Cabin holiday rentals in Bend

The exterior of the chalet features a striking wooden facade with large windows that invite natural light. A spacious deck extends from the front, offering views of the surrounding trees. The roof slopes gently, accentuating the chalet's inviting design.

4.98 out of 5 average rating, 103 reviews

Three Rivers Chalet | 30 min to Bachelor | Hot Tub

Welcome to our waterfront chalet, situated on a peaceful wooded lot overlooking a canal that leads out to the Deschutes River, just a 2 min paddle away. Whether you're seeking a relaxing getaway, fishing, biking, hiking, off-roading, or snow activities, this chalet offers everything you need, including a hot tub and complementary kayaks & canoes. Conveniently located, we're 10 min from Sunriver, 25 min to Bend, and 30 min to Mt. Bachelor. Your perfect adventure awaits! IG @threeriverschalet

4.98 out of 5 average rating, 191 reviews

A wooden dock extends over the clear waters of the Spring River, featuring a bright yellow kayak resting on the edge. A paddle lies nearby, and lush greenery surrounds the tranquil scene, providing a serene backdrop of trees and natural beauty.

Cabin in Sunriver

Riverfront Cabin w/ Private Dock & HotTub

Riverfront cabin w/ fantastic location! Conveniently located to the Sunriver Village (5 min) & Mt. Bachelor (20 min). Take it easy @ this unique, round house perched over the Spring River w/ 2 levels of decking, hot tub & private dock! Enjoy H20 activities, hiking & biking. Kayaks, SUP, canoe & bikes available during summer.Stunning 180 degree views of the river. House is well stocked w/ all the creature comforts. This home is truly a peaceful oasis for some fun and R&R! 1 dog limit, $100 fee.

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.

4.99 out of 5 average rating, 574 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.

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.

4.97 out of 5 average rating, 163 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.

4.89 out of 5 average rating, 160 reviews

Cabin in Sisters

Cozy Remodeled Log Cabin - HOT TUB - Large Deck!

Enjoy your own private saltwater hot tub under the tall pines at this updated 3-bedroom cabin in Sisters, OR. Set on a quiet 1-acre lot in the Crossroads neighborhood, it’s just 5 minutes from the shops and restaurants of downtown Sisters. Inside you’ll find vaulted ceilings, beautiful wood beams, a modern kitchen, updated bathrooms, and a full laundry room. Relax on the large back deck, sip coffee on the covered front porch, and make lasting memories in this perfect Central Oregon getaway.

4.92 out of 5 average rating, 169 reviews

Sunriver cabin near Mt. Bachelor

Come enjoy a get-away in Sunriver where you can relax and unwind or explore all that Central Oregon has to offer. The Cabin on Cooper is ideally located only minutes away from the Deschutes River, golf courses, shopping, Mt. Bachelor, and the Cascade Lakes making it the perfect retreat for large groups, corporate events, and families. When you return from your adventures, enjoy the hot tub and cozy atmosphere, or get competitive with a game of wiffle ball or miniature golf in the backyard.

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.

4.93 out of 5 average rating, 274 reviews

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!

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, 136 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,...).

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.

4.94 out of 5 average rating, 325 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.

A luxury cabin is presented with a wooden exterior and a peaked roof, surrounded by tall trees. Illuminated windows create a warm glow, highlighting the expansive wrap-around deck equipped with chairs. The structure integrates natural materials, blending seamlessly into the forest environment.

4.93 out of 5 average rating, 117 reviews

Romantic Luxury w/Hot Tub, Amazing Lake Views

Stunning, romantic luxury cabin (2 bedr 2.5 bath, sleeps 5) on private Tumalo Lake w/cozy wood-burning stove, private hot tub, fire pit and amazing lake views. 12 mi to downtown Bend, 45 min to Mt Bachelor and 4 mi to Tumalo Falls. Immerse in nature and be as active as you choose: hiking, mountain biking, fishing, complimentary canoes, kayaks, SUPs, skiing, snowshoeing, hammock, horseshoe and corn hole game. Need more space? We also have 3, 4 and 6 - 8 bedroom cabins.

4.98 out of 5 average rating, 338 reviews

A log cabin with a large front deck extends to the outdoors, surrounded by natural landscaping. The structure features a sloped roof and large windows that invite ample sunlight. Tall trees and rocky terrain complement the tranquil setting.

Cabin in Terrebonne

Steelhead Falls Log Cabin

Enjoy a restful time in our waterfront log cabin along the Deschutes River. Location is perfect for watching wildlife, fly fishing, quiet relaxation, and has easy access to hiking and rock climbing at Smith Rock and Lake Billy Chinook. Steelhead Falls is a a short hike away. Bend and Sisters are near. Unfortunately, we cannot accommodate even small weddings. We recommend access to AWD vehicle with either chains or snow tires in winter. Dog friendly- sorry, no cats.

The A-frame cabin showcases its striking triangular design with wooden siding and a modern roof. Large windows provide ample natural light, while a welcoming yellow door serves as a focal point. Surrounded by tall pine trees, the setting offers a serene, rustic atmosphere.