
Holiday rentals in Crooked River Ranch
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Top-rated holiday rentals in Crooked River Ranch
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Cozy Three Story Lookout Tower
Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Quiet central Oregon desert retreat with a view!
Bright and cheery cottage on five acres with a view! Bathrooms completely renovated in 2019 with tile and modern barn decor. Premium linens and duvets. Fully stocked kitchen with Nespresso machine. Gas BBQ on the deck! Relax in this extraordinary high desert setting or hike right out your front door. Located in a rural area 50 minutes north of Bend, between the Deschutes and Crooked Rivers, you will have access to climbing, fishing, kayaking. Come visit the craft breweries in nearby Redmond!

Smith Rock Hideout - Cascade mountain views
The Hideout is a cozy and convenient base camp for climbers, hikers, trail runners, digital nomads, and anyone wanting to relax and explore the beauty of Central Oregon. Just 8 minutes to Smith Rock! Take in the views of the Cascade mountains and farmland beyond while relaxing on the covered porch. The Hideout is my personal semi-rural retreat. While away, I’m happy to share it with outdoor enthusiasts who enjoy creature comforts after a day of getting after it outdoors. Longer stays welcome!

Smith Rock Gardens
You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

Pointe of Blessing with hot tub and canyon views
Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

Bend Country 4 BR/3 Bth, Amazing 9 Mt View, 9 acre
Plan your vacation getaway and escape the destination resorts at our quiet & peaceful lodge home retreat on 9 private acres just north of Bend, "in the country but not far away"; only 10 min. to restaurants & stores if you need anything. Relax while gazing at the amazing 9 Cascade Mts and overlooking a bend of the legendary Deschutes River. Enjoy some of the many Central OR area activities, Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, local Wineries & Micro Breweries, & more.

Smith Rock Contemporary
Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

Modern lofted guest house
Enjoy our recently completed lofted guest house. Just 3.7 miles from smith rocks and walking distance to Terrebonne restaurants, coffee and local grocery store. Centrally located, 15 min to the airport and just a 30 min drive to Bend. Our guest house has a fully stocked kitchenette ( NO OVEN) with a toaster oven/air fryer, and an induction cook top. Sit back and relax outside in the Adirondack chairs while drinking a Nespresso coffee. Wifi is provided as well as a Roku T.V and DVD.

Cabin on The Rim
Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

Canyon House, Crooked River Ranch
Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

Steelhead Falls Log Cabin
Enjoy a restful time in our waterfront log cabin along the Deschutes River. Location is perfect for watching wildlife, fly fishing, quiet relaxation, and has easy access to hiking and rock climbing at Smith Rock and Lake Billy Chinook. Steelhead Falls is a a short hike away. Bend and Sisters are near. Unfortunately, we cannot accommodate even small weddings. We recommend access to AWD vehicle with either chains or snow tires in winter. Dog friendly- sorry, no cats.

Comfy & Cozy!
Great place for a work-from-home alternative or get-away. Relax in a separate, quiet suite with dedicated, private entrance and parking. Enjoy the spacious 560 sq ft suite, with comfy queen bed, stocked kitchenette, large living area, and full bathroom. The essentials are here + more! With a stunning view of the Cascade Mountain Range, you can enjoy the beauty of a colorful sunset, and maybe see some wildlife! Only 5 minutes to Smith Rock, grocery, & restaurants.
Popular amenities for Crooked River Ranch holiday rentals
Stay near Crooked River Ranch's top sights
Other great holiday rentals in Crooked River Ranch

Fallen Snag Lodge next to Smith Rock State Park

Close to Smith Rock, Mountain View, Country Charm

Smith Rock Nest - Steps to the Park!

