Vacation rentals with outdoor seating in Redmond

A living area features a dark leather couch and a patterned armchair, centered around a wooden coffee table. Natural light filters through the window, illuminating the warm tones of the room. A landscape painting hangs on the wall, enhancing the inviting ambiance.

4.84 out of 5 average rating, 676 reviews

Immaculate, Cozy Home in the Heart of Downtown

This gorgeous, welcoming, solar-powered house offers self check-in, speedy WiFi, and complimentary craft beer and coffee. It's located just a couple blocks from downtown, 5 minutes from the airport, 10 minutes from Crooked River Canyon, 15 minutes from Smith Rock, and 20 minutes from Bend. 4 breweries & 3 taprooms are located less than 6 blocks away, and tons of restaurants & shops are close by. Amazing nearby hiking options abound. This space is half of a duplex. No pets or parties allowed.

4.9 out of 5 average rating, 144 reviews

A bright great room features large windows that invite natural light and views of the surrounding greenery. A gas fireplace is situated beneath a framed artwork. Comfortable seating includes a sectional sofa and armchairs, complemented by a coffee table adorned with decorative plants.

Townhouse in Redmond

Quiet Eagle Crest Townhouse w/ Access to Amenities

Enjoy all that Central OR has to offer in this quiet, end-unit townhouse. Located in Eagle Crest Resort, a 1700-acre resort with one spa, three sports centers, five pools, and three full year-round golf courses, it is the ideal location to enjoy Central OR. This 1400sq ft single-level townhome features a great room with soaring ceilings, walls of windows, a fully stocked kitchen, and plenty of gathering spaces. Perfect for a romantic getaway, fun family weekend, or adventure-filled vacation.

4.98 out of 5 average rating, 278 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

4.97 out of 5 average rating, 558 reviews

A spacious outdoor deck is furnished with two Adirondack chairs facing a circular fire pit. A panoramic view of distant mountains and valleys is framed by a railing, showcasing the landscape under clear blue skies.

Apartment in Redmond

Smith Rock Contemporary

Epic views await at this new contemporary Airbnb suite. Situated atop Cinder Butte, with stunning views of Smith Rock, Mt. Hood, Mt. Jefferson and the Terrebonne valley. Enjoy this 800 sf daylight basement apartment with dedicated entrance and parking, open concept living, laundry, bedroom and custom bath. Luxe accommodation just minutes from Smith Rock State Park. A covered deck with magnificent views will make you feel right at home. Start your day with a gorgeous sunrise over Smith Rock

4.97 out of 5 average rating, 356 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.

4.99 out of 5 average rating, 204 reviews

A private patio area is showcased under a pergola, featuring a small table with two chairs. Vibrant flowers and greenery surround the space, enhancing the tranquil environment. Sunlight casts gentle shadows across the concrete floor, creating an inviting spot for relaxation.

Guest suite in Redmond

Momma Sal's Studio in Downtown Redmond

Charming, beautiful studio w private entrance, patio, amazing stone fireplace (gas), coffee maker, mini fridge, microwave, glassware, dishes, very nice linens & bath. Downtown, quiet neighborhood. Easy walk to restaurants, shops, great craft brews, events. Dry Canyon few blocks away for disc golf, walking, running, biking, hiking trails. Lovely parks. Close to Expo, 20-30 min to Bend, Smith Rock, Sisters, Prineville. Great C.O. location in every direction for fun & recreation all seasons.

5 out of 5 average rating, 279 reviews

A bright living area is filled with natural light from large windows. The cozy sofa offers a relaxed seating option, complemented by a stylish ottoman. A well-equipped kitchen features modern fixtures, and exposed wood details enhance the warm and inviting ambiance.

Tiny home in Redmond

Close to Smith Rock, Mountain View, Country Charm

The Tiny House at Aspen View Farm is just what you need! Great location for exploring beautiful Central Oregon - Smith Rock is only 15 min away. On a unique 14 acre farm, relax and retreat with tranquil Cascade Mountain and country views, say hi to Roo the farm dog, and watch cute grazing sheep. The Tiny is cozy and comfy with quality amenities to make you feel right at home - stocked kitchen, a/c, heated floors & more! Please read full listing before booking so there are no surprises :)

4.97 out of 5 average rating, 218 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.

Apartment in Redmond

Mountain View Suite near Smith Rock + Airport

FAST INTERNET. Quiet rural location a few miles from town on rimrock over a small canyon. Enjoy a wide view of the Cascades from a roomy studio apartment that is comfy and uncluttered. Features a big bathroom, walk-in shower, a small balcony, many windows, and a large walk-in closet. On request for additional $35 per stay: roll-away bed. Nearby attractions: 1) Smith Rock State Park-7 mi 2) Dry Canyon trail-1 mi 3) Redmond Airport-6 mi 4) Redmond-5 mi 5) Sisters-23 mi 6) Bend-22 min

The living area features a brick fireplace as a focal point, surrounded by comfortable seating options. A coffee table sits in front of a couch with a soft throw. Natural light enters through large windows, and a door leads to the exterior.

