House vacation rentals in Bend

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, 205 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.

A well-lit dining area features a long table surrounded by tall chairs, with cushions in warm tones. A modern light fixture hangs above, while natural light shines through skylights and large windows, highlighting a decorative wall piece and a workspace nearby.

4.99 out of 5 average rating, 156 reviews

Quail Park Haven in NW! King Beds & Hot Tub

Relax in this peaceful NW Bend home with king beds and access to Quail Park. Enjoy natural light from the skylights and high ceilings. Kick back in the expansive backyard with mature plantings, tall trees and flagstone paths. Multiple patios including a deck off the living room, a paver patio with fire-pit, hot tub, outdoor furniture and gas BBQ. EV charger, HEPA air filter and garage access. No parties or pets please. Trip insurance recommended if illness, weather or smoke may be an issue.

4.98 out of 5 average rating, 328 reviews

A spacious deck offers unobstructed views of the canyon and distant mountains during sunset. Comfortable outdoor seating is arranged around a central table, inviting relaxation while taking in the serene landscape. Warm hues light up the sky, creating a tranquil atmosphere.

Home in Terrebonne

Pointe of Blessing with hot tub and canyon views

Prepare to be blown away by the astounding sunrises , sunsets and awesome moonrises you will enjoy at the Pointe of Blessing. We feel our canyon perch is a gift from God too good to keep to ourselves. Our cozy home sits atop an outcropping of rock which juts out from the canyon rim affording us unobstructed views up and down the length of the Crooked River Canyon. We overlook several holes of the Crooked River Ranch golf course and Smith Rock is visible in the distance to the South.

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, 282 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, 184 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.

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, 175 reviews

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

Welcome to the perfect basecamp for your Central Oregon adventures! Ski season is nearly here! Book today for your winter adventure in Bend and 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!!

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 open living space features a cozy sectional couch facing a modern gas fireplace. A wall-mounted TV is positioned above a wooden panel accent. The kitchen is equipped with sleek appliances and overlooks a dining area with natural light streaming in through large windows.

4.95 out of 5 average rating, 118 reviews

Zen w/ Hot Tub, Office, Yard, Dog Friendly, Park

Welcome to your peaceful Bend basecamp, thoughtfully managed by The Home Co.—a local small business focused on clean, well-functioning homes with easy checkouts. This stylish 2-bedroom, 2-bath home is centrally located near Ponderosa Park and Pilot Butte, with easy access to Downtown, the Old Mill, and the Deschutes River. With a fully fenced yard, dedicated office, hot tub, and flexible living space, it’s perfect for families, remote workers, and pet lovers.

4.95 out of 5 average rating, 119 reviews

Home in Orchard District

Remodeled Gem of Midtown

Welcome to our home in Bend, OR! Our cozy, newly renovated midcentury modern home is centrally located in charming Midtown Bend. Enjoy a bonfire in the backyard, or relax after a day on the mountain in the elevated living area. Take a stroll with your pup down to Hollinshead Park to enjoy the trees and beauty of the neighborhoods. We are conveniently located: 5 Minutes to Downtown Bend 7 Minutes to Old Mill District 35 Minutes to Mt. Bachelor

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, 182 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.

An aerial view captures the proximity of the property to downtown Bend, with notable landmarks and tree-lined streets visible. The layout highlights a clear walking path leading to the town center, showcasing a mix of residential and commercial buildings amidst greenery.

4.99 out of 5 average rating, 319 reviews

"Urban Spruce" - Great peaceful location!!

Newly renovated 1940 Classic! Located just steps away from the center of town and all the shops and restaurants that Bend has to offer. Our home consists of the 2 bedroom "Urban Spruce" and a separate one bedroom lower unit "The Downtowner". Located under a magnificent Blue Spruce tree on a surprisingly quiet street, this combination of location, serenity, and quality of craftsmanship make for an exceptional destination option!

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, 304 reviews

Your gateway to Mt Bachelor & all that Bend offers

You're invited to stay at Kart Haus, located in the River Camp development on Bend's west side. Located in the middle of an outdoor recreational heaven: Kart Haus is 20 minutes from Mt. Bachelor's slopes and surrounding trails and just steps to the Deschutes River Trail, an oasis for walking, running and biking. Year-round, you're a short drive from downtown, the Old Mill District, tasty eateries, cafes and brewpubs.

