Holiday rentals with a patio in Black Butte Ranch

4.98 out of 5 average rating, 163 reviews

A wooden dock extends over the clear waters of the Spring River, featuring a bright yellow kayak resting on the edge. A paddle lies nearby, and lush greenery surrounds the tranquil scene, providing a serene backdrop of trees and natural beauty.

Cabin in Sunriver

Riverfront Ski Cabin w/ HotTub & Dock

Riverfront cabin w/ fantastic location! Conveniently located to the Sunriver Village (5 min) & Mt. Bachelor (20 min). Take it easy @ this unique, round house perched over the Spring River w/ 2 levels of decking, hot tub & private dock! Enjoy snow activities, hiking & biking. Kayaks, SUP, canoe & bikes available during summer.Stunning 180 degree views of the river. House is well stocked w/ all the creature comforts. This home is truly a peaceful oasis for some fun and R&R! 1 dog limit, $100 fee.

5 out of 5 average rating, 107 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 and pillows, dedicated free parking (incl. extra cars or small RV), outdoor dining and patio area, washer/dryer, and kitchen fully stocked with everything you need for fun and relaxation for all seasons!

The cabin is nestled among tall trees, featuring a green exterior with a welcoming entrance. The front yard showcases natural grass and scattered pine needles, leading to a spacious driveway with a two-car garage on the right. Large windows provide an inviting view into the cabin.

4.94 out of 5 average rating, 121 reviews

Cozy family cabin in the tall pines of Tollgate.

Relax with the family at this peaceful well appointed sapcious cabin. 'Your Sisters Cabin' is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo ski area and 10 minutes from Black Butte Ranch. We've geared the spaces towards fun and relaxation for the whole family! Well curated amenities will help your family enjoy all that the Sisters area has to offer. From an easy to use propane fireplace to a beautiful fenced backyard, fully stocked kitchen, comfy beds and kid friendly amenities!

4.96 out of 5 average rating, 113 reviews

The A-frame cabin is framed by tall pine trees, showcasing a modern black exterior. Large windows reflect the surrounding forest, while a wooden deck serves as an entry point, inviting guests to explore the natural setting.

Cabin in La Pine

Discover tranquility in our A-frame cabin nestled among the pines. A rustic haven where the scent of pine fills the air, inviting you to unwind on the porch. Inside, a cozy living space & quaint kitchen offer comfort. Retreat to the loft bedroom, where the soft glow of morning light through pine branches awaits. Whether a romantic escape or family adventure, this cabin is a sanctuary, a respite from the daily rush. Embrace simplicity, enjoy the peace & quiet, and enjoy all the nearby beauty.

4.98 out of 5 average rating, 331 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.

An open-plan living space features a wooden dining table surrounded by white chairs, complemented by a decorative plant in a pot. Natural light filters through a skylight and windows, enhancing the wooden beams and soft color palette of the room.

5 out of 5 average rating, 154 reviews

Modern Mountain Cabin Close to Town (HOT TUB!)

Come enjoy this beautiful home filled with tons of natural light, skylights, a cozy fireplace and a highly functional open floor plan. The backyard features a newly built deck and outdoor dining, BBQ, patio loungers, fire pit and HOT TUB! All the benefits of a quiet neighborhood while being just a 5 - 10 minute walk from the heart of downtown Sisters and a short drive to endless hikes and running trails, beautiful lakes and rivers, skiing, rock climbing, mountain biking and so much more.

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.

4.99 out of 5 average rating, 144 reviews

A four-poster queen bed is positioned against a rustic wooden wall. Soft white fabrics drape elegantly, creating a serene focal point. A cozy seating area is visible nearby, along with access to a private entrance through the door.

Barn in La Pine

Romantic Getaway at the Tree Farm - w/ Starlink

Nestled between Crater Lake National Park & Bend, our modern, rustic-bohemian barn sits on the outskirts of La Pine, Oregon, tucked within a serene one-acre grove of pine trees. Here in the foothills of the Oregon Cascades, you'll find peaceful days & star-filled nights—an ideal escape for individuals, couples, or small groups looking to explore our volcanic wonderland. The space includes a cozy private backyard, perfect for reading, stargazing under the night sky, or simply unwinding.

The cabin features a welcoming entrance with a wood deck and rustic details. Framed by green trees, the two-story structure showcases a steep gabled roof and large windows, providing a warm and inviting sight. A path leads to the entrance, surrounded by low shrubs.

