Top destinations for vacation rentals in Oregon

rom hip cities and award-winning cultural attractions, to lush evergreen forests and cobalt-blue lakes, Oregon is a state of incredible diversity. Choosing where to stay in Oregon will largely be determined by your itinerary. Whether you want to brewery-hop in Bend, attend Shakespeare productions in Ashland, or explore Crater Lake National Park, self-contained vacation rentals make it easy to discover the Beaver State.

Vacation home rentals in Portland, Oregon

A bastion for craft beer and tattooed bartenders, Portland prides itself on being North America's capital of cool. The city is brazenly hip, with artisan coffee roasters, colorful food trucks, and independent microbreweries popping up on every corner. There are vacation rentals in Portland, Oregon for every budget, from loft apartments in the Pearl District to Victorian cottages in Nob Hill.

Coos Bay vacation rentals

Coos Bay is a gateway to the Bay Area, where you'll find gems like Shore Acres State Park and the Oregon Dunes National Recreation Area. If ocean views and private beach access are on your wish list, browse luxury vacation rentals on the Oregon Coast. Gourmet kitchens make it easy to stock up on Coos Bay clams and prepare your own Pacific Northwest feast.

Gearhart, Oregon vacation rentals

With a characterful town center and blissful serenity, Gearhart is a quintessential Oregon beach town. Soak up rays on the beach or work your way through gift stores, antique emporiums, and galleries. The town is also a stone's throw from Gearhart Golf Links, one of the oldest courses in the Pacific Northwest. After a day on the green, unwind back at your private beach house.

Government Camp rentals

Set on the southern slopes of Mount Hood, Government Camp charms visitors with Bavarian-style architecture and cozy places to wine and dine. Government Camp vacation rentals are just 20-minutes from Mount Hood Meadows ski resort and offer everything you need for a winter break, including fireplaces, outdoor hot tubs, and well-equipped kitchens. Check into a snug log cabin or treat yourself to a luxury lodge surrounded by Ponderosa pines.

Vacation rentals in Ashland, Oregon

Ashland hosts the annual Oregon Shakespeare Festival, which lures Bard aficionados from across the country. There's historic accommodation to match, with Victorian cottages and Tudor townhouses on every corner. With sunny porches and flower-filled gardens, Ashland vacation rentals are perfect for brushing up on your favorite Shakespeare classics. A 20-minute drive away, vacation rentals in Medford, Oregon also offer easy access to Ashland and Jackson County.

Vacation rentals in Eugene, Oregon

Home to the University of Oregon, Eugene is fueled by local students. The city has shaped a slew of track-and-field legends, not to mention iconic sports brand, Nike. Whether you're attending a graduation ceremony or cheering on a track team, vacation rentals in Eugene offer everything you need for a comfortable stay. A 1-hour drive north, Salem is another university city with excellent Oregon rentals.

Vacation rentals in Sisters, Oregon

It's easy to fall head over heels for Sisters, a fun-loving town with gorgeous mountain scenery and year-round sunshine. Vacation rentals in Sisters put you within strolling distance of the main street, where Western-style buildings house boutiques, galleries, and gift stores. To the east, vacation rentals in Redmond, Oregon are an ideal base for exploring Smith Rock State Park. Many are pet-friendly so feel free to bring along Fido.

Black Butte Ranch rentals

Black Butte Ranch, a private resort community 10 miles from Sisters, is a signature Cascade Range destination. The popular Glaze Meadow Golf Course fills up fast so book your tee time in advance. Stunning mountain scenery makes Black Butte Ranch a coveted destination for weddings. Guests can check into modern condos, while bridal parties splurge on luxury Black Butte rentals.