Bend Vacation Rentals

Compare 56 vacation rentals.
USA > Oregon > Bend

Make Bend your next getaway

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, townhouses, and more

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House rentals

View 27 House rentals
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Condo rentals

View 17 Condo rentals
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Townhouses

View 6 Townhouses

Popular amenities for Bend vacation rentals

Popular
Dog-friendly Hot tub Internet
Downtown Bend Condo
2 Bedroom | 2 Bath | Sleeps 6

Downtown Bend Condo - Bend, OR

$175 avg / night
Bend Golf & Country Club Home
4 Bedroom | 2.5 Bath | Sleeps 12

Bend Golf & Country Club Home - Bend, OR

$365 avg / night
Around the Bend
3 Bedroom | 2.5 Bath | Sleeps 8

Around the Bend - Bend, OR

$253 avg / night
St. Helens House
1 Bedroom | 1 Bath | Sleeps 4

St. Helens House - Bend, OR

$169 avg / night
Night at the Inn
1 Bedroom | 2 Bath | Sleeps 4

Night at the Inn - Bend, OR

$146 avg / night

View 51 more homes

Recent Bend guest reviews

We loved this condo in Broken Top! It was a beautiful and peaceful location that was perfect for bringing our dog. Plenty of space for us with our dog. Also, for being dog-friendly, the condo was immaculate and incredibly clean. The location was fantastic as we were never more than 5-10 minutes away from anywhere we wanted to go. Perfect place for a couple visiting Bend!
Kris M. | May 2024
This was perfect for a girl's weekend getaway with my daughters. The location is close to many activities and shopping but with all of the trees and beautiful grounds it feels like you are much more remote. The condo had all that we needed and was well layed out and lovely, just as pictured. We would definitely stay here again, thank you.
Sarah L. | May 2024
Perfect for a weekend get away. Very clean and inviting. Appliances were a little dirty so we had to wash them first, bed was hard as a rock. But over all it was in a nice location
Taylor H. | May 2024
Bend vacation rental FAQ

Yes, 122 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. 382 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.

Bend, OR travel inspiration

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