4.96 out of 5 average rating, 145 reviews

Pet + kid friendly w/ private hot tub!

Relax with the whole family at this peaceful cabin in Sisters! Take a short drive into downtown Sisters or ride bikes into town via neighborhood trails to do some shopping or explore the nearby lakes, rivers and mountains. Or stay in! Enjoy happy hour on the roof top deck, unwind in the steamy hot tub, cook dinner in the fully equipped kitchen, or have a BBQ on the outdoor patio! This is the perfect place to experience all Sisters has to offer! Just the getaway you've been waiting for!

4.97 out of 5 average rating, 277 reviews

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.

Condo in Bend

Sunriver Studio with Pool and Hot Tub

This stylish studio in the heart of Sunriver is newly remodeled with a King bed. Seasonal pool and year round Hot Tub! Just a short walk to a brand new food truck lot with 7 trucks, indoor and outdoor seating and a bar. Fast WiFi, a new Samsung 50” tv signed into Netflix, Hulu, HBO Max and more. 25 minutes to Mt. Bachelor. 25 minutes to downtown Bend. Parking is just a few feet from your door. This super clean condo is perfect for all of your central Oregon adventures.

The exterior of a charming A-Frame cabin is surrounded by tall trees and features a welcoming front porch. A rustic concrete dining table and red Adirondack chairs are positioned on a gravel patio, offering a comfortable spot for outdoor relaxation.

4.93 out of 5 average rating, 178 reviews

A-Frame Cabin on 4.5 Acres - HOT TUB, Dog Friendly

This 2 bedroom Northwest themed A-Frame is the perfect destination for your couples retreat or small family vacation! It is situated on a super peaceful 4.5 acre lot and is only a 7 minute drive to Downtown Sisters. Our cabin sleeps 4 people comfortably in the 2 upstairs bedrooms, has 2 full bathrooms, a stocked kitchen, and a private back patio featuring our brand new hot tub. This is a dog friendly home so you are more than welcome to let your furry friend tag along!

4.94 out of 5 average rating, 109 reviews

An illuminated hot tub with turquoise water sits in the foreground, surrounded by trees. Warm string lights hang above, casting a soft glow over the outdoor seating area, which includes two chairs and a table, creating a cozy atmosphere for relaxation.

Home in Sisters

XL Hot Tub, Dog Friendly, EV Charger, Fenced Yard

Come explore all that Central Oregon has to offer and relax in this beautiful, family friendly home. This home has modern touches to make your stay comfortable, and easy: EV charger, Large Hot Tub, and fully stocked kitchen. The property is fully fenced for your furry friends to enjoy their stay as well, and it is only 100 yards away from National Forest for easy access. Although the wood stove is for aesthetic looks only, this home exudes cozy and comfortable vibes.

Popular amenities for Black Butte Ranch Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

5 out of 5 average rating, 106 reviews

An open-concept living space features a large kitchen island with bar stools and modern appliances. Natural light enters through multiple windows, highlighting a cozy seating area with a sectional sofa. Wooden accents and a stylish rug add warmth to the contemporary design.

Apartment in River West

Craftsman Style Retreat in Bend River West

5 out of 5 average rating, 41 reviews

A modern living area features a cozy seating arrangement with two leather armchairs and a low coffee table. A wall-mounted television is positioned above a contemporary fireplace. Large glass doors offer expansive views of the mountains and access to a balcony.

Apartment in Bend

The Atrium

5 out of 5 average rating, 13 reviews

A bright living area showcases a modern gas fireplace beneath a mounted television displaying snowy mountains. Cozy seating includes a plush armchair and patterned ottoman. Large windows invite natural light and offer views of the outdoor surroundings. A chic dining area is visible in the background.

Apartment in Bend

Wanderlust Condo Bend - NEWLY remodeled!

Superhost

A couple is seated on a cozy balcony, wrapped in a blanket, overlooking the tranquil river at sunset. Warm colors fill the sky, reflecting on the water. A fire pit offers warmth and light, enhancing the serene setting, complemented by glasses of wine held in their hands.

Apartment in River West

4.91 out of 5 average rating, 43 reviews

Relax by the Rapids Riverfront Gem Downtown Bend

5 out of 5 average rating, 14 reviews

A rooftop space is showcased, featuring several wooden chairs arranged around a central firepit. Flames flicker above a bed of rocks, while views of distant mountains and clear skies form the backdrop.