4.88 out of 5 average rating, 480 reviews

The Little Red Chimney House - 3 BR 2 BA

Originally built in 1944, this is a wonderfully furnished bungalow with 3 queen bedrooms and 2 full bathrooms, which I completely renovated and remodeled. It is a stone's throw from Fred Meyers grocery store and Cascade Lakes Brewery, and within easy walking distance to downtown. This house is at the hub of Central Oregon and sits at the crossroads between Bend (14 miles), Prineville (20 miles), and Sisters (20 miles) and is 10 miles from Smith Rock and 2 miles from the Airport.

4.89 out of 5 average rating, 252 reviews

A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.

Cabin in Culver

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

The exterior of a charming cottage is displayed, featuring a well-manicured yard with flowering plants and shrubs. A welcoming porch with seating is visible, alongside large windows that bring in natural light. The driveway leads to a landscaped garden area.

4.94 out of 5 average rating, 261 reviews

Rhubarb Cottage - Entire house Dog Friendly!

Dog Friendly! Set in charming Old Town Redmond, this cottage has everything to offer for a quick weekend get away or longer stay with family. Only 25 minutes to downtown Bend and less than 10 minutes to the airport. Featuring 3 bedrooms, 2 full bathrooms, full laundry and a cozy kitchen! Gas bbq, expansive back patio, and corn hole boards to enjoy! Cruiser bikes available to ride to breweries or Dry Canyon Trail just minutes away. 2 Dogs max, additional cleaning fee applies.

4.92 out of 5 average rating, 639 reviews

The living room features a combination of modern and rustic decor, including a brown leather sofa, a wooden coffee table, and a cozy area rug. A flat-screen TV is mounted on the wall, with large windows allowing natural light to brighten the space.

Bungalow in Redmond

1918 Bungalow | Modern Renovation•Walk to Downtown

Beautifully restored 1918 bungalow in the heart of Downtown Redmond. Walk to local brewpubs, coffee shops, and food carts. Just 17 miles to Bend. Enjoy luxe linens, plush towels, a soaking tub, and a fully equipped kitchen. Immaculate, cozy, and full of character—this historic gem blends comfort, style, and walkable charm for a memorable stay. Steps from local favorites—food, drinks, and downtown vibes! Perfect base for exploring Smith Rock, and Central Oregon beauty!

Popular amenities for Redmond outdoor seating rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with outdoor seating

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.

4.95 out of 5 average rating, 134 reviews

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

A two-story home is depicted with a combination of brown and tan siding, accented by white trim. The exterior features a distinctive turret-style structure and a garage with a paneled door. A well-maintained lawn and landscaped area are present in the foreground.

4.93 out of 5 average rating, 101 reviews

Desert Sky, Sunsets, Mt View’s and Private Hottub!

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, 223 reviews

Modern retreat in central Bend

A private fire pit is seen on the patio, surrounded by rustic wooden chairs. A warm fire flickers against a vibrant sunset backdrop, with the silhouettes of trees and distant mountains creating a picturesque landscape.

4.95 out of 5 average rating, 269 reviews

Beautiful farm in Tumalo with No Cleaning Fee.

A deer stands gracefully in a lush green lawn, surrounded by mature trees and colorful foliage. The animal is captured mid-stride, with its antlers prominently displayed, showcasing the serene natural environment that enhances the outdoor experience of the property.

4.96 out of 5 average rating, 171 reviews

Theater Room w/Movies, Netflix, Amazon Prime

A well-maintained two-story home is shown with light-colored siding and a neatly paved pathway. Lush green grass surrounds the entrance, which is adorned with vibrant flowering bushes. A small garage is visible on the right side of the house.

4.95 out of 5 average rating, 174 reviews

Large Group Comfort - 7 Separated Sleeping Areas!

The exterior of the home displays a combination of dark blue siding and natural stone accents. A spacious front porch is featured, along with two garage doors and a wide paved driveway. The sloped roof adds to the home's structural interest.

4.85 out of 5 average rating, 121 reviews

Stunning mtn Views, sleeps 14, Hot tub, rec passes

4.94 out of 5 average rating, 163 reviews

Aerial view captures the property’s proximity to Smith Rock with stunning rock formations in the background. The surrounding landscape features open land and a river, highlighting the natural beauty. The area is accessible via a road that runs along the edge of the property.

