Holiday houses in Wickiup Reservoir

4.97 out of 5 average rating, 120 reviews

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

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!

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.

4.92 out of 5 average rating, 422 reviews

A-Frame cabin • hot tub • near Bend • Crater Lake

This cozy and unique A-frame cabin sits on 1+ private acres in the Deschutes Forest. Relax here with wooded pines, hot tub jacuzzi, 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.

4.98 out of 5 average rating, 129 reviews

A relaxing outdoor space features a hot tub with gentle blue lighting, surrounded by a paved patio. A fire pit with seating is visible, along with a cozy lounge area, creating an inviting atmosphere for gatherings or quiet evenings.

Home in La Pine

The Blue House in La Pine | Hot Tub | 2 King Beds

Nestled in the heart of nature, the Blue House offers you a perfect blend of forest charm & modern comforts. You can relax and unwind in the 4-6 person hot tub. Enjoy the soaring, vaulted wall of windows that bring nature to you. This modern, newly constructed 2300 sf. home is centrally located in Oregon to enjoy all that Oregon has to offer; amazing lakes, great food, close to Bend & all outdoor activities. This home features 2 King sized beds, 1 Queen bed & 1 single bed with luxury linens.

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.

4.95 out of 5 average rating, 336 reviews

A Romantic Riverfront Cabin @ Wildlife Sanctuary!

No Booking Fees! Incredible Views! Perfect for 2. Sleeps up to 4 for additional fees. Perched on the gentle slopes of The Little Deschutes River! Stay at a Certified National Wildlife Federation Sanctuary. Visits from herds of Elk & Deer. Soaring birds & Otter & busy Beavers. Located perfectly between Bend Oregon & Crater Lake National Park. Framed in Old Growth Ponderosa Pines, you’ll enjoy expansive sky views & private access to the river. Hang out at the swimming hole! Keep Reading 👇

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.

4.96 out of 5 average rating, 139 reviews

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.

4.94 out of 5 average rating, 250 reviews

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

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!

4.84 out of 5 average rating, 473 reviews

A wooden deck overlooks a serene river, flanked by lush greenery. Two comfortable armchairs with bright cushions are arranged around a small table, inviting relaxation and enjoyment of the peaceful environment.

Home in Bend

THE TROUT HOUSE a cabin on the River

Enjoy our TROUT HOUSE INN all to your self. 40 feet from the shore. Jump in and swim or float or fish, or just sit a take in the view, you won't be able to do much else. From the moment you walk you will feel the love Sunriver Resort is just 5 miles away . Bend is 30 minutes away. you The High Desert Museum is 20 minutes away. Creator Lake is 2.5 hours away. We are only 17 miles to Mt Bachelor. It's a very private setting in a special place in the world. You may never leave.🐠 DCCA64390

A log cabin is surrounded by snow-covered pine trees, highlighting its rustic wooden structure. A balcony extends from the upper level, while lounge chairs are positioned in front of the cabin, creating a cozy outdoor space in a peaceful winter setting.

4.9 out of 5 average rating, 126 reviews

Modern-Cozy LOG CABIN near La Pine state park

Welcome to your basecamp for all central Oregon adventures. Our newly remodeled 1983 log cabin, nestled in between picturesque pine trees. The cabin is conveniently located just 30 minutes from Bend and 8 minutes from La Pine State Park. The 4 bed (2 separate bedrooms and one sleep/lounge area) and 1 bathroom cabin + secluded and fully fenced outside area offers a cozy gathering place close to some of Oregons most beautiful destinations (i.e. Smith Rock State Park, Mount Bachelor,...).

4.93 out of 5 average rating, 258 reviews

An A-frame cabin is set against a colorful sunset, showcasing warm lights illuminating the exterior. The front entrance features a door with a welcoming window, while two rustic chairs sit on the porch, accompanied by potted plants and neatly stacked firewood.

Cabin in Bend

Black Duck Cabin

Cozy A frame cabin set in a quiet neighborhood among the pine trees just a short walk from the Deschutes River. The Black Duck Cabin is a perfect destination for all of Central Oregon's amazing activities. 10 minute drive to Sunriver Village, 30 minute drive to Mt. Bachelor, 30 minutes to Downtown Bend, 10 minute walk to the Deschutes River, golfing, fishing, hiking, shopping, mountain biking, all a short drive. If you're looking for a rustic, cabin experience this is the place for you!

4.99 out of 5 average rating, 155 reviews

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

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.

The main living area features natural wood paneling and a vaulted ceiling. A black sofa is adorned with a blanket, positioned beside a wooden coffee table on a light-colored rug. Nearby, a compact kitchen area is visible, along with a ladder leading to the loft.

4.95 out of 5 average rating, 312 reviews

Cozy Forest Cabin w/ Sauna & Hot Tub!

Our cozy cabin is an excellent getaway for anyone who just wants to be surrounded by everything that Central Oregon has to offer. With the National Forest and the La Pine State park just a few minutes away, there are options for hiking, biking, swimming, fishing, kayaking, paddle boarding or ATV rides. During the winter season, activities such as snowboarding, skiing, sledding, and snow mobile rides are only within 40 minutes away at Mt. Bachelor. City life in Bend is only 30 min away.