House rentals near Old Mill District

The modern exterior of the ADU features wooden accents and large windows, surrounded by lush greenery. A small outdoor seating area with two chairs and a fire pit is visible. The entrance is framed by a wooden fence, providing privacy and inviting atmosphere.

4.99 out of 5 average rating, 209 reviews

Modern retreat in central Bend

Enjoy our new custom-built ADU located a block away from the Deschutes River in a quiet residential neighborhood, just a 10-minute walk from downtown along the River Trail. In this modern, bright, and private space, you'll enjoy the luxuries of hardwood floors, waterfall countertops, a built-in workspace, heated tile bathroom floors, a 55" Smart TV, BBQ and fire pit, and endless hot water—plus off-street parking and EV charger. One king bed, one daybed with a trundle, and one queen sleeper sofa.

An outdoor seating area is arranged under a wooden porch, featuring plush chairs and decorative cushions. A fire pit sits at the center, surrounded by rocks. The green lawn extends to a fenced area with pine trees providing a natural backdrop.

4.97 out of 5 average rating, 136 reviews

<SALE> River Canyon Retreat | Dogs | Old Mill |

Welcome to the River Canyon Retreat! A peaceful, pet friendly, single level home filled with fun and hip upscale décor. Enjoy hiking the Deschutes River Trail and walking or biking to the shops and breweries in the Old Mill District. Miles of Mountain bike trails and the road to Mt. Bachelor and Cascade Lakes are close by. Cozy up to the wood burning stove with a good book or enjoy the forested hillside full of birds, deer and all sorts of nature on the back porch. Welcome to your Retreat!

The exterior of the two-story cabin features a charming combination of wood and siding. A welcoming porch with seating is visible, framed by manicured landscaping. Above, a private balcony invites relaxation, showcasing the property’s connection to the surrounding natural beauty.

5 out of 5 average rating, 284 reviews

Mountain Bliss: Gateway to Mt. Bachelor and More

When the mountains are calling, Bend is like nothing on earth. Savor the charms of Base Camp throughout the year in this luxurious and spacious cabin (1200 square feet). Celebrate the great outdoors – best experienced through unparalleled adventures at Mt. Bachelor (18 miles), Phil’s trailhead (15 minutes), the Deschutes River (5 minutes) as well as the endless access to hiking, biking, running trails, skiing, golf, breweries, restaurants, coffee shops, and the Hayden Homes Amphitheater.

A modern living room features large windows that provide views of the outdoors. A gray sectional sofa and a bright orange chair are arranged around a light area rug. A wooden coffee table is positioned nearby, and a TV is mounted on the wall. A stove adds a touch of warmth to the space.

4.99 out of 5 average rating, 186 reviews

Modern high-end home, walk downtown

This fantastic modern home is in the sweet spot of Bend...just next door to the Deschutes River, Downtown Bend, parks, restaurants and dining, nightlife, and family-friendly activities. You'll love our home because of the amazing location, the mid-century inspired ambiance, the high ceilings, the people, and the local views. We are the perfect centrally located home for any Bend adventure. Our place is great for couples and solo adventurers. This is not a party house. Sorry no pets.

A spacious living room features a light-colored sectional sofa positioned around a glass coffee table. Large windows invite natural light, revealing a view of the outdoors. A stone fireplace provides a warm focal point, complemented by a cozy armchair and decorative elements throughout.

4.99 out of 5 average rating, 187 reviews

Airy Bend Oasis - Two Ensuites

Cheers to your stay at Bent Pine Oasis, located in the picturesque west side of Bend! This home provides the ideal location for any outdoor enthusiast: Mt Bachelor's slopes are just a 20 minute drive & the Deschutes River Trail is mere steps from the front door- your avenue to biking, running and exploring Bend. Looking for a more relaxing day? You can make the 5 minute drive into the Old Mill District to enjoy food trucks, a river float, or fresh hops at a local brewery.

An exterior view of a single-story home is shown, surrounded by landscaped gardens with rocks and greenery. A cozy patio area features blue and white striped lounge chairs, an umbrella, and string lights overhead, creating a welcoming outdoor space.

4.97 out of 5 average rating, 178 reviews

Close, Cute & Clean! *Hot Tub* Bend Adventure Base

Welcome to the perfect basecamp for your Central Oregon adventures! The snow is coming!! Book today for your winter adventure in Bend to enjoy this convenient, comfortable, and centrally located home!! Quick access to all of the activities and events that make this area so special! Conveniently located for walking and biking to the Old Mill, Deschutes River, concerts, parks, restaurants, breweries, and grocery stores. Come settle in for exploration and recreation!!

