What to See:
A Bend vacation gives visitors the chance to experience four seasons of adventure! iTrip Vacations Bend manages rentals near snow-capped mountains, rivers, hiking and biking trails, golf courses, and more.
Named among Outside Magazine's 50 Trips of a Lifetime, Bend offers a mountain retreat complete with a vibrant downtown and friendly locals. No matter what time of year, the area's landscape welcomes guests to enjoy the great outdoors and small-town culture.
Winter brings an average of 30 feet of snow to the mountains surrounding Bend. Ski and snowboard at Mt. Bachelor Ski Resort, go dog-sledding, rent snowmobiles and fatbikes, and take guided snowshoe tours. Snow bunnies can also sled and tube, ice skate, and plan carriage and sleigh rides. As an added perk, kids under 12 ski free in Bend, making this a must for family ski vacations.
In the summer, mild temperatures and cool mountain breezes provide the perfect weather for playing outside. See the area while biking, fishing, golfing, hiking, paddleboarding and rock climbing. Deschutes National Forest and Deschutes River offer plenty of places to roam on and off the water. The Cascade Lake Highway weaves 80 miles past 14 alpine lakes, serving as paradise for anglers and water lovers. Central Oregon also features some of the finest fly fishing venues in the world and several of the best golf courses in the Pacific Northwest. Other recreational sites include Newberry National Volcanic Monument, Tumalo Falls and Lava River Cave.
Downtown Bend and the Old Mill District - both situated on the Deschutes River - have boutiques, local dining, trails and art shows. Browse over 50 independently owned retailers selling everything from antiques and clothing to gear and jewelry. Sample favorite dishes at area restaurants, or take a Bend food tour to experience popular hot spots. Besides renowned Deschutes Brewery, the city is home to dozens of craft brewers, distilleries and wine tasting options. The Bend Ale Trail is one of the largest beer trails in the West. To see big names in music and entertainment, check out the lineup at Les Schwab Amphitheater, which hosts outdoor concerts in summer and fall.
Families find several activities tailored to their interests. Spend time at High Desert Museum to learn about art, history and wildlife. Visitors can swim, float the Deschutes River, wakeboard at Bend Whitewater Park, and splash at SHARC Aquatic and Recreation Center in nearby Sunriver.
Sunriver Resort, located only 12 miles south of Bend, features world-class golf, 30-plus miles of paved trails, water recreation activities, horseback riding, spas, restaurants and vacation rentals situated near all the fun. Additionally, Bend has roller skating and ice skating rinks, escape room games, a trampoline park, and fun center with arcade, bumper cars, go karts, and mini golf.
Those who book a Bend vacation rental also have access to many year-round festivals celebrating art, beer, food, local crafts, music and seasonal events. Visitors can participate in marathons, cycling races, sports tournaments, pet parades, holiday festivities and other events that unite the community.
Gear up for endless excitement! Browse Bend vacation rentals and start planning.
What to See:
Our Portland vacation rentals give you the chance to visit one of the best cities in the U.S., according to Travel + Leisure! iTrip Vacations manages vacation rentals in Portland, including the suburbs of Beaverton, Dundee, Lake Oswego, Newberg, Tigard and Tualatin.
As Oregon's largest city, Portland welcomes visitors to experience exciting attractions and off-the-beaten-path escapes. Portland sits on the Columbia and Willamette rivers with Mount Hood serving as a scenic backdrop, and the Pacific Ocean is less than two hours away. Its location provides opportunities for outdoor recreation, which vacationers can try on their own or with a group.
Start with a trip to the area's natural attractions. The city houses dozens of parks where visitors bike, hike, walk, play disc golf and relax. In addition, expansive gardens beckon nature lovers, with top sites such as International Rose Test Garden, Portland Japanese Garden, Lan Su Garden and Washington Park.
Families and animal lovers can't miss the Oregon Zoo, which cares for over 1,800 animals and offers special exhibits. Kids also enjoy hands-on exhibits at the Oregon Museum of Science and Industry and The Children's Museum. Other sites of interest include: Portland Art Museum, Pittock Mansion, St. Johns Bridge, The Grotto and Pinoeer Courthouse Square.
Additionally, sports fans find action-packed events as the city hosts the NBA Portland Trailblazers, soccer's Portland Timbers and Thorns, as well as a roller derby, summer college baseball, WHL hockey, and racing at the Portland International Speedway.
The great outdoors aren't the only reason to vacation in Portland. The city also has a thriving arts culture that ranks among the best in the U.S. Its vibrant music scene showcases a diverse collection of bluegrass, classic, indie rock, jazz, punk and more. Catch a show at a local venue, or attend the area's festivals that celebrate good tunes and vibes. Don't miss the Portland Jazz Festival, Soul'd Out Music Fest and Waterfront Blues Festival, to name a few.
Foodies also can't help but flock to Portland, which features award-winning dining and quirky dives. From local restaurants and coffee shops to a raved-about wine industry, Portland offers rich flavors. Sample handmade favorites at 600-plus food trucks, enjoy freshness at farm-to-table restaurants or dine at one of the city's hot spots. With over 4,000 restaurants, vacationers never go hungry in Portland.
Drive south to Willamette Valley for wine tours and locally made selections from area growers. Visitors enjoy quick proximity to four wineries in nearby Washington County, all offering different varieties, tours and tastings. Most wineries are located less than 45 minutes from the city and provide a scenic retreat.
Want to take a piece of Portland home? Browse shopping districts full of boutiques, international retailers, art galleries and outlet stores. Downtown Portland - the city's retail core - offers both big-box and small shops selling everything from the latest fashions to souvenirs. One top spot in downtown Portland is Pearl District, home to shops, galleries, restaurants and services, all situated among family-friendly parks. As an added bonus, there's no sales tax in Portland.
We look forward to seeing you! Book your Portland vacation rental.
Own a vacation rental in the Portland area? Check out our full-service property management program.