Holiday rentals with outdoor seating 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, 228 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.

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, 595 reviews

Home in Lodges at Bachelor View - Book Now!

Enjoy Bend’s newest west-side neighborhood nestled beside Century Drive, the gateway to Mt. Bachelor and the Cascade Lakes. Our unique location puts you right on the connector trails to the popular Phil's Trail System for mountain biking or casually strolling along the Deschutes river trail. With access to the National Forest in just steps and breweries mere minutes down the road, Pinehaven is as 'Bend' as it gets. Thank you for considering Pinehaven for your stay. We think you’ll love it here!

4.98 out of 5 average rating, 110 reviews

The spacious living room features a modern fireplace and large windows allowing natural light to fill the space. A soft area rug lies beneath a round coffee table, surrounded by comfortable seating, offering a cozy environment. Sliding glass doors lead to an outdoor patio surrounded by greenery.

Townhouse in Bend

Minutes to Bachelor! Spa. Fire pit. Ski!

Welcome to Hummingbird House, your Bend home away from home! This beautiful three bedroom plus den home is sure to become a vacation favorite for you and your family! Located within the Deschutes National Forest, these are the closest homes to Mt. Bachelor and just ten minutes to town. An outdoor patio area features a hot tub, fire table and dining table perfect for hanging out after a long day exploring Bend. The Deschutes River Trailhead is only a few steps from the back door. Book today!

5 out of 5 average rating, 143 reviews

An inviting hot tub is positioned alongside a sauna grotto, both nestled within a natural setting. The hot tub features clear water with soft illumination, while the sauna's wooden exterior is accentuated by warm light. Surrounding trees and rocks enhance the tranquil atmosphere.

Bungalow in Bend

River Run Bend Bungalow & Romantic Spa Grotto

**NEWLY INSTALLED! ** Spa & sauna grotto is all ready for your romantic Bend getaway! This quiet, wooded, centrally located, standalone bungalow is steps from the Deschutes River trail, easy walking distance to Mill Dist. and Hayden Amphitheater. It boasts a comfy king bed w/premium down bedding & pillows, dedicated free parking (+ extra cars or small RVs), outdoor dining and patio area, washer/dryer, and a kitchen fully stocked with everything you need for fun and relaxation for all seasons!

4.94 out of 5 average rating, 534 reviews

Dome in Bend

Welcome to Dome Sweet Dome

Your chance to stay in a true-to-name Geodesic Dome! This one-of-a-kind retreat blends comfort with architectural charm. Guests call it cozy, inspiring, and unforgettable — a stay that feels like an experience, not just a place to sleep. Nestled in the First-on-the-Hill neighborhood off Century Drive, the Dome is perfectly positioned for everything Bend has to offer. Whether you’re here for skiing, biking, hiking, or just relaxing, you’ll love how close you are to Bend’s best adventures.

4.98 out of 5 average rating, 176 reviews

The bedroom features a spacious bed with white linens, complemented by two bedside tables with lamps. A green bench sits at the foot of the bed, while a landscape painting hangs above the headboard. Soft curtains frame a window, allowing natural light to fill the space.

Guest house in Bend

NEW Tranquil Retreat On Canal

Charming, clean, comfortable, fully renovated guest house on 3 acres, nestled by a canal. A quiet escape near Pine Nursery Park, just 5 miles from downtown and less than 20 minutes from the airport. Enjoy beautiful natural light, vaulted ceilings, large bathtub, and balcony with outdoor seating and a beautiful view. Fully stocked kitchen, washer & dryer, heat & AC, blackout shades, board games, books, amenities for kids, smart TV, and a Blu-ray player for rentals from The Last Blockbuster.

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, 295 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, 201 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.

4.99 out of 5 average rating, 141 reviews

A modern kitchen is equipped with wooden cabinetry, stainless steel appliances, and a decorative counter space. The kitchen features a gas oven and microwave, alongside a coffee maker. Natural light enters through a nearby window with wooden blinds, and a vase of colorful flowers adds a cheerful touch.

