The Hummingbird Garden in Hood River from Plum Guide

With summer break on the horizon and sunny days ahead, you may be feeling ready to trade in the city for one of Oregon’s breathtaking destinations. Relax, put your feet up, and enjoy the Northwest sunshine in one of these 10 must-see Oregon destinations—featuring some of the state’s most unique vacation property rentals from VRBO, TripAdvisor, and Plum Guide.

Beachfront Luxury in Tillamook County

Enjoy beautiful views of the Pacific Ocean in this 2 bed, 2 bath Tillamook County home that sleeps 4. If you’re ready to get out of the city and take in some breathtaking sunsets on Oregon’s Neskowin Beach coast, this is the spot for you.

The Big Pink House Villa in Eugene

If a large professional-grade kitchen and a view of Autzen Stadium are more your speed when it comes to a vacation residence, check out the Big Pink House Villa in Eugene. Just blocks from the University of Oregon, this 6-bedroom villa has 5 bathrooms and sleeps 11—the ultimate getaway for catching the game.

The Engle House Luxurious Villa and Event Space in Oregon Wine Country

This 6,200 square foot Mediterranean Villa has 4 bedrooms, 6 bathrooms, and sleeps 8 people. In the heart of Oregon wine country, this rental overlooks the pastures and vineyards of Douglas County and is the ideal place to celebrate a birthday, anniversary, or holiday.

A River Haven on the McKenzie River

You can’t get any closer to the river than this rental. With 2 bedrooms and 2 bathrooms, it comfortably sleeps 6 and offers excellent views of the rushing water as well as nearby hiking, horseback riding, golf, fishing, and white water rafting tours. Leave your busy schedule behind and indulge in a summer by the river.

Whitewater Oceanview Villa in Newport

Wake up to the sound of ocean waves and end the evening in the covered hot tub at the Whitewater Oceanview Villa on Oregon’s Newport Coast. This home has 4 bedrooms, 4 bathrooms, and sleeps 14—and comes with a secret game room and high-screen movie projector.

Raintree Golf Estate in Deschutes County

Take advantage of life on the green with over 130 yards of golf holes, swimming, canoeing, and an outdoor fireplace. This 5,000 square foot estate has 7 bedrooms and 7 bathrooms, and offers a surrounding view of the pond from the second-floor porch.

The Hummingbird Garden in Hood River

Head to The Hummingbird Garden in Hood River and fall in love with Oregon’s green and luscious summers. This meticulously curated home has 2 bedrooms, 2 bathrooms, and sleeps 6 people. It has vaulted wooden ceilings, an outdoor hot tub, a fire pit for enjoying on warm evenings, and a wood-burning stove for the cooler ones.

Casa Del Sol in Curry County

Soak up the sun from the patio of a Spanish-style villa located only 10 minutes from Nesika Beach. Casa Del Sol has 2 bedrooms, 2 bathrooms, and sleeps up to 6 people, with a private hot tub, gas fireplace, and ocean views from almost every room. It’s perfect for a relaxing birthday vacation or a romantic trip for two.

Project Timberwolf in Portland’s Northwest Heights

Experience a luxury staycation in this contemporary house designed by the architects of the Cullen home in the Twilight movies. This 3 bedroom, 3 bathroom rental sleeps 8 and is located high up on the edge of Forest Park—with views of the Willamette Valley and Oregon Coast range on a clear day.

Project Timberwolf in Portland’s Northwest Heights from Plum Guide

A Private Cabin on Boone’s Lake

For a true summertime cabin experience in the Oregon wilderness, stay at this 2,000 square foot 3 bedroom, 2 bathroom home that sleeps up to 12. Enjoy fishing fresh bass straight out of the private backyard Legacy Lake and stargaze with your friends and family on the sprawling back deck.

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