Holiday rentals with a patio in Sisters

4.98 out of 5 average rating, 188 reviews

A charming cottage exterior is depicted, featuring a white picket fence and a welcoming covered porch. Lush green grass surrounds the house, complemented by tall trees in the background. A hanging plant basket adds a touch of greenery, enhancing the inviting entrance.

Cottage in Sisters

Minutes walk Downtown/Cozy Cottage Retreat/Sauna.

Imagine yourself surrounded by majestic old-growth ponderosa pine and juniper trees, where the gentle murmur of Whychus Creek is in the distance, all while being just a short stroll from the vibrant heart of downtown Sisters. Embrace the tranquility as you explore an array of delightful restaurants, local festivals, and enjoy nearby parks, as well as endless hiking and biking trailheads, the Creekside campground, all within moments’ reach. Minutes’ drive to Hoodoo Mountain, Blackbutte, Aspen

4.94 out of 5 average rating, 122 reviews

A charming cabin is framed by tall trees, glowing warmly from the large windows as dusk settles in. The two-story structure features a spacious garage, and a small shed is visible nearby. The grassy area in front invites outdoor activities.

Cabin in Sisters

Cozy family cabin in Sisters, Central Oregon.

Relax with the family at this peaceful well appointed spacious cabin that embodies the spirit of central Oregon. The cabin is located 3 miles from Downtown Sisters, 20 minutes to Hoodoo ski area and 10 minutes to Black Butte Ranch. We've geared the spaces towards fun and relaxation. 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 fenced backyard, fully stocked kitchen, comfy beds and kid friendly amenities!

4.91 out of 5 average rating, 141 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.

4.97 out of 5 average rating, 115 reviews

An open living area is displayed, featuring a dark leather sofa and a wooden coffee table. A dining area with wooden chairs is seen in the background, along with a well-equipped kitchen that is partially visible. Natural light brightens the space, highlighting the warm wood flooring.

Townhouse in Redmond

Eagle Crest townhome Dog friendly-sleeps up to 6

West Ridge Eagle Crest Creekside Townhome near Lakeside sports center (sport court, pickleball courts, gym, pool, hot tub and kids splash park). Kid and Dog friendly. Fully furnished and stocked - includes coffee. Sleeps up to 6 (master -queen, 2nd bedroom queen and sofa bed queen) Equipped with A/C for hot summer days, fireplace and digital thermostat for cold days. Lockable storage for bikes-skis-snowboards etc. Easy access to Bend, Sisters, Smith Rock, Hoodoo, Mt. Bachelor and more.

4.97 out of 5 average rating, 343 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.

4.97 out of 5 average rating, 156 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.

Guesthouse 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.

5 out of 5 average rating, 154 reviews

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.

Cabin in Sisters

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, 327 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.

4.96 out of 5 average rating, 151 reviews

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.

Cabin in Sisters

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!

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, 190 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.

4.98 out of 5 average rating, 283 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.

4.95 out of 5 average rating, 112 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 Sisters Holiday Houses with Outdoor Verandahs

Kitchen

Wi-Fi

Pool

Free parking on premises

Air conditioning

Apartment rentals with a patio

A spacious living area is presented with a soft sectional sofa, a coffee table, and a stone fireplace. Large windows invite natural light, and a flat-screen TV is mounted above a console. A dining area with wooden chairs is visible, enhancing the communal space.

4.94 out of 5 average rating, 18 reviews

Amazing Resort near Mt. Bachelor

5 out of 5 average rating, 110 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

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.

5 out of 5 average rating, 41 reviews

The Atrium

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.

4.93 out of 5 average rating, 89 reviews

Wine Down and Play

Superhost

5 out of 5 average rating, 4 reviews

Mt. Bachelor Village Resort-Modern, Clean Condo

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

4.84 out of 5 average rating, 51 reviews

Relax by the Rapids Riverfront Gem Downtown Bend

Superhost

The living room features a cozy seating area with a gray sofa and a large white bean bag chair. A wood-burning fireplace is centrally located, complemented by a television mounted above. Large windows allow natural light and offer views of the surrounding trees.

4.83 out of 5 average rating, 89 reviews

Easy Access to Bend+Bachelor | Hot Tub | Pets OK

4.88 out of 5 average rating, 17 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

Holiday House Rentals with a Verandah

4.95 out of 5 average rating, 111 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

4.9 out of 5 average rating, 167 reviews

Home in Old Bend

Park Place *Modern + Fenced*

4.97 out of 5 average rating, 181 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

An aerial view showcases a home situated near a winding river, surrounded by trees. The landscape features a mix of greenery and autumn colors, highlighting the natural beauty of the area. Nearby properties appear, with a pool visible to the left side of the image.

4.92 out of 5 average rating, 126 reviews

Fish the Deschutes from your back door!

4.93 out of 5 average rating, 224 reviews

The Craftsman home features a welcoming front porch with two chairs positioned on either side. A traditional American flag adds a festive touch, while lush greenery surrounds the entrance. The exterior showcases a blend of wood tones and architectural details characteristic of the Craftsman style.

Home in Old Bend

Paddle House

4.99 out of 5 average rating, 212 reviews

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.

Home in River West

Modern retreat in central Bend

A spacious living area features solid oak flooring and a wood-burning stove set against a stone wall. Large windows offer views of the surrounding trees and snowy landscape, while a cozy stack of firewood is arranged beside the stove.

5 out of 5 average rating, 198 reviews

Lava Rock Retreat Modern Rustic Home

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.

4.84 out of 5 average rating, 115 reviews

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, 114 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, 118 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!

4.97 out of 5 average rating, 60 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, 127 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.

4.96 out of 5 average rating, 210 reviews

Remodeled SunriverVillage Condo 6Free Sharc passes

4.91 out of 5 average rating, 159 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.

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.