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
An open living area features a queen bed and a pull-out sofa bed. A dining table with four chairs stands nearby. A flat screen TV is mounted on the wall near a cozy fireplace. Natural light filters through a window, illuminating the warm wooden flooring.
Guest suite in Bend
4.83 out of 5 average rating, 378 reviews

Cozy Deschutes River Getaway

Custom built 400 sq ft studio apartment. Brand new stainless steel appliances, beautiful tiled shower, flat screen TV, and sleeping for 4 with queen bed and pull out sofa bed. Less than a mile to Old Mill shopping district and 2 blocks to the Deschutes River for beautiful nature walks, jogging, or summer floating. Easy access to Mount Bachelor being less than half a mile to Century Drive, the road to Bachelor. Only 1.9 miles to historic downtown Bend. (We approve 1 night stays upon request).

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, 111 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).

Guest favourite
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.
Flat in Bend
4.93 out of 5 average rating, 344 reviews

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.

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, 442 reviews

Old Mill Studio - walk to trails, 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.)

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, 191 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.

Top guest favourite
An outdoor living space features four wooden Adirondack chairs arranged around a smokeless firepit. A hot tub and sauna are visible within a nearby structure, with steam rising gently from the hot tub. The area is surrounded by a wooden fence and trees.
Cottage in Bend
4.97 out of 5 average rating, 124 reviews

Historic Old Bend Cottage & Carriage House Spa

This historic Old Town Bend cottage boasts a relaxing setting for unwinding with a lovely cedar hot tub & sauna in its restored carriage house. Walk to the attractions: 0.2 mi. to the best shops and restaurants, and 0.4 mi. to Mirror Pond & Drake Park! Split heating in each room, snow gear storage, boot warmer, grill, and new washer/dryer. Driveway and extra street parking (free). Fast WiFi and a smart TV. The kitchen is fully stocked, and we look forward to hosting you!

Top guest favourite
Townhouse in Bend
4.95 out of 5 average rating, 273 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
Home in Bend
4.98 out of 5 average rating, 122 reviews

Lodge with Spa, Walk to Old Mill

Experience Bend in this modern 4BR Craftsman home for 8. Unwind in your private redwood sauna and saltwater hot tub after a day of adventure. Located in the quiet Southern Crossing district, you're just a 9-minute walk from the Old Mill District's shops and restaurants. Features a gourmet kitchen, dedicated office, and movie room. Perfect for families and friends seeking a luxury retreat with unbeatable access to everything Bend has to offer.

Guest favourite
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.
Apartment in Bend
4.94 out of 5 average rating, 219 reviews

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

Top guest favourite
A spacious bed is adorned with various blue and plaid decorative pillows. A wall-mounted television is visible, along with a black storage cabinet. Natural light enters through a small window, framed by light curtains. A rustic wall decoration adds character to the space.
Guest house in Bend
4.95 out of 5 average rating, 173 reviews

Charming studio in the heart of town

The Arrow cottage is located in the heart of Bend between the historic downtown and desirable Old Mill district. It is truly the perfect location, just steps from the Columbia river park, walking distance from the amphitheater, 10 Barrel Brewery, Good Life Brewery, Jackson's Corner and Active Culture to name a few. Our complimentary bikes make make it easy for you to zip downtown for your morning coffee or evening happy hour.

Top guest favourite
A spacious bedroom features a black metal bed frame with crisp white linens and layered decorative pillows. Nightstands with lamps are positioned on either side of the bed, and artwork adorns the walls. Natural light spills in from a nearby window, creating a bright atmosphere.
Flat in Bend
4.98 out of 5 average rating, 316 reviews

Villa75: Perfect Midtown Location w/ Cozy Fire Pit

Experience Bend like a local! This newly renovated, beautifully landscaped apartment in Midtown offers a 5-star stay with crisp linens, fresh-ground local coffee, and a cozy backyard fire pit. Walk to the best coffee, tacos, bagels, and bakeries, or explore downtown just minutes away. Owned by Bend locals, we’re here to share insider tips to make your stay unforgettable. The perfect launch pad for your Bend adventures!

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, 169 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

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