Redmond Vacation Rentals

Compare 7 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Redmond

Make Redmond your next getaway—choose from 7 great vacation rentals

Welcome to Redmond, the heart—literally, the geographical center—of Oregon. From your Redmond vacation rental you'll be right poised on the eastern side of the Cascade Range at an elevation of 3,077 feet. Redmond is located in the High Desert area of the state, a fact that makes Redmond's weather almost a reverse image of Portland's, a mere 143 miles to the north. Translation: Whether you're a hiker, a cyclist, a skier, or an angler, Redmond offers the perfect climate to make your visit fun and memorable any time of year.

Explore Redmond house rentals, chalets, cottages, and more


House rentals

View 4 House rentals


View 1 Chalets


View 1 Cottages

Redmond vacation rentals for every getaway

Dog-friendly Hot tub Internet
Cascade Canyon Home
2 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Cascade Canyon Home - Redmond, OR

$154 avg / night
Redmond Family Getaway
3 Bedroom | 2.5 Bath | Sleeps 6

Redmond Family Getaway - Redmond, OR

$170 avg / night
Kilnwood Retreat
3 Bedroom | 2.5 Bath | Sleeps 8

Kilnwood Retreat - Redmond, OR

$189 avg / night
Dogwood Charmer
2 Bedroom | 1 Bath | Sleeps 5 (4 Adults Max)

Dogwood Charmer - Redmond, OR

$139 avg / night
Big Blue
5 Bedroom | 2 Bath | Sleeps 10

Big Blue - Redmond, OR

$204 avg / night

View 2 more homes

Recent Redmond vacation rental reviews

This cabin perfectly fit our familes needs. It is located central to everything we enjoy about central Oregon. The hot tub was great after a day of skiing or tubing and the view out the back window in the morning was awesome.
Brian M. | Jan 2023
We were very pleased with our stay here. We had the maximum amount of people and there was plenty of room for everyone. This house was very clean and nicely updated which was great.
Rebecca P. | Dec 2022
Beverly H. | Dec 2022
Redmond vacation rental FAQ

Yes, 27 of our Redmond 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. 94 of our Redmond 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 Redmond 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 Redmond 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 Redmond, 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

When you pass under the town's signature "Welcome to Redmond" arch, you're entering small town America, and the city has made a considerable investment in preserving that iconic image. For instance, Centennial Park (opened in 2010) is the core of the city's civic renaissance. It's a pleasant space lined with flowers, trees, tables and chairs where you can sit on the lawn and kids can frolic in the splash park. History buffs can take the Heritage Walk, a walking tour of 29 commercial and residential buildings built between 1910 and 1941. Stroll through boutiques, antique shops, and galleries where local artists offer their works. Choose from dozens of local restaurants and try one of the craft brews at Cascade Lakes Brewing Company. In summer, head over to the Farmers Market in Centennial Square.

Redmond lays claim to one of the world's premier rock-climbing destinations: Smith Rock. With over 1,400 climbing routes, Smith Rock is situated on the banks of the Crooked River in a 651-acre state park. Those prone to vertigo can opt for a hike on Misery Ridge Trail, a 3.6 mile hike that loops around the headland's tip, climbs 900 feet to a gorgeous panoramic view, then takes you gently down the backside to where you started.

Cyclists will enjoy the crown jewel of Redmond's park system, the Dry Canyon Trail, a 250 acre park that also includes venues for tennis, soccer, baseball and skateboarding, and picnicking. For anglers, try and snag steelhead and rainbow trout in nearby lakes including Billy Chinook, Suttle, and Blue lakes, as well as the Ochoco, Haystack and Prineville reservoirs. Go rafting on the Deschutes River, or hiking at Tam Arthur Rim, Chimney Rock or Dillon Falls Trail.

Because of its Central Oregon, High Desert climate, Redmond has some of the driest powder in the Pacific Northwest. Skiers and snowboarders can hit the slopes 35 miles southwest of Redmond at Mount Bachelor or at Hoodoo Ski Bowl, 40 minutes to the west. Snowmobilers will find trails in nearby Deschutes, Ochoco, and Willamette National Forest.

The town of Bend is only 17 miles south for a fun day trip filled with brewery hopping, gallery browsing, and exploring Drake Park. And finally, in addition to the ice skating rink right in downtown Redmond, take the kids over to Operation Santa Claus two miles west of the city where you'll find a Christmas-themed working reindeer park with real reindeer. Summer or winter, enjoy the pleasant climate and great hospitality from your Redmond vacation rental, right in the heart of Oregon.