Apartment in Redmond

Luxury Condo - Mountain Views

5 out of 5 average rating, 10 reviews

A sweeping view of the Cascade Mountains is presented, showcasing snow-capped peaks against a backdrop of blue skies with scattered clouds. In the foreground, a coniferous tree adds a touch of greenery, contributing to the natural beauty of the landscape.

Apartment in Sisters

Sisters Chalet Quiet 1 bd1 bth

Apartment in Northwest Crossing

A bright living area features a spacious white sofa and a glass coffee table on a textured area rug. Large windows provide ample natural light, showcasing a view of the exterior entrance. Artwork adorns the walls, adding a touch of color to the space.

5 out of 5 average rating, 6 reviews

Bend’s Perfect Winter Escape: Ski & Relax in Style

Superhost

A comfortable living area features a gray sofa adorned with a cozy throw, set against a backdrop of two framed botanical artworks. A small wooden table sits centrally, with a vase of flowers atop it. Natural light streams in through sliding doors, leading to a private patio.

Apartment in Larkspur

4.86 out of 5 average rating, 14 reviews

Old Mill Experience

Holiday House Rentals with a Verandah

4.91 out of 5 average rating, 221 reviews

A spacious living room features a comfortable sectional sofa with an ottoman, a decorative rug, and a large mirror. Natural light filters through the windows, which have blue curtains. An air conditioning unit and a small side table are visible, enhancing the room's functionality.

Home in Redmond

Spacious downtown pad - billiards/ping pong/sauna

4.94 out of 5 average rating, 106 reviews

Two blue Adirondack chairs are positioned on a lush green lawn, overlooking the calm Little Deschutes River. In the background, the river reflects the surrounding trees and grassy areas under a clear sky, creating a serene outdoor space for relaxation.

Home in La Pine

Riverfront/Hot Tub/Dock/Pet Friendly/Game Room

4.97 out of 5 average rating, 178 reviews

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.

Home in Larkspur

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

4.98 out of 5 average rating, 188 reviews

Home in Orchard District

Butler Corner - New, Clean & Minutes From Downtown

4.99 out of 5 average rating, 324 reviews

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.

Home in Bend

"Urban Spruce" - Great peaceful location!!

4.99 out of 5 average rating, 187 reviews

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.

Home in Bend

Airy Bend Oasis - Two Ensuites

4.98 out of 5 average rating, 102 reviews

Home in Sunriver

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

4.85 out of 5 average rating, 109 reviews

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.

Home in Bend

Lunar Retreat: dog friendly with river access + AC

Holiday condos with a patio

An open living area is depicted with a large gray sectional sofa facing a wooden coffee table. Natural light enters through skylights and windows, illuminating the dining area equipped with a wooden table and chairs. The warm wood accents enhance the cozy feel of the space.

4.91 out of 5 average rating, 112 reviews

Spacious 2 bedroom Sunriver condo + 6 SHARC passes

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.

Condo in Bend

Luxury View Condo - Mt Bachelor, Amphitheater

4.94 out of 5 average rating, 117 reviews

The living area features a comfortable gray sofa with decorative cushions and a glass coffee table. A light-colored chair complements the space, while a dining set for four is positioned nearby. The kitchen, visible in the background, includes wooden cabinetry and modern appliances.

Condo in River West

Adventure Awaits! Walk to downtown and river!

4.96 out of 5 average rating, 54 reviews

The living area features a comfortable sofa facing a large wall-mounted TV. A cozy stone fireplace with a glowing fire is visible. A dark wood media unit displays plants and board games. Natural light enters through the nearby window, enhancing the welcoming atmosphere.

Condo in Bend

Cozy mid-century getaway near Downtown

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.

4.98 out of 5 average rating, 116 reviews

Beautiful Condo in SR Village

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.

4.97 out of 5 average rating, 204 reviews

Remodeled SunriverVillage Condo 6Free Sharc passes

4.91 out of 5 average rating, 158 reviews

A private balcony offers a comfortable seating arrangement with a cushioned sofa and a wooden coffee table. Scenic river views are visible, framed by trees and basking in sunlight. The railings provide safety while enhancing the outdoor space's inviting atmosphere.

Condo in River West

Riverfront Condo 2 Blocks to Downtown Bend

A spacious dining area features a wooden table surrounded by four chairs, with a decorative centerpiece of natural materials. A cozy living space can be seen in the background, highlighted by a stone fireplace and large windows allowing natural light.