The exterior of Tokyo Starfish displays a welcoming façade with dark wood siding and vibrant red accents. Potted plants line the entrance, and a white flag featuring a green cross signals cannabis offerings. A bicycle leans against the building, adding to the inviting atmosphere.

4.96 out of 5 average rating, 228 reviews

Westside "Bud-And- Breakfast"

The first and only "Bud-And-Breakfast" in Bend, Or, located in the heart of Bend's Westside. Situated above Tokyo Starfish, the unparalleled cannabis dispensary in Central Oregon, this fantastic 2-bedroom apartment isn't just in a great location, but is also cannabis friendly. Just head downstairs to Tokyo Starfish with your complimentary gift card and experience the freshest selection of flower, edibles, drinks and other top cannabis products the dispensary has on hand.

A single-story house with a welcoming porch is framed by a gravel driveway. Lush greenery surrounds the entrance, complemented by blooming pink flowers. The cloudy sky adds depth to the scene, while large windows provide ample natural light. The structure features a simple, rustic design.

4.96 out of 5 average rating, 163 reviews

Bend 3BR Home Near River Trail | Dog-Friendly

Welcome to your peaceful Bend getaway—a spacious 3-bedroom, 2-bath home near the Deschutes River Trail. Perfect for families and couples, this comfortable retreat features high-speed WiFi, a fully equipped kitchen, washer and dryer, and a bright, open living space designed for relaxation. Located minutes from downtown Bend and the Old Mill District, you’ll have easy access to shopping, dining, breweries, and outdoor adventures like hiking, biking, and paddle boarding.

The living and dining area features a vibrant floral artwork hung on the wall above a console table. Comfortable green velvet chairs surround a circular dining table, with a light fixture overhead. Natural light enters through a window, complementing the cozy atmosphere.

4.92 out of 5 average rating, 123 reviews

Stylish Cozy bungalow w/ theater

Escape to a cozy haven in Bend with heated floors, contemporary artistic design, and a perfect central location near parks, breweries, and food carts. Immerse yourself in a high-end movie theater boasting an 11-foot screen, twinkling star ceiling, and state-of-the-art Dolby ATMOS surround sound. Perfect for getaways, business trips, or a cozy retreat while exploring Bend. This modern home in a lovely neighborhood is the perfect base camp for your Bend adventures!

A spacious living area is highlighted by a modern entertainment center and a comfortable seating arrangement, including a large ottoman. Light-colored walls complement the wooden floors, while natural light filters through windows, enhancing the room's inviting appearance.

4.97 out of 5 average rating, 186 reviews

Old Mill Charm

Great Location in Old Mill District – Walk to Summer Concerts! ♥ Fenced Backyard ♥ Pet Friendly Nestled in the heart of Bend, Old Mill Charm offers the perfect blend of comfort and convenience. Thoughtfully designed with many amenities to ensure a seamless stay, this charming rental is ideal for relaxing or exploring all that Bend has to offer. There is a tenant in the apartment above the detached garage who does not use the driveway ensuring your privacy.

A light-filled living area features a black leather sofa and a wooden armchair facing a large window. A patterned area rug adds warmth to the hardwood floor. Barstools are placed at the kitchen counter, and artwork is displayed on the white wall.

5 out of 5 average rating, 183 reviews

Curated Comfort | Quiet, Clean, Beautiful Design

We built this home out of a passion for creating welcoming spaces. Years ago, we renovated a motel on the coast - an experience that sparked our love of hospitality and shapes how we host today. We live around the corner with our kids, a golden retriever, and a few cats. Mike’s a local realtor, and Betsy manages business ops for Bend Fire & Rescue. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

A comfortable living area features a green sectional sofa and a gray accent chair. A large coffee table sits in the center, with a light-colored rug beneath. Exposed wooden beams adorn the ceiling, while a staircase leads to an upper level. A television is mounted on the wall.

4.93 out of 5 average rating, 190 reviews

Drake Park Cottage in the Heart of Bend

This location can’t be beat! The cottage is steps away from Drake Park and the river as well as walking distance to downtown. Enjoy summer festivals in the park, floating or stand up paddleboard on the river. Located in the historic parks district, this property is quiet and comfortable yet close to all the action. Guests have been coming back year after year to enjoy this unique vacation spot. It’s a gem! SORRY NO PETS and NO SMOKING.