Cottage in Bend

Blue Spruce Cottage, 2/1, Modern, & Clean.

This cottage is located in the heart of Midtown - 20 mIn walk downtown & walking minutes from great food/beer/coffee. You will enjoy a very quiet, newer home, with air conditioning & 2 KING tempurpedic beds, tucked under mature Spruce trees. For active guests a hose is available to wash bikes, washer/drier and indoor racks to dry your clothing. A full kitchen and BBQ for meal prep. Garage is secure and available UPON REQUEST. Lastly, wireless internet is super fast, 300mbs.

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, 204 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.

4.93 out of 5 average rating, 438 reviews

A comfortable living area features a spacious sofa and two armchairs, with a wooden dining table visible. Large windows allow natural light to fill the space, showcasing views of greenery. A television is mounted on the wall, and a colorful artwork adds a touch of style.

Guest house in Bend

Suburban Forest guest house with garage

Experience Bend to the fullest! Adventure is just outside your door with only a few traffic circles between you and the mountains. All of the best eats, drinks, and shopping are within a few miles, and you can store all of your gear in your private garage while you spend time in town. Our home is not suitable for pets or emotional support animals. ESA animals are not considered service animals by AirBnb or the State of Oregon. Please respect this rule.

5 out of 5 average rating, 201 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

Central Modern Guesthouse with EV Charger

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 the local fire department. We love books, music, and helping you discover the best of Bend - trails, eats, and community.

Popular amenities for outdoor seating rentals in Bend

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

A modern mid-century ranch home is showcased from the exterior, featuring a combination of large windows and contemporary architectural elements. Surrounding landscaping includes trees and shrubs, creating a natural buffer. A clear driveway leads to a two-car garage, adding convenient access to the property.

4.98 out of 5 average rating, 136 reviews

Mid Century West side home-walk everywhere

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, 432 reviews

Downtown - Super Walkable - King - Local Hosts

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.

4.93 out of 5 average rating, 248 reviews

☆ Quiet Forest Retreat | 10min from Old Mill ☆

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, 192 reviews

Old Mill Charm

The kitchen features modern white cabinetry and a large central island with a wooden cutting board. Stainless steel appliances, including an oven and refrigerator, are present. Shelving holds various kitchen items, while a window offers natural light and views of the outdoor greenery.

4.96 out of 5 average rating, 160 reviews

Downtown with hot tub and fenced-in yard

A private hot tub bubbles invitingly on a deck surrounded by natural landscaping. Wooden railings frame the area, with two Adirondack chairs positioned nearby, offering views of the Deschutes River and lush trees in the background.

4.98 out of 5 average rating, 412 reviews

<SALE> River Front | Hot Tub | Old Mill | Dogs

A charming cottage is featured with a sandy pathway leading to the front porch. Lush green trees and manicured shrubs surround the home, while natural stone accents are visible in the landscaping. The inviting exterior showcases a well-maintained facade under a clear blue sky.

4.87 out of 5 average rating, 157 reviews

Cottage in Bend: Walk Everywhere

4.95 out of 5 average rating, 183 reviews

Aerial view of a beautiful riverside home surrounded by lush trees and vibrant foliage. The property features a large private backyard that leads directly to the water, showcasing a peaceful escape into nature. The nearby river reflects the sky and trees, enhancing the tranquil scenery.

Home in Old Bend

Downtown Bend Waterfront Escape

Apartment rentals with outdoor seating

4.97 out of 5 average rating, 221 reviews

A small balcony is visible, featuring two woven chairs and a round blue table. Panoramic views of the surrounding landscape and distant trees can be seen, with clouds casting soft shadows over the scene and sunlight filtering through the open space.

Flat in Redmond

Mountain View Suite near Smith Rock + Airport

4.93 out of 5 average rating, 105 reviews

A modern living area showcases a comfortable dark sofa alongside a bright orange armchair. A wooden coffee table is positioned in front, with a small plant and speaker on top. A dining table with four chairs is visible in the background, and a fireplace adds warmth to the space.

