Places to stay near Old Mill District

Book unique holiday rentals, homes and more on Airbnb

Top-rated holiday rentals near Old Mill District

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top guest favourite
A cozy living area features a comfortable sofa and a wooden dining table with chairs. A large window opens to a balcony, allowing natural light to brighten the room. An abstract wall art piece adds a touch of character, and a flat-screen TV is mounted on the wall.
Apartment in Bend
4.86 out of 5 average rating, 160 reviews

Elegant Second-Floor Condo Near Downtown Bend

This newly remodeled one-bedroom unit at Pioneer Park Condos offers an unparalleled locale next to the Deschutes River Spillway and Pioneer Park. Downtown is within walking distance and offers a plethora of restaurants and local boutiques to shop! This condo sleeps up to 4 vacationers comfortably. This owner has also left his gym membership to Juniper Fitness here for his guest to use! You will have access to the gym equipment, the sauna areas, the pool they have there, plus much much more!

Top guest favourite
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.
Flat in Bend
5 out of 5 average rating, 112 reviews

Craftsman Style Retreat in Bend River West

Located in one of Bend’s most walkable neighborhoods, this studio is a couple blocks away from Columbia Park with easy walking access to Drake Park, Harmon Park, McKay Park and the Old Mill District (and amphitheater). After (or before) you’ve explored nearby shopping and food, head out and explore the endless outdoor activities such as skiing, Mt. Biking, rafting, fishing, and much more! You are short pedal to Phils Trails, a 5 min walk to Mt. Bachelor’s Park n Ride (or 25 min. drive).

Top guest favourite
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.
Home in Bend
5 out of 5 average rating, 288 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.

Top guest favourite
An inviting covered porch area is presented, featuring a hanging swing chair with a colorful cushion. A small wooden bench and storage unit are placed nearby, with a potted plant adding a touch of greenery. The door is framed with a welcoming red tone.
Bungalow in Bend
4.99 out of 5 average rating, 236 reviews

The Nook Near the Old Mill - Sauna

Relax in a beautifully remodeled 1930s mill house featuring a full kitchen, fireplace, landscaped yard, and a genuine Finnish-style sauna. Located just 3 minutes from the Old Mill District with easy Hwy 97 access, yet tucked into a quiet neighborhood. Enjoy a peaceful yard with native plants and a fire table for Central Oregon evenings. A small private backyard is perfect for cooling off after the sauna. Pet-free and cleaned with unscented products for a fresh, allergen-free stay.

Top guest favourite
The exterior of a red brick apartment building features multiple entrances, framed by green awnings and surrounding trees. Warm light emanates from the windows, highlighting the architectural details of the structure against an evening sky.
Flat in Bend
4.96 out of 5 average rating, 388 reviews

The Heart Of Bend. Brownstone Apartment.

LOCATION CAN'T BE BEAT Meticulously Clean Modern Space Private apartment STEPS AWAY FROM THE DESCHUTES RIVER AND A 5 MINUTE WALK TO THE SUMMER SHOWS AT THE AMPHITHEATER A PERFECT BASE FOR WINTER AT MT. BACHELOR NO-CONTACT EASY CHECK-IN OLD MILL LOCATION IN THE MOST DESIRED NEIGHBORHOOD IN BEND Perfect setting in the heart of Bend between downtown & The Old Mill District Walk to fine dining, boutiques, galleries, theaters, coffee and the Deschutes River Trail steps away

Guest favourite
A modern three-story apartment building features a striking combination of wood and contemporary architectural elements. Large windows provide ample natural light, while a wide staircase leads to the entrance. Trees are visible in the background, contributing to a serene outdoor setting.
Loft in Bend
4.94 out of 5 average rating, 429 reviews

<SALE> Cozy River Front "NEST" | Old Mill | Dog |

Enjoy this Luxury 2nd level apartment directly on the Deschutes River. Easy trail access is steps away where you can run/hike the 3 1/2 mile loop or paddle up and down the river. Back at home sit on your deck and listen to the sounds of the river going by. The Old Mill, Box Factory, Food Carts and more are a peaceful 3/4 mile stroll along the river trail ....yet you are a world away in your "Nest" within the Ponderosa Pines along the river. ** Enjoy! **

Top guest favourite
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
4.99 out of 5 average rating, 340 reviews

"Urban Spruce" - Great peaceful location!!