Popular amenities for Bend house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

The living room features a stone fireplace surrounded by wooden shelves, with a large flat-screen TV mounted above. A rustic wooden coffee table sits on a patterned area rug, complemented by leather seating and large windows that allow natural light to flood the space.

4.98 out of 5 average rating, 126 reviews

Sunriver Luxury Family Home at Caldera Springs

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, 186 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, 231 reviews

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

The exterior of the house is presented, surrounded by tall trees and foliage. A large paver patio is visible, featuring a barbecue and outdoor seating arrangements, all bathed in the warm hues of a sunset.

4.92 out of 5 average rating, 178 reviews

Spacious 7BR Getaway, Golf View & Waterpark

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, 261 reviews

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

4.94 out of 5 average rating, 256 reviews

A comfortable living area is highlighted by a large sectional couch adorned with soft pillows. A wood stove provides warmth, while multiple windows offer views of the surrounding Ponderosa Pine forest. A coffee table holds a decorative tray, contributing to the cozy ambiance.

Home in Sisters

Private Peaceful Cabin in Sisters!

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

A modern living area is featured, showcasing a comfortable sectional sofa and an accent chair with a plaid throw. A wooden coffee table and light fixture complement the warm wood tones. The space connects to a well-equipped kitchen visible in the background.

4.9 out of 5 average rating, 221 reviews

Walk to Village, SHARC Passes, Bikes, AC, King Bed

Weekly house rentals

4.95 out of 5 average rating, 318 reviews

Westside Bungalow - Heart of Bend

An inviting outdoor seating area features a modern fire pit surrounded by cushioned chairs, offering a cozy spot for gathering. A dining table is set for outdoor meals, and thoughtful lighting enhances the space under the covered patio, framed by lush trees.

5 out of 5 average rating, 111 reviews

Family/Remote Work Friendly House in Bend OR

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.

4.91 out of 5 average rating, 140 reviews

DogOk. Large Retreat, 3 King Beds. Fire pit

The exterior of the newly constructed home showcases a modern design with a front porch illuminated by warm lighting. Large windows frame the entrance, providing views of the surrounding natural landscape. The property features rocky landscaping with sparse vegetation and a hot tub visible to the side.

4.94 out of 5 average rating, 120 reviews

Brand new home* Hot tub* Mountain Views* Sleeps 8

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.

4.98 out of 5 average rating, 306 reviews

Home in Orchard District

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

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, 126 reviews

Charming Millhouse w/ hot tub close to everything

A historic craftsman bungalow is framed by vibrant autumn foliage. A concrete path leads to the covered front porch, surrounded by tall grasses and fallen red leaves, evoking a welcoming outdoor space in the fenced front yard.

4.99 out of 5 average rating, 236 reviews

Lucinder - Modern historic home, views, Downtown

Private house rentals

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, 248 reviews

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

A cozy living area features a large mid-century couch adorned with colorful pillows, positioned facing a gas stove nestled in a gray brick fireplace. A wall-mounted flat-screen TV is visible, along with large windows that provide natural light and a view of the garden. A wooden front door adds warmth.

4.93 out of 5 average rating, 212 reviews

Bungalow in Bend: Center of Town

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, 125 reviews

Stunning High End Craftsman located Downtown Bend!

4.95 out of 5 average rating, 248 reviews

Park Place - Walk to Downtown & Old Mill

A sunlit living area features a large glass door leading to the backyard, surrounded by greenery. A comfortable sectional sofa is positioned near a gas fireplace. A dining table accommodates multiple chairs, while a wall clock and artwork add charm to the open space.

4.9 out of 5 average rating, 145 reviews

Spacious Home,3BRM,King,Espresso,Games + Plants!

A spacious deck is presented with comfortable seating and a grill, surrounded by trees. A striped hammock rests in the foreground, inviting relaxation. Large windows showcase the interior, and a balcony extends from the upper level, providing additional outdoor space.

4.85 out of 5 average rating, 106 reviews

Lunar Retreat: dog friendly with river access + AC

A charming mid-century home features a light green exterior with large windows and a welcoming front porch. Two blue chairs are positioned on the deck, surrounded by landscaped gravel and minimal greenery. A path leads to the entrance, creating a cozy and inviting outdoor space.

4.98 out of 5 average rating, 251 reviews

Sweet Pea | Hot Tub | Fire Pit | Walk

The exterior of a charming cottage is presented, featuring a grey facade with white trim and a welcoming front porch. Two rocking chairs flank the entrance, while lush green grass and small shrubs enhance the outdoor space. Sunlight streams across the scene.