Holiday rentals in Deschutes County

A spacious backyard features a circle of comfortable outdoor seating surrounding a fire pit. The cozy home is visible in the background, with warm lights illuminating large windows. Lush green grass and well-maintained landscaping create a welcoming outdoor space.

4.98 out of 5 average rating, 348 reviews

Spacious Pet-Friendly Home • Fire Pit • Fenced Yd

Bring the whole family—including your dogs—and enjoy this spacious Bend retreat. Explore downtown, Mt. Bachelor, Deschutes River, hiking trails, and Bend's breweries, then come home to relax in your fenced backyard. Relax by the wood stove in the bright living room with mid-century décor. Grill on the patio, play croquet or cornhole, and gather around the fire pit. Fenced yard. Dogs welcome (up to 3). Park in garage. TVs in every bedroom, firewood provided, and self check-in with a smart lock.

ValueFamilyLayout

The living room features a sectional sofa arranged around a circular coffee table. Two accent chairs complement the seating area, with a softly glowing fireplace enhancing the ambiance. Natural light is provided by windows, and a side console adds storage and decor to the space.

5.0 out of 5 average rating, 121 reviews

Spacious Bend Home~ Hot Tub, Yard, Family Friendly

You’ll find everything you need for a comfortable getaway in this modern SE Bend home, just 10 mins to Old Mill and 30 mins to Mt Bachelor! Huge fenced backyard, hot tub, and ample parking. Plenty of space for friends and family with 2 master suites, 2 additional bedrooms upstairs, formal office, and 4 bathrooms. Large kitchen opens to the dining and living room for gatherings, with a custom wet bar. After a full day biking, hiking, or skiing relax by the fire table or stargaze from the hot tub!

LocationValueHot tub

4.97 out of 5 average rating, 248 reviews

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, I recommend using Google or Apple Maps to help navigate the temporary one-way directions. Completion late Fall 2026

FamilyLocationBathroom

4.92 out of 5 average rating, 444 reviews

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

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.

LocationValueIndoor spaces

4.97 out of 5 average rating, 164 reviews

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

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.

FamilyLocationQuiet

4.98 out of 5 average rating, 296 reviews

A bright living space is highlighted by large windows allowing natural light to fill the room. Comfortable seating options, including a blue sofa and various chairs, are arranged around a rustic coffee table. A television stands in the corner, enhancing the casual atmosphere.

Home in Terrebonne

Smith Rock Gardens

You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

ValueFamilyGrill

4.97 out of 5 average rating, 133 reviews

An inviting outdoor seating area features a circular fire pit surrounded by cushioned rockers. The lodge-style structure showcases wooden beams and stone accents, bathed in soft evening light from the windows, creating a welcoming atmosphere for gatherings.

Home in Terrebonne

Bend Country 4 BR/3 Bth, Amazing 9 Mt View, 9 acre

Plan your vacation getaway and escape the destination resorts at our quiet & peaceful lodge home retreat on 9 private acres just north of Bend, "in the country but not far away"; only 10 min. to restaurants & stores if you need anything. Relax while gazing at the amazing 9 Cascade Mts and overlooking a bend of the legendary Deschutes River. Enjoy some of the many Central OR area activities, Skiing, Golfing, Fishing, Hiking, Rock Climbing, Biking, local Wineries & Micro Breweries, & more.

LocationFamilyGrill

4.95 out of 5 average rating, 148 reviews

Home in Sunriver

Hot Tub +Bikes +8SHARC Passes +PingPong +Fireplace

Stylish luxury family home w/8 SHARC passes (pool & lazy river), 6 Cruiser bikes, Hot Tub, 3 New Smart TV's for streaming, Ping Pong table, board games. Short walk to the river & Cardinal Landing Bridge. Fast 1GB WiFi, propane BBQ, Air Conditioning, cozy wood burning fireplace. Fully stocked kitchen for cooking, laundry inside. Quiet + Private w/large deck backing up to natural common space w/wildlife walking by. Bike everywhere w/easy access. Minutes to Mt Bachelor for skiing & sledding.

ValueLocationOutdoor spaces

4.9 out of 5 average rating, 136 reviews

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.

Cabin in La Pine

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,...).

FamilyValueLaundry

4.93 out of 5 average rating, 274 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!

LocationValueCleanliness

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.

4.84 out of 5 average rating, 481 reviews

River View Inn a cabin on the River

Enjoy our River View 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. From the moment you walk you will feel nature tickle your toes. 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 want to leave.🐠 DCCA64390

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