Destinations in Oregon

Oregon vacation rentals, Bend 1, Top Villas

About our Oregon vacation rentals

Whether you're planning to experience the mountainous great outdoors, or soak up some classic R and R along the dramatic coastline, our luxury vacation rentals in Oregon invite you to experience the most exhilarating side of this beautiful state.

Choose from woodland cabins with hot tubs perfect for fun group getaways, or scenic balcony retreats and ocean-view retreats, for taking things easy. Enjoy a hassle-free year-round vacation, with fully-equipped kitchen diners, cozy fireplaces and fire pits, alongside BBQs, garden games and more to effortlessly help optimize your seasonal break.

View of Mount Hood in Oregon

Things to do

  • View of Crater Lake National Park in Oregon
    Explore Crater Lake National Park
    Home to the deepest lake in the U.S., Crater Lake stuns with its vivid blue waters, scenic hiking trails, and boat tours to Wizard Island. In winter, the park transforms into a snowy wonderland perfect for cross-country skiing and snowshoeing.

  • Lake view across to Mount Hood in Oregon, things to do
    Adventure on Mount Hood
    Oregon’s tallest peak offers year-round fun, from skiing and snowboarding at Timberline Lodge to summer hiking and alpine lake exploration. Enjoy the views from the Hood Scenic Byway, or go fruit picking in the Hood River Valley.

  • View of Smith Rock State Park in Oregon, things to do
    Hike & Climb at Smith Rock State Park
    This high-desert gem is a world-class rock climbing destination, with stunning red rock formations and miles of scenic hiking trails. The Misery Ridge Trail rewards hikers with panoramic views of the Crooked River.

  • View of dramatic Oregon coastline, things to do
    Explore the Oregon Coast
    The rugged coastline is ideal for exploring tide pools, spotting whales, and strolling along scenic beaches like Cannon Beach and Pacific City. Drive along Highway 101 drive and soak up epic vistas, lighthouses, and quaint seaside towns.

  • Things to do in Oregon, Bend, watersports, river, tubing, sups, swimming
    Raft & Kayak the Deschutes River
    The Deschutes River is a paradise for whitewater rafting, kayaking, and fly fishing. The river also features scenic floating routes, making it a relaxing way to take in Oregon’s breathtaking high desert landscapes.

  • vineyard, wine tasting
    Visit the Willamette Valley Wine Country
    As one of the top Pinot Noir-producing regions in the world, the Willamette Valley is a must-visit for wine lovers. Rolling vineyards, charming tasting rooms, and farm-to-table dining make it a perfect destination!

  • Visit Multnomah Falls, Oregon things to do
    Discover the Columbia River Gorge & Visit Multnomah Falls
    The Historic Columbia River Highway offers a scenic drive through lush landscapes, perfect for hiking. Discover endless waterfalls, including the iconic Multnomah Falls, where visitors can hike up to the scenic Benson Bridge.

Luxury Vacation Rentals

Award winning portfolio of the best vacation homes and villas in the world’s top destinations

Travel Planners

Experienced vacation rental and villa experts to help you find the perfect home

Concierge & Support

Enjoy 5-star hotel concierge services and dedicated local support with every stay

Top Villas concierge services, Bend 4 in Oregon, sharing board

Oregon Concierge Services

Take your Oregon vacation to new heights of convenience and comfort, with our optional Concierge Services. From car hire, groceries, BBQ packs and babysitting to family equipment rental, boat hire, guided tours, private chefs and more, however your dream getaway in Oregon looks, Top Villas is here to make it a reality.

Oregon vacation rentals, Sunriver 7, Top Villas

Oregon Vacation Rentals with Hot tub

Whether you're exploring the nature trails or sandy shores, our collection of Oregon vacation rentals with hot tub or pool invite you to do so in style. Start the day with a refreshing dip in your pool, for a spa-style experience in the privacy of your vacation home. After an action-packed day exploring, enjoy a tempting soak in your scenic private hot tub.

Take in the sunset and switch on to full vacation mode, with your family and friends. Accompanied by firepits, BBQs, private outdoor space and all-weather games, unforgettable reunions are made with a Top Villas stay.

Book with Confidence

With over 100,000 happy guests every year, you can book your next stay with us with total confidence.

Condé Nast Traveler Logo
Forbes Logo
The Telegraph Logo
The Times Logo
Get travel tips and inspiration on our socials

Follow us to keep up to date with our latest homes and destinations