Flat in River West

Modern Condo~Fireplace~Walk to Old Mill & River

4.93 out of 5 average rating, 460 reviews

A cozy living area is furnished with a leather couch and wooden chairs, accented by a glass coffee table. Natural light fills the space through the large window with blinds, highlighting potted plants and decor on the side table.

Flat in Bend

Private Spacious Studio Apartment

4.92 out of 5 average rating, 101 reviews

Flat in Bend

Sunriver Studio with Pool & Hot Tub

4.96 out of 5 average rating, 507 reviews

A cozy living area features a gray sofa facing a wooden television stand. A colorful rug adds warmth to the hardwood floor. Natural light streams through two large windows, with vintage ski equipment displayed on the ledge. A comfortable armchair is positioned nearby.

Flat in River West

Riverside loft closest to amphitheater, rapids

4.94 out of 5 average rating, 103 reviews

An open room features vaulted ceilings and large windows, allowing natural light to fill the space. Two surfboards are artfully displayed on the wall, while a circular dining table and four chairs are positioned in the center. A black office chair is visible at a desk, enhancing the work-friendly atmosphere.

Flat in Bend

Wine Down and Play

4.95 out of 5 average rating, 939 reviews

The living room area features a red leather sofa and a small wooden coffee table, situated on a richly patterned area rug. A staircase with wooden railings leads to the upper loft. Natural light enters through windows positioned above, illuminating the space.

Flat in River West

The Garden Apt-Hot Tub Fireplace AC 250+ Mbps

4.93 out of 5 average rating, 349 reviews

A comfortable living area features a dark gray sofa positioned in front of a stone fireplace. A simple coffee table sits on a patterned area rug, and a dining table is visible in the background. The space is complemented by a lofted sleeping area with a ladder for access.

Flat in Old Bend

The Hub—Apartment @ Downtown & Historic Dist

Apartment rentals with outdoor seating

4.9 out of 5 average rating, 147 reviews

A comfortable living area showcases a cozy sofa and a well-lit dining space with a light-colored table surrounded by colorful chairs. Natural light filters through the windows, illuminating the modern vinyl flooring and the stylish decor elements, including a wall-mounted TV above a decorative fireplace.

Apartment in Bend

Adorable Studio at Seventh Mountain Resort

4.86 out of 5 average rating, 301 reviews

The fully equipped kitchen features granite countertops and wooden cabinetry. Large windows allow natural light to fill the space, providing views of the surrounding forest. The kitchen area includes modern appliances, a kitchen island with seating, and overhead lighting for an inviting cooking environment.

Apartment in Bend

Mt. Bachelor Village Condo - Near Town & River

4.94 out of 5 average rating, 219 reviews

A spacious living area features a round dining table surrounded by six light-colored chairs, complemented by a textured area rug. Large windows offer views of the outdoors, while a cozy seating arrangement sits nearby. A modern kitchen area is visible in the background.

Apartment in Bend

Luxury View Condo - Mt Bachelor, Amphitheater

4.94 out of 5 average rating, 129 reviews

Apartment in River West

Adventure Awaits! Walk to downtown and river!

4.99 out of 5 average rating, 138 reviews

A spacious living area is furnished with a gray sectional sofa and a decorative coffee table, enhancing comfort and relaxation. A television is mounted on the stone fireplace wall, while an adjacent dining area features a round table with seating for four. Natural light floods through large windows.

Apartment in Sunriver

Beautiful Condo in SR Village

4.91 out of 5 average rating, 160 reviews

A modern living space features a gray sofa with decorative cushions and a round coffee table. Four sleek bar stools are positioned around a kitchen island with a white countertop, while natural light fills the area from the windows, enhancing the warm tones of the decor.

Apartment in River West

Riverfront Condo, Walk to Downtown Bend

4.93 out of 5 average rating, 166 reviews

Apartment in Sunriver

Room With a View Condo, Sharc passes included.