun cafes, but you might pass them all by in favor of the wonderful brewpubs that have sprung up over the last decade. The city even offers an atlas and passport as you explore the Bend Ale Trail.

Staying in a Bend vacation cabin rental is a wonderful way to experience this unique Central Oregon city. Sip your morning coffee on your cozy front porch, or stroll downtown to a local cafe for a cappuccino. Stock up on the freshest, most local groceries at the seasonal farmers' market, and enjoy Oregon's bounty in the comfort of your own kitchen. Several of our vacation rentals have cozy fireplaces for chilly winter nights, and a few offer pet-friendly accommodations for a very dog-friendly town.

The downtown area and the Old Mill District, a former industrial zone turned entertainment area, are prime destinations for shopping and dining.

Day trips from Bend, OR

If you feel like exploring a bit, the nearby town of Sisters is only 20 miles north. Home of the Annual Sisters Rodeo in June, this old-fashioned town has a real Western vibe with shops, galleries, and restaurants. Just 26 miles north of Bend, visit Smith Rock State Park in Terrebonne. For what it lacks in size, this small state park doesn't hold back in breathtaking beauty.

Whether your plans take you to the top of Mt. Bachelor or just to the brewery around the corner, you'll thoroughly enjoy coming back to your cozy Bend vacation rental.