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Holiday rentals in Crescent

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Top-rated holiday rentals in Crescent

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Guest favourite
The A-frame cabin is framed by tall pine trees, showcasing a modern black exterior. Large windows reflect the surrounding forest, while a wooden deck serves as an entry point, inviting guests to explore the natural setting.
Cabin in La Pine
4.96 out of 5 average rating, 113 reviews

| The Chalet | 1+ acre | Remodeled | Quiet |

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

Top guest favourite
A charming tiny log cabin is nestled amidst tall evergreen trees, gently blanketed in snow. The cabin's sloped roof is thick with snow, creating a cozy appearance. A path through the white snow leads toward the cabin's entrance, inviting exploration in a serene winter landscape.
Cabin in Bend
4.99 out of 5 average rating, 531 reviews

Skyliners Getaway

Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

Guest favourite
A comfortable living area features a sectional couch and a decorative rug on warm wood flooring. Two glass doors allow natural light to fill the space, while a macrame wall hanging adds texture. A small bookshelf holds various books and plants.
Guest suite in Bend
4.86 out of 5 average rating, 437 reviews

Private Getaway | 20min to Bend & Adventures!

Welcome to your private woodland nook! Our cozy guest suite has its own entrance, bathroom,bedroom,living room, and kitchenette—perfect for relaxing. Enjoy a fresh brew from the real coffee maker, whip up simple meals with the toaster oven and double hot plate, and unwind on the sectional with Netflix. Sleep soundly in the king-size bed. Attached only by a laundry room and one wall, it’s peaceful and private. We’d love to host you for a getaway, work trip, or a comfy stop along your journey!

Guest favourite
A spacious bedroom features a large dark blue bed covered with a plush blanket. A tufted brown bench is placed at the foot of the bed. Wall sconces and an artwork piece depicting birds add character, while a cozy fireplace sits nearby.
Home in Gilchrist
4.94 out of 5 average rating, 240 reviews

Studio between Bend and Crater Lake on the water

Make some memories at this unique and family-friendly place. In the summer this 12 acre compound has numerous activities to keep you busy. Heated swimming pool, hot tub, tennis and basketball courts, badminton, volleyball bicycles, and lots of water toys…paddle boards, pedal boat, kayaks, and pontoon boats. Winter heated pool and hot tub, large fire pit and seasonal snow. Willamette pass 20 min. Wildlife very abundant, and a working lumber mill across the water. Sunsets are usually gorgeous!

Guest favourite
The A-frame cabin is surrounded by freshly fallen snow, with a sloped roof showcasing a thick layer of snow. Soft lighting from the porch illuminates the entrance, while trees are visible in the background under a twilight sky.
Cabin in Crescent lake
4.89 out of 5 average rating, 111 reviews

Pistachio

Remote and cozy A-frame cabin right on OHV trails. Perfect for families, ATV or snowmobile right off the property onto miles of OHV and snowmobile trails! Great location all year round! Close to many lakes; 20 minutes to Crescent Lake, 30 minutes to Odell Lake and 40 minutes to Paulina lake. Close to skiing and sledding; 30 minutes to Willamette Pass skiing. 40 minutes to sledding & snowmobile rentals at Diamond Lake resort. Great jumping off point to Crater Lake, Bend, or Mt Bachelor.

Top guest favourite
An A-frame cabin is surrounded by tall pine trees, with a hot tub located on a stone patio. Soft lighting illuminates the cabin's exterior, and a balcony is visible above the entrance. A white chair is placed beside the hot tub, creating a relaxing retreat.
Cabin in La Pine
4.91 out of 5 average rating, 353 reviews

A-Frame cabin • hot tub • near Bend • Mt Bachelor

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub, soaking bathtub, 80" home theater projector, modern amenities, and beautiful forest views. Close to the city of Bend and all the outdoor activities Central Oregon has to offer. Proximity to the best hiking trails, mountain bike trails, hot springs, Deschutes River, Mt Bachelor ski resort, Cascade Lakes highway, Smith Rock State Park, and Crater Lake National Park.

