Vacation rentals in Crooked River

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Top-rated vacation rentals in Crooked River

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
Home in Terrebonne
4.98 out of 5 average rating, 965 reviews

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!

Top guest favourite
Home in McKenzie Bridge
4.99 out of 5 average rating, 113 reviews

Wrens Nest, river, golf, fish, hike, raft, relax!

The Wren's Nest located in the magical Willamette National forest. Quiet Riverfront privacy, quality kitchen for that cozy home feel. Snuggle up on the couch or go enjoy nature. Relax on the wrap around deck while watching the Mckenzie river, lovely creek or stargazing! An acre of trees & wildlife provides a tranquil space any time of year. Nearby rafting, Tokatee golf, Mckenzie River trail, Belknap hot springs, Sahalie Falls, Clear Lake, Hoodoo ski resort, Loloma Lodge. Relax, this is a ReSet~

Guest favourite
A spacious deck is framed by a wooden pergola, featuring two individual chairs positioned for relaxation. Wide windows of the cottage allow natural light to fill the space, while the surrounding landscape reveals expansive views of native plants and shrubs, enhancing the overall tranquility.
Cottage in Terrebonne
4.9 out of 5 average rating, 330 reviews

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!

Top guest favourite
Home in Terrebonne
4.97 out of 5 average rating, 367 reviews

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.

Top guest favourite
A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.
Cabin in Culver
4.9 out of 5 average rating, 269 reviews

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.

Top guest favourite
A hot tub is illuminated with soft blue lighting against a twilight backdrop. The expansive sky transitions from deep blue to vibrant hues of orange and purple, hinting at nearby mountain silhouettes. A peaceful atmosphere is suggested, ideal for relaxation.
Home in Terrebonne
4.97 out of 5 average rating, 504 reviews

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.

Guest favourite
Large windows dominate the wall, offering a clear view of the Marsupial rock formations and the surrounding trees. A comfortable seating area features a sofa and a coffee table adorned with a decorative item, all illuminated by warm sunlight.
Home in Terrebonne
4.94 out of 5 average rating, 168 reviews

Fallen Snag Lodge next to Smith Rock State Park

One mile from Smith Rock State Park & 30 minutes from Bend, Fallen Snag Lodge will be your very own private nature preserve. A wrap around deck faces the Marsupial rock formations & Crooked river, with lounge chairs set to view hawks, turkey vultures & eagles during the day & for stargazing at night. Ideal for couples or a family wanting to get away from it all in a beautifully appointed, comfortable lodge set in central Oregon's magnificent high desert landscape.

Top guest favourite
Camper/RV in Terrebonne
4.97 out of 5 average rating, 152 reviews

Tin Can Ranch

Welcome to Tin Can Ranch! Kick your legs up and enjoy the sunset at Tin Can Ranch where your worries drop away like the leaves in Autumn! Our cozy Vintage Yellowstone "Tin Can" camper is nestled in it's own corner of our 5 acre property located in Terrebonne, OR just a 10 minute drive from Smith Rock State Park and within an hour of the very best outdoor adventures in Central Oregon! Next to the camper is the shower house/bathroom with an outdoor washing sink.

Guest favourite
Cabin in Bend
4.92 out of 5 average rating, 227 reviews

Eco cabin near Bend: sauna, spa, king bed, EV plug

Tucked away on a quiet acre in Three Rivers, our cabin is a cozy, eco-friendly basecamp for Central Oregon adventures. Soak in the hot tub after a day on the trails, warm up in the barrel sauna, or gather by the fire pit under the stars. Inside, you’ll find knotty pine, a full kitchen, WiFi, and thoughtful eco-friendly touches. 30 min to Bend and Mt. Bachelor, 15 min to Sunriver — and far from the noise.

Top guest favourite
Home in Terrebonne
4.93 out of 5 average rating, 175 reviews

Smith Rock Oasis w/ Hot Tub Steps to the Park

Welcome to The Spot at Smith Rock, a purposefully designed and thoughtfully appointed Scandinavian styled residence on six, breathtaking acres situated steps to Smith Rock. Step outside and into expansive and immersive 360 degree views of Smith Rock. Take it all in beside a campfire or on a starry night in the hot tub - enjoy a coffee, a cocktail or a meal surrounded by Smith Rock and the Crooked River.

Guest favourite
Tiny homes in Lane County
4.86 out of 5 average rating, 184 reviews

LUXE McKenzie River Tiny Haus | Whitewater Views!

Escape to a one-of-a-kind luxe tiny home overlooking the McKenzie River. Thoughtfully designed w/modern comforts, easy parking just off the Hwy. Immersed in nature, yet minutes from food, gas, shops. Relax by the firepit, BBQ, play cornhole or wander the private trail down to the rushing river's edge. Full Kitchen, Coffee, Cold AC, Hot Showers & HDTV for Streaming. Room to park Trailer, Boat, More.

Top guest favourite
Cabin in Rhododendron
4.82 out of 5 average rating, 106 reviews

Modern A-Frame - Hot Tub - Forest Escape

✨ Iconic Mt. Hood A-Frame with Hot Tub ✨ 🏔️ Floor-to-ceiling windows with forest views 🛏️ 2 queen bedrooms + loft sleeping area 🔥 Stone fireplace & mid-century vintage charm 💻 Laptop-friendly workspace with fast WiFi ♨️ Private hot tub under the trees 🐕 Pet-friendly ❄️ AC & heating for year-round comfort 🎿 Minutes to Mt. Hood trails & skiing. Private entrance.

Popular amenities for Crooked River vacation rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Jefferson County
  5. Crooked River