Vacation rentals with outdoor seating near Old Mill District

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, 280 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.

4.94 out of 5 average rating, 122 reviews

The exterior of the townhome is showcased, featuring a blend of stone and wood materials. A spacious deck with a railing is visible on the upper level, while a pathway leads through well-maintained landscaping and manicured grass, enhancing the inviting look of the residence.

Townhouse in Bend

Salmon Lodge Luxury 3BR Bend OR Old Mill District

The Salmon Lodge is a West Bend luxury 3 BR 3 Bath townhome in the Old Mill District. It has served as a premier vacation rental for the last decade. Under new ownership since 2022, we are excited to honor the legacy of the thoughtfully built Salmon Lodge. We will continue to offer the quintessential Bend experience. Walk or bike everywhere! Close to Old Mill shopping, downtown, Mt Bachelor, Deschutes & concert venue. Mountain view from upstairs deck with attached bar. Sleeps 8 to 9

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, 183 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.

4.93 out of 5 average rating, 339 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.

Apartment in Bend

The Hub—Apartment @ Downtown & Historic Dist

Located on the edge of Old Bend Historic District and next to the popular downtown area, the newly constructed apartment is the perfect hub to explore Bend. Easily walk downtown or to the Old Mill district, drive just 30 minutes to Mt. Bachelor for a ski day, or bike along the river trail. The modern space features an open layout with a gas fireplace, full kitchen, kids sleeper loft, and many other amenities. It's attached to a commercial building but has a private entrance.

4.99 out of 5 average rating, 438 reviews

A charming red exterior is complemented by natural stone accents, surrounded by lush greenery. A spacious wooden deck invites relaxation, while a driveway provides access to a garage. Tall trees add privacy to the welcoming entrance of the home.

Guest suite in Bend

Old Mill Studio - easy to Mt Bach, river, dining

Your own private studio behind our home is in the quiet, quaint neighborhood on the bluff above the Old Mill District and Deschutes River. Short walk to restaurants, coffee, breweries and concerts. Close to the river for floating, SUP, River Trail. Easy access to Mt Bachelor, Cascade Lakes, and mountain fun. Private entrance and sliding doors out to a private patio for your morning coffee or end-of-day beverage. A fire pit is available to top off a cozy evening (see notes.)

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, 182 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.

4.94 out of 5 average rating, 406 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.

Guesthouse 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.

4.93 out of 5 average rating, 276 reviews

An inviting entrance is framed by lush greenery and a well-maintained garden. The entryway features a set of steps leading to a light-colored door, welcoming guests into the stylish townhouse. Soft natural light filters through the surrounding trees.

Townhouse in Bend

Aspen @ The DUPE - blocks from Old Mill District -

This beautiful and updated townhouse is located just blocks away from the Old Mill District. You can walk or ride down to the Hayden Homes Amphitheater, shopping, dining and of course the Deschutes River. The 2 bedroom 2 bath house itself is surrounded by trees and is very private. You will love the full tile shower in the master bathroom and the light and bright kitchen with updated appliances. This place is a perfect mix of comfort and location.

4.91 out of 5 average rating, 130 reviews

A cozy outdoor space is present, featuring a wooden deck with four comfortable chairs surrounding a central table. The area is bordered by a wooden fence and framed by trees, providing a peaceful backdrop. The rear of the guest suite can be seen with large windows allowing natural light.

Guest suite in Bend

Modern, close to it all w/ private entrance & yard

Perfectly appointed cozy guest suite located in Bend's desirable Westside. Newly renovated (summer 2023) with modern fixtures and plush Casper mattress and L'Or coffee machine. Sleep like a dream and then take off on the day's adventures. This unit is just off Century Dr/ Cascade Lakes Scenic Byway offering quick access to Mt Bachelor (21 miles) while also a quick drive or walkable to Downtown, the Old Mill , the Deschutes River and NW Crossing.

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

Luxury condo with fast WiFi - a perfect jumping off place for your summer escape. Stunning views of the Cascade Mountains. 21 miles to Mt Bachelor for hiking, mountain biking, or river fun. Easy walking distance to the Deschutes, the Amphitheater, Old Mill + downtown. Secure garage parking for your car and gear. Relax on the deck in the sun after a day outside or working remotely. Watch the sun set over the mountains. That’s pure heaven.

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.

4.96 out of 5 average rating, 170 reviews

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

Welcome to the perfect basecamp for all of your Central Oregon adventures! Enjoy this convenient, comfortable, and centrally located home for your next Bend adventure!! Quick access to all of the activities and events that make this area so special! Conveniently located for walking and biking to the Old Mill, Deschutes River, concerts, parks, restaurants, breweries, and grocery stores. Come settle in for exploration and recreation!!

A well-appointed bedroom features a spacious bed draped in striped bedding. Two bedside lamps provide soft illumination on either side, while a large window offers views of the outdoor greenery. A full-length mirror adds functionality to the room's clean design.