Newly renovated 1940 Classic! Located just steps away from the center of town and all the shops and restaurants that Bend has to offer. Our home consists of the 2 bedroom "Urban Spruce" and a separate one bedroom lower unit "The Downtowner". Located under a magnificent Blue Spruce tree on a surprisingly quiet street, this combination of location, serenity, and quality of craftsmanship make for an exceptional destination option!

Top guest favourite
The exterior of a two-story home is showcased, featuring a harmonious blend of wood and contemporary materials. A wooden staircase leads to the second floor, where a balcony extends from the main living area. Surrounding the home are several trees and landscaped greenery.
Guest suite in Bend
4.96 out of 5 average rating, 205 reviews

Old Mill ~ Deschutes River

Desert Sun is the perfect place to enjoy all that Bend has to offer. You'll have the Deschutes River right around the corner where you can access floating, fishing, kayaking, SUP or walk/running the 3.5 mile River Trail Loop. The Old Mill District and Les Schwab Amphitheater are a short walk along the river. This home's location makes for a perfect retreat with convenience of being close to Downtown, Mt Bachelor and Cascade Lakes.

Guest favourite
Guest suite in Bend
4.83 out of 5 average rating, 379 reviews

Haven’s Nest | Walk to Old Mill / Deschutes River

Welcome to Haven’s Nest, a peaceful Bend getaway perfectly located near the Deschutes River trails and an easy walk to the Old Mill District. Start your mornings with coffee and fresh mountain air, then stroll to the river, bike scenic trails, or enjoy local shops and dining just minutes away. Thoughtfully designed for comfort, privacy, and relaxation—this is your ideal home base for exploring Bend.

Top guest favourite
A red, single-story house features a sloped roof and white trim. Two white columns support the covered porch, leading to a front door with a large window. Surrounding greenery includes trees and shrubs, enhancing the home’s inviting exterior.
Bungalow in Bend
4.92 out of 5 average rating, 365 reviews

Georgia Avenue Getaway

You’ll love my place because of it's location in Bend's downtown historic district! Easily walkable to restaurants, downtown activities with easy access to all Central Oregon has to offer. With 2 queen bedrooms, with new mattresses, our Georgia Ave. Getaway is good for couples, solo adventurers, small families, and business travelers. Please note, NO pets are allowed.

Top guest favourite
The exterior of a modern green house is depicted, featuring a well-maintained pathway leading to the entrance. Lush landscaping with grasses and shrubs complements the structure, while the clear blue sky adds a serene backdrop.
Flat in Bend
4.97 out of 5 average rating, 170 reviews

WALK DOWNTOWN & OLD MILL-1 BLOCK TO THE RIVER-#1

Perfect property for extended stay needs or a few nights visiting in Bend. Bring your toys! A private 5' x 9' locked storage area for your kayaks, bikes, clubs, skis, boards. . ... NO smoking and sorry, no pets. Discounts for extended stays in off season. No room tax for stays of 30 days or more. City of Bend permit and Short Term Operating License No. STR-15-0016

Top guest favourite
A living area features dark cabinetry and modern appliances, with a cozy couch positioned next to a circular coffee table. A door leads outside, complemented by natural lighting from a nearby window. Decorative wall art and a dining table enhance the inviting atmosphere.
Guest suite in Bend
4.99 out of 5 average rating, 168 reviews

Larkspur Lodge — Cozy, Private Guest Suite

Formerly known as "Chili Powder Inn," Larkspur Lodge offers a cozy and inviting space to relax and enjoy all Bend has to offer! Located in the Larkspur neighborhood on the quieter side of Bend. A quaint, scenic trail is walking distance from the house. Downtown Bend and the Old Mill shops are minutes away. The entrance is private with convenient key-code access.

Popular amenities for holiday rentals near Old Mill District

  1. Airbnb
  2. United States
  3. Oregon
  4. Deschutes County
  5. Bend
  6. Old Mill District