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Holiday houses in Wickiup Reservoir

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Top-rated holiday rentals in Wickiup Reservoir

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

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Top Guest favourite
Home in La Pine
4.98 out of 5 average rating, 110 reviews

Sweet Escape In The Pines

Sweet Escape In The Pines is a cozy mountain cottage vibe, PET FRIENDLY, newly renovated, and centrally-located place. Perfect for ski trips to Mt Bachelor, day of golf at Quail Run, or exploring in Sunriver. This house sits on 1.5 acres, with a fully fenced area for dogs, that backs up to 350 acres of public BLM land for you to explore. Nearby Wickiup reservoir, Paulina lake, Twin lakes and more! This is the perfect home for a getaway with loved ones to explore what Central Oregon has to offer!

Guest favourite
The A-Frame cabin, surrounded by tall trees, features a wooden exterior with a sloped roof. A small porch with two chairs is visible at the entrance. The cabin's large front windows allow natural light inside, while the gravel driveway leads to the inviting facade.
Cabin in Bend
4.93 out of 5 average rating, 368 reviews

Quaint A-Frame Cabin close to Mt Bachelor

Cosy two story A-Frame cabin among Ponderosa trees in a quiet residential. 5 minutes drive to Sunriver Village, 16 min. Mt Bachelor, 20 m Bend downtown. Living room has a comfy sectional, a single reclining armchair and TV. My cabin has a well appointed kitchen, laundry room with W/D, a Bathroom/Shower downstairs. A 2 bedrooms upstairs with Queen size bed. There is a powder room/toilet upstairs in the hallway. NO SMOKING/NO PARTIES /4 MAX .Please leave my home how you found it. Thank you 😄

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
4.97 out of 5 average rating, 120 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 rustic log cabin with a gabled roof is surrounded by tall trees. The front porch features a simple wooden chair, and a single window is visible above the door. The earthy tones of the wood blend harmoniously with the natural forest setting.
Cabin in Bend
4.99 out of 5 average rating, 543 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.

Top Guest favourite
A rustic cabin with rich wooden siding stands among tall trees. A large deck features a shaded picnic area and a firepit with Adirondack chairs arranged around it, inviting relaxation in a natural setting.
Cabin in La Pine
4.99 out of 5 average rating, 176 reviews

Ponderosa-Clean, Cozy Cabin-OHV Trails/Treager BBQ

Relax in a beautiful, open-beam Cabin, on a serene, wooded acre lot...away from the hustle. OHV Trail access Woodstove & FREE Firewood Treager BBQ Smart TV/Roku Propane Firepit Family Games & Puzzles Kid Toys & Books/Pac-n-Play/Bumbo Explore Cascade Lakes, La Pine State Park, Lava Lands and Paulina. ~75 min. from Crater Lake. See Travel Guide. Please book for correct number of Guests & Pets for accurate pricing/pet fee. Please consider Traveler's Insurance, especially during winter stays.

Top Guest favourite
An A-frame cabin nestled among tall pines features a unique design with a metal roof. Outdoor seating is provided on the front porch with two white chairs. The hot tub is located on the patio, illuminated by string lights that add a cozy ambiance.
Cabin in La Pine
4.92 out of 5 average rating, 373 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 charming cottage is set amidst a winter landscape, illuminated by soft outdoor lights. Snow blankets the entrance path and surrounding trees, creating a peaceful atmosphere. The structure showcases rustic wooden siding and a welcoming porch, inviting evening gatherings in a serene snowy environment.
Barn in La Pine
4.99 out of 5 average rating, 149 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.

Guest favourite
A charming cabin is set against a backdrop of pine trees, with a wooden exterior reflecting traditional design. A gravel path leads up to the entry, while a spacious lawn extends in front, blending naturally with the surrounding forest.
Cabin in La Pine
4.93 out of 5 average rating, 119 reviews

Green Forest Getaway - Modern & Cozy Cabin

Beautifully styled cabin perfect for your outdoor get away or a relaxing rejuventation. Thoughtful touches throughout were designed for comfort. Stocked for your convenience with non-toxic supplies. Looking to spend time at Mt. Bachelor, Crater Lake, Lake Paulina, or Bend?? This is the perfect central location. Want something closer? La Pine State park is 2.5 miles away and has endless outdoor adventures, from hiking, to floating, to fishing. Message if dates are blocked.

Top Guest favourite
Condo in Bend
4.98 out of 5 average rating, 286 reviews

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

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, 127 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
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, 696 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.

Guest favourite
Cabin in Bend
4.92 out of 5 average rating, 204 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.

Popular amenities for Wickiup Reservoir holiday rentals