Exceptional Bend, OR Vacation Rentals | TurnKey





Your safety is our priority.

At TurnKey, we continue to closely monitor updates regarding COVID-19, taking direction from both local health departments and national agencies in order to keep employees, guests, and homeowners safe.

Top Bend vacation rentals for large groups

Guest-favorite Bend vacation homes

New TurnKey homes in Bend

Bend Monthly Rentals & Extended Stays

Vacation homes near Bend attractions

Bachelor Ski & Sport
Bend Brewfest
Bend Brewing Company
Bend Golf Club
Broken Top Club
Deschutes Brewery Bend Public House
Deschutes Historical Museum
Deschutes River
Deschutes River Woods
Downtown Bend
Drake Park
High Desert Museum
Les Schwab Amphitheater
Mt. Bachelor Nordic Center
Mt. Bachelor Ski CLub
Old Bend
Old Mill District
Pageant Park
Pioneer Park
Riverbend Park
Snowblast Tubing Park
Southeast Bend
WorldMark Bend
All Bend Rentals

How to pick the perfect vacation rental in Bend, OR

Bend, Oregon offers a wide range of activities for visitors, from challenging ski slopes and multi-day kayaking trips to leisurely brewery tours. In fact, the city has earned a reputation as a craft beer hub in Oregon, which culminates in the annual three-day Bend Brewfest. Most of these activities are relatively close to one another, so you can easily try them all (though you shouldn’t drink too much the night before you hit the Deschutes River for a kayaking trip).

Follow these tips to help you pick the perfect Bend vacation rental for your travel plans.

  • Where to stay for the Bend Brewfest:If you love craft beer, you’ve come to the right place. The Bend Brewfest is a three-day festival held every August in the Old Mill District’s Les Schwab Amphitheater. More than 200 rare beers from various nano-breweries make an appearance at the Bend Brewfest, along with ciders and wine. Book a vacation rental in the Old Mill District, walking distance from the festival, and fill your glass to your heart’s content.
  • Where to stay to go kayaking and canoeing:Tumalo Creek Kayak & Canoe offers a variety of classes and guided tours for all skill levels. Beginners can try the Deschutes Fall Foliage Tour, which runs every Tuesday and Friday during the fall from 10 a.m. to 2 p.m. Seasoned kayakers can embark on the San Juan Kayaking Tour, a four-day trek with sea lion sighting by day and gourmet campfire meals by night. Book a vacation rental in the Old Mill District and get your kayaking or canoeing adventures started along the Deschutes River.
  • Where to stay to go skiing:Bend is home to Mt. Bachelor Ski Resort, the sixth-largest ski resort in the United States. Nestled in the Deschutes National Forest roughly 30 minutes west of downtown Bend, Mt. Bachelor has the standard skiing and snowboarding slopes, along with snow tubing, dog sledding, and a mountain bike park. Book a cozy winter condo near the Mt. Bachelor Ski Resort, and after you conquer “The Mountain,” take a lift ride to Pine Marten Lodge to enjoy dinner with a scenic view of the forest.
  • Where to stay to embark on the Bend Ale Trail:Bend has more breweries per capita than any other city in Oregon and has earned the nickname “Beer Town USA.” There’s no better way to sample these sips than on the Bend Ale Trail, a guided beer tour that stops at the town’s finest breweries. Each person is given a passport to get stamped at each brewery, and anybody who earns 10 or more stamps gets a prize at the end of the tour. The Bend Ale Trail mostly takes place downtown, so book a vacation rental near the Old Mill District to get started. While the whole thing is certainly walkable, participants can also conquer the trail by bike, bus, trolly, or horseback.
  • How to choose your Bend rental experience:If you’re set on exploring Bend’s robust craft beer scene, it’s safe to say you’ll want to find a condo or house within walking distance of the breweries in the Old Mill District. The same location also offers easy access to the Deschutes River, which hosts a variety of aquatic excursions. Avid skiers, however, should venture westward into the Deschutes National Forest and rent a cabin near the Mt. Bachelor Ski Resort, where they’ll find endless thrills on the slopes.

Bend Vacation Rentals Frequently Asked Questions

Companies like Airbnb and Vrbo operate listing websites that enable guests to research and book a vacation rental anywhere in the world. However, once a guest books the property, they need to work directly with either the homeowner, host or property manager any time they have questions or need assistance with booking or during their stay. This can be a challenge for some homeowners, particularly those who live far away from their vacation rental. TurnKey offers a consistent and reliable high-end experience, resulting in strong reviews, repeat bookings and more. TurnKey also has a local Bend team, 24/7 support and in-home technology to ensure an amazing vacation experience in every home, every stay, every time.

In response to the COVID-19 outbreak, TurnKey has enhanced its already extensive home cleaning standards and processes to further sanitize homes between each stay for our guests and owners. All TurnKey properties are equipped with our patented GuestWorks® cleaning system and verification technology, requiring professional housekeepers to follow a stringent set of cleaning standards, customized for each home, and confirm their use of COVID-19 fighting products, as identified by the Center for Biocide Chemistries. We have also emphasized effective hygiene practices and safety recommendations for our employees and housekeeping network in line with CDC guidelines. In addition, we have initiated the TurnKey Cares Relief Housing Program, offering thousands of homes for medical personnel and first-responders at complimentary or significantly discounted rates while they perform critical services to fight COVID-19.

Yes. Many TurnKey homes allow for special rates for extended stays, monthly stays or long-term stays. All our booking calendars are accurate and up-to-date, and will automatically reflect these discounted rates when you enter your desired check-in and checkout dates.

Yes! TurnKey has established the best network of professional house cleaners in Bend to ensure that our guests always arrive at an exceptionally clean home. Expect to find beds made with hotel-grade linens and bathrooms stocked with fresh towels and a complimentary starter set of toiletries.

Unlike many vacation rentals in the area, our local team and network of Bend house cleaners guarantee that you’ll never need to clean up at the end of your stay. Sometimes, especially during busy seasons, starting a load of towels or linens can help our house cleaners finish their clean more quickly. We certainly appreciate it when guests do this, but we do not require it.

TurnKey offers 24/7 guest support that you can contact at any time to make your stay more enjoyable. Paired with our local Bend team, we can respond quickly to any in-home help you might need.

All of TurnKey’s Bend vacation rentals are equipped with complimentary, reliable, high-speed WiFi so you can always stay connected.

Every TurnKey Bend vacation rental includes a fully-equipped kitchen where you can cook and prepare meals with your friends and family.

We’ve installed our proprietary digital locks on all Bend vacation rentals to offer our guests secure, keyless entry. Each code is time-sensitive, so you don’t have to worry about anyone else having access to the home while you’re there. Prior to check-in, you’ll receive arrival instructions with your custom code for easy, seamless access.

TurnKey carefully vets all of our homes, so you can be sure you’ll always stay in a premium vacation rental. We offer some of the most distinctive, unique vacation homes in all of Bend, backed by our exceptional home care and 24/7 guest service.

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