Top guest favourite
A four-poster queen bed is positioned against a rustic wooden wall. Soft white fabrics drape elegantly, creating a serene focal point. A cozy seating area is visible nearby, along with access to a private entrance through the door.
Barn in La Pine
4.99 out of 5 average rating, 144 reviews

Romantic Getaway at the Tree Farm - w/ Starlink

Nestled between Crater Lake National Park & Bend, our modern, rustic-bohemian barn sits on the outskirts of La Pine, Oregon, tucked within a serene one-acre grove of pine trees. Here in the foothills of the Oregon Cascades, you'll find peaceful days & star-filled nights—an ideal escape for individuals, couples, or small groups looking to explore our volcanic wonderland. The space includes a cozy private backyard, perfect for reading, stargazing under the night sky, or simply unwinding.

Top guest favourite
A rustic cabin constructed from logs is shown, featuring a sloped roof and large windows that allow natural light to enter. A covered porch is supported by round wooden posts, with rocking chairs arranged thoughtfully on the porch for relaxation.
Cabin in Crescent
4.94 out of 5 average rating, 201 reviews

Grampie's Cabin

The family created Grampie’s Cabin on 2 acres in Central Oregon, just a few miles from Crescent Lake and a short distance from Willamette Pass Ski Resort. Miles of trails to walk or atv. Our hope is your family/friends will make wonderful memories. We do allow dogs but you must declare them and pay a $25. cleaning fee for the pets. Maximum 2 dogs please and they are NOT allowed on any furniture. Please respect this so we can continue to allow your fur babies.

Top guest favourite
A modern two-story Bardominium is displayed, featuring a spacious exterior with a white facade and wooden accents. Two large black garage doors are positioned at the front, complemented by tall pine trees in the background and a clear blue sky above.
Home in Crescent
4.99 out of 5 average rating, 123 reviews

Crescent Butte Barndominium with Disc Golf

Take advantage of low Spring prices! Our 2 bed, 2 bath Bardominium is filled with extras including a sledding hill, snowshoeing on the property, private 9 hole disc golf course and a Level 2 EV Charger. Enjoy the view of Diamond Peak, hiking in the Gilchrist State Forest right out the door. We are about 45 miles to the N. entrance of Crater Lake. The "Barn" is perfect for 2 couples, or families. Enjoy this upscale country setting.

Top guest favourite
Cabin in Bend
4.93 out of 5 average rating, 189 reviews

Eco cabin near Bend: sauna, hot tub, EV plug

Location Highlights • Peaceful acre in Three Rivers • 30 min to Bend and Mt. Bachelor • 15 min to Sunriver Relax • Soak in the hot tub under the stars • Rejuvenate in the barrel sauna • Unwind by the fire pit • Drift off in a hammock with your favorite book Inside • Warm knotty pine walls and juniper accents • Full kitchen, WiFi, 2 baths • Eco-conscious with bio-based flooring Book now and kickstart your Central Oregon adventure!

Top guest favourite
A single-story home is framed by tall trees in a natural setting. The entrance is approached by a set of steps leading to a small porch. Large windows allow for natural light, while the surrounding area features a grassy landscape.
Home in La Pine
4.95 out of 5 average rating, 678 reviews

Cozy Getaway in the Pines

Located between La Pine and Crescent in a very quiet and private neighborhood. The property sits on one acre and is easily accessible by a paved road. A fire pit is available for use (wood supplied). Come enjoy all Central Oregon has to offer: hiking, biking, fishing, hunting, skiing, you name it! Please contact me to discuss pets. Being a pet lover, I am likely in favor of them joining with a few agreed upon guidelines.

Top guest favourite
Home in Crescent
4.97 out of 5 average rating, 101 reviews

Cozy and Private cabin in the woods!

Take it easy at this unique and tranquil getaway. This cute little gem sits just outside Diamond Peaks subdivision in beautiful Crescent Lake. Farm house feel. Unlimited outdoor activities for all seasons! Located on Royce Mountain loop groomed trail. Close to Crescent and Odell Lake and 10 minutes from Willamette ski area. We now offer side by side rentals! Message for details!

Popular amenities for Crescent holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Klamath County
  5. Crescent