Places to stay near Old Mill District

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Top-rated holiday rentals near Old Mill District

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Guest favourite
A charming cottage is featured with a sandy pathway leading to the front porch. Lush green trees and manicured shrubs surround the home, while natural stone accents are visible in the landscaping. The inviting exterior showcases a well-maintained facade under a clear blue sky.
Home in Bend
4.87 out of 5 average rating, 157 reviews

Cottage in Bend: Walk Everywhere

COTTAGE IN BEND: Cozy 1920’s, one bedroom, one bathroom cottage with a large private yard-blocks from the river and downtown Bend. Enjoy your own space on a large lot-not an ADU. Walk to the market for groceries and coffee on Newport Ave. During your stay walk 3 blocks to the pedestrian footbridge crossing the Deschutes River and into Drake Park and downtown Bend, The Union house is just a block away from Newport Avenue and Newport Market. It is also 3-4 blocks from many restaurants and coffee

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
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.
Flat in Bend
4.98 out of 5 average rating, 241 reviews

Villa77: Renovated Stay Near Downtown & Old Mill

Newly renovated and thoughtfully designed, our airy apartment in Bend’s Midtown offers a 5-star experience. Enjoy crisp linens, plush towels, and fresh-ground local coffee brewed just the way you like it. Perfectly located near Downtown, the Old Mill District, and Bend’s best shops and eateries, our apartment is a cozy and stylish retreat. After a day of adventure, unwind in comfort at this charming home base! Owned by locals, this is the perfect launch pad for your Bend adventures!

Top guest favourite
A modern kitchen is equipped with wooden cabinetry, stainless steel appliances, and a decorative counter space. The kitchen features a gas oven and microwave, alongside a coffee maker. Natural light enters through a nearby window with wooden blinds, and a vase of colorful flowers adds a cheerful touch.
Cottage in Bend
4.99 out of 5 average rating, 141 reviews

Blue Spruce Cottage, 2/1, Modern, & Clean.

This cottage is located in the heart of Midtown - 20 mIn walk downtown & walking minutes from great food/beer/coffee. You will enjoy a very quiet, newer home, with air conditioning & 2 KING tempurpedic beds, tucked under mature Spruce trees. For active guests a hose is available to wash bikes, washer/drier and indoor racks to dry your clothing. A full kitchen and BBQ for meal prep. Garage is secure and available UPON REQUEST. Lastly, wireless internet is super fast, 300mbs.

Top guest favourite
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
4.99 out of 5 average rating, 444 reviews

Old Mill Studio - easy to Mt B, river walk, 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.)

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

Top guest favourite
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
4.99 out of 5 average rating, 194 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.

Guest favourite
The exterior of Tokyo Starfish displays a welcoming façade with dark wood siding and vibrant red accents. Potted plants line the entrance, and a white flag featuring a green cross signals cannabis offerings. A bicycle leans against the building, adding to the inviting atmosphere.
Home in Bend
4.96 out of 5 average rating, 236 reviews

Westside "Bud-And- Breakfast"

The first and only "Bud-And-Breakfast" in Bend, Or, located in the heart of Bend's Westside. Situated above Tokyo Starfish, the unparalleled cannabis dispensary in Central Oregon, this fantastic 2-bedroom apartment isn't just in a great location, but is also cannabis friendly. Just head downstairs to Tokyo Starfish with your complimentary gift card and experience the freshest selection of flower, edibles, drinks and other top cannabis products the dispensary has on hand.

Top guest favourite
A comfortable living area features a spacious sofa adorned with blue cushions. A glass coffee table sits on a vibrant blue area rug. Natural light streams in from a nearby window, creating a welcoming ambiance. The space connects to the kitchen and dining area.
Guest suite in Bend
4.88 out of 5 average rating, 442 reviews

Walk to Amphitheater, 1BD studio w/ view, Old Mill

This attached one bedroom unit has everything you need for your visit to Bend. Mountain views, cozy fireplace, sitting area on private deck, and spacious kitchen are all within walking distance to the Old Mill/Hayden Homes amphitheater. It’s only a few minute drive to downtown and skiing at Mt. Bachelor is 25 minutes from your door. Walk to amphitheater in 15 minutes. Cable, wifi, washer/dryer & ample gear storage. You will feel like this is your home away from home!

Top guest favourite
Townhouse in Bend
4.95 out of 5 average rating, 278 reviews

Drake @ 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 Ampitheater, 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.

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
A charming exterior view of the rustic cabin showcases a covered porch with comfortable seating. Surrounding landscaping features a variety of plants and rocks, complemented by a small fire pit area. The home's muted color palette blends harmoniously with the natural setting.
Cottage in Bend
4.98 out of 5 average rating, 143 reviews

River Camp House

The perfect getaway for the outdoor enthusiast and for local entertainment in this ultra clean Bend home. Hop on the trails from the doorstep of this riverside home. Rustic tables, wooden floors, and a central fire place lend to the warm, cabin ambiance. Relax on the patio by the fire pit perfect for roasting marshmallows after a full day on the slopes.

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