Redmond Vacation Rentals

Compare 5 vacation rentals. Enter your trip dates to get started.
USA > Oregon > Redmond

Make Redmond your next getaway—choose from 5 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, apartments, and more


House rentals

View 4 House rentals


View 1 Apartments

Redmond vacation rentals for every getaway

Dog-friendly Hot tub Internet
Dogwood Charmer
2 Bedroom | 1 Bath | Sleeps 5 (4 Adults Max)

Dogwood Charmer - Redmond, OR

$152 avg / night
Downtown Redmond Luxury
1 Bedroom | 1 Bath | Sleeps 3 (2 Adults Max)

Downtown Redmond Luxury - Redmond, OR

$141 avg / night
Cascade Canyon Home
2 Bedroom | 2 Bath | Sleeps 6 (4 Adults Max)

Cascade Canyon Home - Redmond, OR

$169 avg / night
Kilnwood  Retreat
3 Bedroom | 2.5 Bath | Sleeps 8

Kilnwood Retreat - Redmond, OR

$246 avg / night
Twisted Tree
3 Bedroom | 2 Bath | Sleeps 8

Twisted Tree - Redmond, OR

$213 avg / night

View 0 more homes

Recent Redmond vacation rental reviews

The place was extremely well maintained and welcoming. The bed was one of the most comfortable beds we have ever rested in. This was a trip for my wife and I to rest, and it worked! We walked into town a couple of times a day, just a few blocks to downtown. It is as quiet as a neighborhood unit can be that's only a few blocks from downtown. The few vehicles we heard and the train were expected and not distracting, we kept the windows open the whole time and were just fine with it (we live in the mountains where the only noise we typically hear are our chickens and children...). I would 100% recommend this as a place to get away and relax.
Todd K. | Jun 2022
Would definitely stay again.
Scott C. | May 2022
This was an amazing property. Was soo clean and very private which is something not many vacation rentals can provide! 10/10 would recommend!
Jordan K. | May 2022

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.