Popular amenities for house rentals near Old Mill District

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The single-story home features a natural wood exterior surrounded by tall trees. A spacious front deck includes a dining table with an umbrella and two chairs, providing a welcoming outdoor seating area. The driveway leads to a two-car garage.

4.8 out of 5 average rating, 188 reviews

Sunriver Home; Hot Tub, SHARC, Fireplace and More!

A private patio features a bubbling hot tub and an umbrella table with chairs. Nearby, a gas grill is positioned for outdoor cooking. Soft lighting enhances the space, while large windows offer views into the cozy interior.

4.97 out of 5 average rating, 235 reviews

Romantic Guest House w/Hot Tub, Pool, Tennis Court

4.95 out of 5 average rating, 180 reviews

Dog-Friendly Home w/ Hot tub and 10 SHARC passes

The open living space features a high beamed ceiling and natural wood accents. Two leather sofas are arranged around a light-colored coffee table. A dining area with a wooden table sits adjacent to the kitchen, which displays modern appliances and bar seating.

4.94 out of 5 average rating, 262 reviews

A Little Peace of Paradise, A/C & 8 SHARC Passes

An indoor pool room features a heated dipping pool, surrounded by vibrant red lounge chairs. A seating area is present with a couch and decorative pillows, while bright artwork adorns the walls. Sliding glass doors allow natural light and lead to the outside.

4.97 out of 5 average rating, 175 reviews

Family Friendly Home | Indoor Pool | Pets Welcome

A spacious great room features a large sectional sofa facing a sleek fireplace and a wall-mounted TV. Vaulted ceilings with wood beams create an open atmosphere. Expansive windows allow natural light to fill the space, showcasing views of the surrounding greenery.

4.96 out of 5 average rating, 125 reviews

Luxury Sunriver 5BR | 3 Suites! Hot Tub, EV, SHARC

4.98 out of 5 average rating, 102 reviews

3K ft² | MtBachelor | Hot Tub | Arcade | Ping Pong

The exterior of the cabin is shown, featuring a sloped roof and welcoming front porch. Surrounded by trees, the landscaped front yard includes green grass and shrubs, creating a serene atmosphere. A gravel pathway leads up to the entrance, emphasizing the cabin's inviting presence.

4.95 out of 5 average rating, 146 reviews

3BR/3BA | Hot Tub +SHARC +AC +Pool Table+Ping Pong

Weekly house rentals

A comfortable living area features a grey sofa and two wooden armchairs, arranged around a rectangular coffee table. A brick fireplace with decorative items rests on the wall. Natural light enters from a nearby window, and a door leads outside.

4.96 out of 5 average rating, 192 reviews

Franklin Flat - House @ Downtown & Historic Dist

An inviting entryway is featured, with a green door framed by a porch. A wicker chair sits beside a white planter, adding a touch of greenery. Brick columns complement the wooden deck and ceiling, creating a warm and accessible entrance.

5 out of 5 average rating, 410 reviews

Downtown Craftsman with King Bed and Private Yard

A theatre room is observed, featuring a large projection screen and a cozy seating arrangement with recliners. Windows allow natural light, while decorative curtains provide privacy. The room is equipped with audio-visual equipment, enhancing the movie-watching experience.

4.86 out of 5 average rating, 249 reviews

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

The exterior of the home features a welcoming front porch with two black Adirondack chairs and a small table. A path leads to the front door, bordered by low-maintenance landscaping and a natural stone feature. Large windows provide views of the surrounding area.

4.99 out of 5 average rating, 308 reviews

Your gateway to Mt Bachelor & all that Bend offers

Superhost

4.81 out of 5 average rating, 423 reviews

Downtown Den

A charming outdoor space features a wooden deck with a red sofa set under a pergola, accented by string lights. The blue exterior of the cottage serves as a cheerful backdrop, complemented by a well-maintained green lawn and a fenced yard for privacy.

4.99 out of 5 average rating, 127 reviews

Charming Millhouse w/ hot tub close to everything

The vibrant yellow exterior of the home stands out against lush greenery and soft landscaping. A set of stone steps leads to a welcoming front porch, adorned with a warm glow from pendant lighting. Decorative shrubs and grass create a serene entrance path.

