The Best Vacation Rentals to Book in Oregon

Bend is the adventure capital of Oregon, home to deep powder in the winter and plenty of high desert beauty in the summer. At this quiet retreat, you’ve got four bedrooms that can sleep up to 10 people, and you’re just minutes away from hiking, boating and all the aquatic activities along the Deschutes River, eastern Oregon’s top attraction. Fort Rock Park and the Sunriver Nature and Sunriver Aquatic centers are also within walking distance.

This nifty, wood-clad cabin gives you access to Mt Bachelor Ski Resort and Sunriver Golf Course in Bend, as well as the nearby Sunriver Recreation Center and the unique Lava Cave. The two-level condo features a spacious kitchen and country lodge-style furniture and decor, plus there is a fitness center, tennis court and library available to guests at the adjoining Sunriver Resort.

You’ll have everything you could possibly need at this vast, 20-acre (8ha) holiday home set amid the pines. Complete with five bedrooms, two ponds, a greenhouse and a hot tub, the property sleeps up to 20 people. Bring your whole family or school group, and explore all the nearby attractions like rock climbing at Smith Rock State Park, hiking in the Cascades or exploring charming little Sisters, just 4mi (6.4km) down the road.

At this 3,000sqft (279sqm) home in Waldport, huge windows, vaulted ceilings and multiple decks – including one with a hot tub – enable you to drink in the fabulous ocean views. The two-level home has three bedrooms plus a bonus room with a sofa bed and a Murphy bed in the entry, should you want to bring extra guests along. You’re seconds from the sands of Wakonda Beach, and Newport is just 20 minutes down the road.

Combine natural coastal beauty with city life at this modern beach cottage. Sleep upstairs in the two-bedroom suites and dine in the cozy nook downstairs, complete with a stainless steel gas range. The rest of the time, the sunken hot tub, exercise room and seasonal swimming pool will keep you occupied. With immediate access to the beach and park playground across the way, and shopping at Lincoln City Outlets less than five minutes’ drive away, you’ll never get bored.

This beautiful, three-bedroom, luxury home on Rockaway Beach comes with coffered ceilings, inset lighting, a farmhouse sink, an electric ceramic range and a patio with a fire pit set in woodlands right off the coast. One bedroom has a pair of bunk beds for the youngsters, while the master bedroom features a walk-in shower. Be sure to take the classic steam train ride that runs from Rockaway Beach down to Garibaldi along a scenic stretch of Oregon coast.

Settle into a hot tub overlooking the gorgeous expanse of Beverly Beach at this stunning three-bedroom home. It’s all about the scenery at Colby’s Run: the property has floor-to-ceiling, ocean-view windows looking all the way to Cape Foulweather to the north and Yaquina Head Lighthouse to the south. Even the kitchen sink overlooks the ocean, making dishwashing an inviting chore. Other distinct features include leather furnishings, a telescope and a fenced yard, so you can even bring your pets.

You’ll feel like royalty at this massive home estate. Sitting on 28 acres (11ha) of pristine oceanfront coastline, the grand, 10,000sqft (929sqm) property is built from Canadian old growth logs. The main house has four bedrooms and features a river rock fireplace and 35ft (10.6m) ceilings. Additionally, there is a gazebo, guesthouse, pond, two barns and even a private helipad for VIP access. This is Oregon luxury at its finest, and of course the pretty Ophir Beach is just a short walk away.

It’s not only sand dollars that you’ll find in lovely Pacific City. This contemporary three-bedroom home has a games room with ping pong and foosball tables, a loft with a futon sofa for your guests, a backyard hot tub and wood deck, a fireplace, a fully equipped kitchen and a Craftsman-style oak dining table. When you stay here, you’ll also enjoy walking access to miles of Pacific City beach, while the Pelican Pub down the road will take care of you when you don’t feel like cooking.