Home in Terrebonne

Smith Rock Nest - Steps to the Park!

Apartment rentals with outdoor seating

Apartment in Orchard District

A spacious living room is featured with a gas fireplace and a large-screen TV, complemented by a pull-out sofa. Large windows allow natural light to fill the room, while bar seating is available at the open kitchen, creating an inviting atmosphere for relaxation or gatherings.

4.96 out of 5 average rating, 321 reviews

Midtown Gem With Cozy Fire and Park Views

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.

4.93 out of 5 average rating, 460 reviews

Private Spacious Studio Apartment

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.

4.96 out of 5 average rating, 505 reviews

Riverside loft closest to amphitheater, rapids

4.94 out of 5 average rating, 181 reviews

A comfortable living area features a bright red sofa and an additional lounge chair. Natural light filters through large windows, highlighting the neutral wall colors and carpeting. A television is positioned on a sturdy stand, while a small dining table is visible in a corner.

Apartment in Sisters

Apartment in Sisters, OR. USA

The exterior of the two-story apartment is framed by tall pine trees, showcasing a robust wooden structure. A private entrance and garage are visible, while a deck extends from the second story, offering an inviting extension of the living space.

4.96 out of 5 average rating, 114 reviews

Spring River Guest Apartment

4.96 out of 5 average rating, 160 reviews

A cozy living area features a green sofa against a mural of a vibrant forest. Indoor plants are arranged around the space, complemented by natural light filtering through sheer curtains. A round dining table with two chairs sits adjacent to the seating area, enhancing the inviting atmosphere.

Apartment in Larkspur

The Grove at Midtown Manor - King Beds & Hot Tub!

4.98 out of 5 average rating, 246 reviews

A bright living area features a light-colored sofa draped with yellow and gray cushions. Two stylish chairs provide additional seating, while a central wooden table holds decorative items. Natural light filters through sheer white curtains, illuminating plants and a patterned rug on the hardwood floor.

Apartment in Larkspur

Villa77: Renovated Stay Near Downtown & Old Mill

A spacious living area features warm wooden floors and large windows allowing ample natural light. Unique architectural elements, including a yellow accent wall and natural wood pillars, create a welcoming atmosphere. A cozy seating arrangement with a sectional couch and armchair is highlighted by a decorative area rug.

4.96 out of 5 average rating, 802 reviews

Tranquil & Magical-HotTub Fireplace AC 250 Mbps+

Condo rentals with outdoor seating

Condo in Seventh Mountain

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.

4.9 out of 5 average rating, 147 reviews

Adorable Studio at Seventh Mountain Resort

A modern studio features a spacious bed with crisp white linens, a wooden accent wall, and an electric fireplace below a wall-mounted television. A unique wood table sits atop an area rug, with plants adding a touch of greenery to the warm atmosphere.

4.98 out of 5 average rating, 298 reviews

Sunriver Studio with Pool and Hot Tub

4.95 out of 5 average rating, 128 reviews

The open living area features two brown leather couches and a large coffee table set on a patterned rug. A flat-screen TV sits on a white media console. Bright natural light enters through multiple windows, creating a welcoming atmosphere that connects to the dining area.

Condo in Sisters

Renovated Sisters Condo; perfect getaway!

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.

4.86 out of 5 average rating, 298 reviews

Mt. Bachelor Village Condo - Near Town & River

An outdoor seating area is set up near a pool, featuring various tables and a gas fire pit surrounded by comfortable couches. Umbrellas provide shade, and string lights offer a warm glow above. The backdrop consists of tall trees and a well-maintained lawn.

4.99 out of 5 average rating, 134 reviews

Pool, AC, close to Amphitheater & Old Mill

4.96 out of 5 average rating, 220 reviews

A comfortable living area features two gray sofas adorned with plaid throws, paired with a wooden coffee table. Two framed black-and-white landscape photographs hang on the walls. Natural light enters through sliding glass doors, complementing plants placed around the room.

Condo in Sunriver

Remodeled SunriverVillage Condo 6Free Sharc passes

4.91 out of 5 average rating, 153 reviews

The living area features high vaulted ceilings with wooden beams and large windows allowing natural light to fill the space. A stone fireplace is the focal point, surrounded by comfortable leather seating and a centerpiece table. Colorful accents offer a pop of vibrancy to the neutral decor.

Condo in Sunriver

Short walk to SR Village and SHARC, includes bikes

Superhost

A modern living space is presented with a comfortable gray sofa and a matching armchair. A circular table with decorative elements is set nearby. Natural light enters through large sliding glass doors, offering views of trees outside. A dining area with black folding chairs is visible in the background.