4.97 out of 5 average rating, 236 reviews

Lava Flo, Historic gem on Lava Road, pets, hot tub

The exterior of the home features a two-story structure with warm wooden siding, surrounded by lush greenery and mature trees. A balcony extends from the upper level, and a vibrant red-leafed tree adds color to the landscape. A stone wall borders the property.

4.99 out of 5 average rating, 114 reviews

Drake Park Walk Everywhere Ski Wk Nt Special 250!

Private house rentals

The living room features a gas fireplace set within a stone surround, creating a cozy focal point. A large window allows natural light to fill the space, complemented by hardwood floors. Comfortable seating arrangements include a leather sofa and armchair, along with a coffee table adorned with a small plant.

4.99 out of 5 average rating, 127 reviews

Chukar's Nest/Old Mill Dist/Hot Tub/BBQ/Firepit

A welcoming great room showcases a spacious light-colored sectional sofa adorned with accent pillows, positioned around a round coffee table. A stone fireplace adds warmth, while a flat-screen TV is mounted on the wall. Natural light filters through the windows, illuminating the vibrant area rug.

4.92 out of 5 average rating, 143 reviews

DogOk. Large Retreat, 3 King Beds. Fire pit

4.98 out of 5 average rating, 188 reviews

Butler Corner - New, Clean & Minutes From Downtown

A quaint cottage exterior is surrounded by greenery, featuring a covered porch with steps leading to the front door. Vibrant landscaping includes flowering plants, bushes, and trees, enhancing the inviting atmosphere of the home.

4.94 out of 5 average rating, 435 reviews

Cozy, Pet Friendly, Hot Tub. Garage.

The front exterior of the Craftsman style bungalow is highlighted by a well-manicured lawn and vibrant landscaping. The yellow façade is complemented by dark trim and a welcoming porch, which features ample seating. A clear blue sky and sunlight contribute to the warm ambiance.

5 out of 5 average rating, 126 reviews

Stunning High End Craftsman located Downtown Bend!

The living area features engineered hardwood floors and a cozy leather sofa positioned near a wall-mounted smart HDTV. A rustic wooden coffee table is set with snacks, while the open kitchen showcases modern stainless appliances and quartz countertops. Natural light fills the space through multiple windows.

4.97 out of 5 average rating, 108 reviews

Mt. Bachelor | Fireplace | Chef’s Kitchen

4.97 out of 5 average rating, 168 reviews

Bend Mid-Century Getaway• Near Old Mill & Downtown

4.95 out of 5 average rating, 123 reviews

Winter Getaway in Bend

Pet-friendly house rentals

4.95 out of 5 average rating, 320 reviews

Westside Bungalow - Heart of Bend

The front exterior of the newly constructed home features a welcoming entrance with large glass doors framed by warm lighting. A landscaped pathway of stones leads to the entrance, surrounded by gravel and desert flora, under a colorful twilight sky.

4.94 out of 5 average rating, 121 reviews

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

4.98 out of 5 average rating, 307 reviews

Have a Patio Barbecue at a Pet-Friendly House in Midtown

A welcoming exterior view highlights a light grey house framed by well-maintained greenery. A large window reflects natural light, while a mature tree provides shade. The inviting entrance features a pair of chairs, creating a comfortable spot to enjoy the surroundings.

4.99 out of 5 average rating, 103 reviews

Charming 2 BR + 1 Bonus Room in the Heart of Bend

An open loft space is depicted, featuring natural wood accents on the ceiling and a rustic ladder leading to a sleeping loft. A comfortable sofa sits next to a wooden coffee table, with a black refrigerator visible in the kitchen area.

4.95 out of 5 average rating, 202 reviews

Bend River West Loft

The exterior of a modern home is framed by blooming trees and shrubs, showcasing a gray exterior with large windows. A decorative pathway leads to the entrance, which features a covered porch. The driveway is spacious, providing easy access.

4.98 out of 5 average rating, 558 reviews

Home in Lodges at Bachelor View - Book Now!

The living area features a comfortable sofa in neutral tones, complemented by two abstract wall art pieces. Two wooden coffee tables are positioned in front, while a flat-screen TV is mounted on the wall. Natural light floods in through sliding glass doors leading to the dining space.

4.95 out of 5 average rating, 168 reviews

Great Bend Home w/ Hot Tub, < 1 Mi to Dtwn!

A serene view of the Central Oregon Historic Canal features calm waters reflecting blue skies. Lush greenery and wildflowers border the waterway, creating a peaceful natural environment surrounded by trees. The landscape invites exploration along the trail for hiking or biking.