Canyon's edge log cabin with amazing views

Luxe 4BR/3BA • Smith Rock, 9 Peaks, Hot Tub, 10 Ac

The Stargazer Dome at Green Rock | Canyon Rim

Rock Ridge

Smith Rock Retreat- Two Units in One Listing!
Frequently Asked Questions
What are the best places to stay in Crooked River Ranch?
Vacation rentals in Crooked River Ranch and surrounding neighborhoods are often recommended for their scenic locations and easy access to outdoor recreation. Ranch-style homes and family-friendly properties are popular among visitors.
What are the best things to do in Crooked River Ranch with kids?
Families can explore playgrounds, picnic areas, and easy nature walks around Crooked River Ranch. Kid-friendly experiences like mini golf, wildlife watching, and community events are frequently suggested.
What are some of the best things to do in Crooked River Ranch?
Explore hiking trails around the canyon, play a round of golf at the Crooked River Ranch Golf Course, or relax at community parks. Many visitors also enjoy spotting wildlife and taking in panoramic views.
How is the weather in Crooked River Ranch?
Crooked River Ranch has cold winters, with temperatures around 25–44°F (-4–7°C), and warm, dry summers reaching 87–88°F (30–31°C). Spring and autumn bring milder weather, perfect for outdoor pursuits.
When is the best time to visit Crooked River Ranch?
Late spring through early fall is often recommended for outdoor activities, as temperatures range from 60–88°F (16–31°C), and rainfall is typically low. The area has pleasant weather and many community events during this period.
What are the best places to visit in Crooked River Ranch?
Crooked River Ranch has scenic canyon vistas, the Crooked River Ranch Golf Course, and community parks for outdoor gatherings. Wildlife viewing areas and lookout points are frequently suggested for memorable sights.
What are some hiking trails in Crooked River Ranch?
Hiking opportunities include canyon rim trails, nature walks through sagebrush landscapes, and paths within local parks. Many trails are suitable for a range of experience levels and showcase panoramic views.
What are some family activities we can do in Crooked River Ranch?
Families can enjoy mini golf, playgrounds, nature walks, and wildlife spotting in the ranch area. Community events and seasonal gatherings add to the family-friendly atmosphere around Crooked River Ranch.
What are some of the best day trip ideas from Crooked River Ranch?
Explore surrounding areas with opportunities for river rafting, small-town charm, or scenic viewpoints. Nearby state parks, local farms, and cultural sites are frequently suggested for a change of pace during your trip.
Are there any pet friendly accommodations available in Crooked River Ranch?
Many vacation rentals in Crooked River Ranch welcome pets, especially in neighborhood stays and ranch-style properties. Bringing your companion is often supported, though it helps to confirm details with your host before booking.
What are some local tips for visiting Crooked River Ranch?
Crooked River Ranch has a relaxed atmosphere, so consider packing comfortable clothing and sturdy shoes for outdoor exploration. Chat with locals for recommendations on hidden trails, and bring sunscreen, as sunny days are common during summer.
What is Crooked River Ranch known for?
Crooked River Ranch is known for its rugged landscapes, scenic canyon views, and outdoor recreation such as golfing and hiking. The area has a strong ranch heritage and community-centered events throughout the year.
What are the best hidden gems to explore in Crooked River Ranch?
Discover lesser-known hiking paths, scenic overlooks along the canyon, and quiet picnic spots tucked within community parks. Local shops and art displays around the ranch area are often enjoyed by those seeking unique finds.
What are the best foods to try in Crooked River Ranch?
Crooked River Ranch has homestyle American fare, locally sourced steaks, burgers, and fresh salads. Ranch-area restaurants often feature regional produce and craft beer options for a taste of local flavor.
What should I bring for a trip to Crooked River Ranch?
Pack layers for temperature changes, sturdy footwear for trails, sunscreen, and a reusable water bottle. Outdoor gear such as hats, sunglasses, and binoculars enhance the experience, especially if you're exploring the canyons.
What is the nightlife in Crooked River Ranch like?
Nightlife in Crooked River Ranch centers around casual venues, including local bars and family-friendly restaurants with occasional live music or events. The area has a laid-back vibe, making it easy to unwind after a day outdoors.
What are the most popular events or festivals in Crooked River Ranch?
Crooked River Ranch hosts community-led gatherings, including seasonal markets, summer golf tournaments, and holiday celebrations. Local events around Labor Day weekend and late spring are frequently suggested for visitors.
Are there family friendly vacation rentals in Crooked River Ranch?
Crooked River Ranch has many vacation rentals suitable for families, including homes with spacious yards and open layouts. Neighborhoods around the ranch are known for welcoming groups and children.





