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, 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!

4.98 out of 5 average rating, 938 reviews

The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.

Home in Terrebonne

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

Lush green grass extends beneath tall trees along the riverbank, with soft shadows created by the sunlight filtering through the branches. Several ducks are seen gracefully walking on the vibrant lawn, contributing to the tranquil natural setting.

4.99 out of 5 average rating, 122 reviews

Riverfront Lodge

The house sits on an acre of land right on the Deschutes river with over 200 ft of frontage. With private dock, kayaks, canoes and a row boat, you can enjoy the river and the wonderful view. Two large decks with furniture and fire pit are great for outdoor BBQ's and just watching the wildlife. Otters, beaver, deer, ducks, geese and swans make the back yard their home. There are 6 bikes, river tubes and a ping pong table in the garage. Come and enjoy, I guarantee you will want to come back!

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.

4.99 out of 5 average rating, 313 reviews

A spacious living area features large glass windows that provide views of the surrounding landscape, including trees and open fields. Comfortable seating with brown leather upholstery is arranged around a central coffee table. Natural light fills the room, highlighting the modern design.

Home in Terrebonne

Stunning! Smith Rock • King Beds • Steam Shower

A wall of glass provides panoramic views of the iconic Smith Rock formation, creating a seamless connection between the indoor and outdoors. A sleek and sophisticated modern home perched on the rimrock and flooded with sunshine. King beds and a luxurious bathroom with steam shower. Includes Smith Rock Pass. *No parties or pets* (including support animals) please - this is a 'pet-free' home for guests with allergies. Trip insurance recommended if illness, weather or smoke may be an issue.

The charming exterior of the Craftsman home features a yellow façade with white shutters and a bold red front door. A symmetrical front porch is flanked by two large windows, and colorful landscaping enhances the welcoming curb appeal.

4.92 out of 5 average rating, 273 reviews

Cascadia - Historic Drake Park Gem

Historic Bend original! This magnificent American Craftsman home was built in 1924 and is ideally located in the heart of downtown. Walk-ability to shopping, dining & entertaining make it the perfect home for your stay in Bend. Natural light and open spaces throughout. This beautifully renovated home retains many period correct features and classic warmth. Lovely outdoor entertaining areas surround the home, and Drake Park - the jewel of downtown Bend - is just outside the front door.

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.

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 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.

Our cozy, pet-friendly cottage is located on the very popular westside of Bend and conveniently located to numerous pubs, restaurants, Hayden Homes Amphitheater, the Pavilion, shopping, parks and sightseeing! Beautiful, private, secure, fenced back yard with hot tub and BBQ in the covered patio area and a portable fire pit to sit around and roast marshmallows or hot dogs. Park in the garage and securely store your bikes, skies, snowboards and more.

5 out of 5 average rating, 183 reviews

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.

Home in Larkspur

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 Bend house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.8 out of 5 average rating, 188 reviews

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.

Home in Sunriver

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

4.94 out of 5 average rating, 262 reviews

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.

Home in Sunriver

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

4.97 out of 5 average rating, 175 reviews

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.

Home in Larkspur

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

4.93 out of 5 average rating, 124 reviews

The exterior of the modern home features dark blue siding and stone accents, set against a backdrop of tall pine trees. A well-paved driveway leads up to a two-car garage. A warm glow emanates from windows, hinting at the inviting interior.

Home in Sisters

Modern Tollgate Home - HOT TUB | Half Acre Lot

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!

Weekly house rentals

4.95 out of 5 average rating, 320 reviews

Westside Bungalow - Heart of Bend

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

The cozy bedroom features a rustic wooden bed frame with soft linens, complemented by natural light from a nearby window. A stylish soaking tub is presented with a wooden shelf nearby. The kitchen showcases modern appliances with a striking blue cabinetry, while a snowy mountain landscape is displayed outdoors.

4.97 out of 5 average rating, 231 reviews

Romantic Farmhouse near Mt. Bachelor

4.99 out of 5 average rating, 128 reviews

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.

Home in Larkspur

Charming Millhouse w/ hot tub close to everything

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!

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 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

Private 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

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

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

4.81 out of 5 average rating, 145 reviews

Serene Riverfront Retreat 3 Acres, Fireplace, Deck

Superhost

4.81 out of 5 average rating, 423 reviews

Downtown Den

A spacious living room features hardwood floors and a cozy sectional sofa in green. A flat-screen TV is mounted above a brick fireplace, while a round coffee table sits on a plush area rug. Natural light streams through large windows, illuminating the welcoming space.

4.83 out of 5 average rating, 132 reviews

NW Awbrey, Downtown, Steps 2 Park, Deschutes River

4.99 out of 5 average rating, 103 reviews

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.

Home in Orchard District

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

A northwest style house is nestled among tall ponderosa pine trees. The front features welcoming wooden accents, a large stacked firewood pile, and an attached garage. Natural grasses are scattered across the landscaped area, providing a rustic charm to the peaceful setting.