Oregon Vacation Rentals & Cabins

Compare 1,666 vacation rentals. Enter your trip dates to get started.
USA > Oregon

Make Oregon your next getaway—choose from 1,666 great vacation rentals

Rugged cliffs, long sandy beaches, snow-capped peaks, vineyard-covered hillsides, the sun-drenched high desert: we're not kidding when we say that Oregon really has it all. Whether you come for a weekend or stay for a lifetime, you'll never run out of beautiful places to explore... and with our incredible selection of Oregon vacation rentals, you'll always have a home-away-from-home waiting for you.

Explore Oregon house rentals, condo rentals, cabins, and more


House rentals

View 918 House rentals

Condo rentals

View 222 Condo rentals


View 118 Cabins

Oregon vacation rentals for every getaway

Dog-friendly Hot tub Internet
Deluxe Downtown Family Condo - Q21 #426 3D Tour
3 Bed | 2 Bath | Sleeps 8

Deluxe Downtown Family Condo - Q21 #426 - Portland, OR

From $211
Wall Street Retreat 3D Tour
4 Bed | 2 Bath | Sleeps 8

Wall Street Retreat - North Bend, OR

From $114
Apache Greens 3D Tour
2 Bed | 1.5 Bath | Sleeps 6

Apache Greens - Sisters, OR

From $114
Tina's Cottage 3D Tour
1 Bed | 1 Bath | Sleeps 2

Tina's Cottage - Dundee, OR

From $95
Sisters Tollgate Retreat with Hot Tub & WiFi 3D Tour
2 Bed | 2 Bath | Sleeps 6

Sisters Tollgate Retreat with Hot Tub & WiFi - Sisters, OR

From $150

View 1,661 more homes

Recent Oregon vacation rental reviews

Comfy bed, clean, cute little place and located in the heart of a busy district. Don’t book through VRBO, just go to Cacasa’s site. Save yourself the booking fee.
Carda M. | Aug 2021
Great space for adults, kids, and dogs.
Jason C. | Jul 2021
This is a lovely large home in a wonderful setting on the gold course with access to everything the community and surrounding area has to offer. Appliances, furnishings and beds are all first rate and work well. Some basic kitchen needs were lacking (salt, pepper, tin foil, plastic wrap, etc. More problematic was the misleading information we received about access to the amenities at the community center such as bikes, canoes, etc. When members o f our party tried to use them we were told that only the swimming pool was free for VACASA renters and the VACASA had frequently misrepresented this to renters. As I was hosting these relatives as my guest, I found this quite embarrassing. This needs to be clarified for future guests.
Michael G. | Jul 2021

Book confidently. Stay comfortably.

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

Explore the Oregon Coast, Mt. Hood, and the Columbia River Gorge

Cook freshly caught crab, wander bustling boardwalks, or simply relax in a luxurious oceanfront hot tub when you stay at an Oregon Coast vacation rental. There are 363 miles of public coastline to explore, from charming Astoria to beautiful Bandon, along with endless hiking trails, surfing spots, winding rivers, inland lakes, windswept dunes, and unbelievable vistas. Head further east to a cozy Mt. Hood cabin for an adventure-packed weekend of skiing and snowboarding in the winter, and wildflower-studded hikes in the summer. Just to the north of Mt. Hood, the jaw-dropping Columbia River Gorge awaits: tour the waterfalls, take a windsurfing lesson in Hood River, or visit the fruit stands dotted along the rolling hillsides.

Plan a vacation in Oregon Wine Country or Deschutes County

To the south, a week's worth of friendly wineries serving world-class pinots and chardonnays await in the lush Willamette Valley, and a Eugene vacation rental puts you within easy reach of both the beautiful countryside and all the buzz of this eclectic college town. Once you traverse across the Cascade Mountains into Central Oregon, the landscape changes: towering Douglas firs are replaced with scruffy Ponderosa pines, and the sun shines 300 days a year. Here, nationally renowned golf courses, mountain climbing, horseback rides, whitewater rafting, and outdoor adventures of all kinds await - along with family-friendly resorts like Sunriver and an amazing craft beer scene in lively Bend.

You can rarely predict what adventures an Oregon vacation will bring, but one thing's for sure - you'll never forget your time in this unique, diverse, unbelievably beautiful state.

Discover Oregon

Vacasa Dogs’ Favorite Pet-Friendly Vacation Rentals on the Oregon Coast

Cozy Up in These 9 Romantic Oregon Vacation Homes

Plan your Oregon Wine Country Vacation

Stay at One of These Striking A-Frame Cabin Rentals