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Vacation rentals in Wickiup Reservoir

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Top-rated vacation rentals in Wickiup Reservoir

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Top guest favorite
A serene landscape is depicted, featuring a calm pond reflecting trees and nearby cabins. Lush green grass surrounds the water, while towering pines and deciduous trees frame the scene under a clear blue sky.
Cabin in La Pine
4.95 out of 5 average rating, 332 reviews

A Romantic Riverfront Cabin! King Bed & Epic Views

Deep Winter Discounts & No Booking Fees! Located perfectly between Bend Oregon & Crater Lake National Park, this amazing RIVERFRONT cabin is ideal for 2. Perched on the banks of The Little Deschutes River, see River Otter 🦦 & Beaver 🦫 swimming past your screened in porch. Certified by the National Wildlife Federation, this private 8 ACRE estate is a National Wildlife Sanctuary. Framed in Old Growth Ponderosa Pines, you’ll enjoy expansive sky views & private access to the river. Keep Reading 👇

Top guest favorite
A rustic dining table made of wood is positioned at the center, accompanied by four black chairs. A simple decorative bowl sits on the table. The wall behind features a wood panel accent and a lighted sign reading 'Sweet Escape.' A potted plant adds a natural touch.
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 favorite
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.

Superhost
A snow-covered pathway leads to the guest suite, surrounded by tall evergreen trees. Snowflakes gently fall, creating a serene winter scene. The building features large windows that illuminate the entrance, offering a warm glow against the frosty surroundings.
Guest suite in Bend
4.85 out of 5 average rating, 443 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!

Top guest favorite
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, 377 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 favorite
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, 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 favorite
An outdoor pool area is surrounded by tall trees, offering a serene setting. Lounge chairs are positioned around the pool, and a hot tub is visible nearby. Concrete pathways lead to the pool, with the building structure softly situated in the background.
Condo in Sunriver
4.85 out of 5 average rating, 508 reviews

*Sunriver* HotTub/Pool In Room Sauna Popcorn Cart

Calm, quiet and friendly condo with loft in Powder Village, Sunriver. Located walking distance from the Main Village at Sunriver. 26 minutes to Mt. Bachelor. The condo has it’s way of leaving a good impression as the natural sunlight, high ceilings and overall comfort level tend to leave people feeling uplifted, welcome and at ease. Private, in room infrared sauna for two and adventure kit included. Community laundry room is available and Netflix login is provided to all guests.

Top guest favorite
A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.
Condo in Bend
4.98 out of 5 average rating, 287 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.

Guest favorite
A private hot tub bubbles gently in a secluded outdoor space, surrounded by wood-paneled walls and evergreen trees. Two towels hang on a nearby railing, and small potted plants adorn the fence, adding a touch of greenery to the serene setting.
Home in Bend
4.85 out of 5 average rating, 130 reviews

Sunriver Area Retreat + EV Charger + Hot Tub!

Welcome to your next amazing getaway! Our house is SOUTH of Sunriver proper, about 10 minutes away and we don’t have SHARC passes. But.. from our front door, enjoy all that Central Oregon has to offer at our family and dog-friendly home! Located just one block (3 minute walk) from the Deschutes River, private community pool, tennis and pickle-ball courts or stay home and relax in the private hot tub. Our place is a perfect active family getaway.

Top guest favorite
A snowy slope is visible leading down to a cozy two-story Barndominium, surrounded by tall pine trees. Warm lights illuminate the exterior, creating a welcoming ambiance. A figure is seen sledding down the hill, showcasing a fun winter activity right outside the home.
Home in Crescent
4.99 out of 5 average rating, 128 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 favorite
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, 697 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 favorite
A rustic cabin features a striking A-frame design with wooden siding and a green metal roof. A deck is equipped with adirondack chairs arranged around a firepit, enhancing the outdoor gathering space. A dining table with an umbrella is positioned nearby, surrounded by tall trees.
Cabin in La Pine
4.99 out of 5 average rating, 177 reviews

Ponderosa A-Frame Basecamp | OHV Trails Access

Prime OHV Basecamp Cabin – Ride directly into Deschutes National Forest & 60+ miles of trails. Trailer-friendly loop driveway, garage, air compressor & wash hose. Handcrafted wood & stone A-frame with woodstove (free firewood), Traeger BBQ & propane firepit. Comfortably sleeps 6 (max 8). Additional guest fee after 6. Up to 2 dogs welcome with $85 per-stay pet fee (automatically added when included on reservation).

Popular amenities for Wickiup Reservoir vacation rentals