
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.

Stunning River Front | Hot Tub | Old Mill | Bikes
Enjoy this Contemporary Luxury Home directly on the Deschutes River. Literally step out your back door and stroll, run or paddle up and down the river. The river trail is a 3 3/4 mile loop and one of the best hikes around. Back at home sit on your deck or in the Hot Tub and listen the the sounds of the river going by and enjoy peaceful solitude. Shop or get a bite to eat at The Old Mill, Box Factory, Food Carts and more which are a peaceful 3/4 mile stroll along the river trail. Enjoy!

Skyliners Getaway
Our tiny log cabin is a cozy getaway, close to hiking, mountain biking, and cross country skiing but only 10 miles from the amenities of Bend Oregon. It is a rustic place, with modern touches, like a gas range, refrigerator, and a gas fireplace. The bathroom is detached from the cabin - steps from the door. It is fully equipped with plumbing and a shower. Our place is perfect for people who love the outdoors with the comforts of home. No children under the age of 12 -- And alas, No Pets.

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.

Two Bedroom Charmer with Hot Tub
The Mill House cottage is one of three historic cottages on this property. It is located in the heart of Bend between the historic downtown and desirable Old Mill district. There is no better location than this one, just steps from Columbia river park and walking distance from the amphitheater, 10 Barrel Brewery, Good Life Brewery, Jackson's Corner and Active Culture. We offer complimentary bikes making it easy for you to zip downtown for your morning coffee or evening happy hour.

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.

Larkspur Garden Guesthouse
Located in Bend's Midtown and with access to the Larkspur trail that leads to iconic Pilot Butte, this bright, newly built 450 sq. foot apartment balances cozy and modern elements to make your stay in Bend comfortable. Equipped with a full kitchen, a separate room with a queen bed, a deep, relaxing tub, a sofa that converts into a memory foam queen bed, a TV with access to Netflix, and a separate laundry room. Our space is a great option for 2 guests, but it can fit up to 4.

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.)

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.

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.

"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!

Best for Old Mill:River Trail, