
Places to stay near Old Mill District
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Top-rated holiday rentals near Old Mill District
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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).

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.

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.

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

<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! **

"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!

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.

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.

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.

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

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
Apartment rentals with wifi

The Curly Maple Den

Adorable Studio at Seventh Mountain Resort

Sunriver Studio with Pool and Hot Tub

Mt. Bachelor Village Condo - Near Town & River

Luxury View Condo - Mt Bachelor, Amphitheater

Pool, AC, close to Amphitheater & Old Mill

Adventure Awaits! Walk to downtown and river!

Beautiful Condo in SR Village
Family-friendly house rentals

Park Place *Modern + Fenced*

Romantic Farmhouse near Mt. Bachelor

Modern retreat in central Bend

Best for Old Mill:River Trail, Views & Town

Bend Mid-Century Getaway• Near Old Mill & Downtown

Dog Ok | 8 min to Old Mill | EV Charger| Near Park

Laverne - Historic Home in Downtown (new hot tub!)

Westside "Bud-And- Breakfast"
Apartment rentals with air conditioning

Historic Drake Park Neighborhood .

Midtown Gem With Cozy Fire and Park Views

Modern Condo~Fireplace~Walk to Old Mill & River

Petite Suite: Midtown Warm & Welcoming This Winter

Drake Park Retreat in the Heart of Bend

The Grove at Midtown Manor - King Beds & Hot Tub!

Walk to the River | Private Apt in Old Bend

The Garden Apt-Hot Tub Fireplace AC 250+ Mbps
Other great holiday rentals near Old Mill District

Old Mill Studio - easy to Mt B, river walk, dining

River Run Bend Bungalow & Romantic Spa Grotto

Modern Guesthouse • Walk to Old Mill + River Trail

Great location! Highly rated by guests.

The Sawmill — Designer Cabin Vibes Glow In Natural Light

Welcome to Dome Sweet Dome

Updated 2BR - Blocks from Downtown!

Modern, close to it all w/ private entrance & yard
Destinations to explore
- Rentals with outdoor seating Old Mill District
- Pet-friendly rentals Old Mill District
- Cottage rentals Old Mill District
- Family-friendly rentals Old Mill District
- Rentals with a patio Old Mill District
- Rentals with a firepit Old Mill District
- Rentals with a washing machine and dryer Old Mill District
- House rentals Old Mill District
- Rentals with a hot tub Old Mill District
- Rentals with a fireplace Old Mill District




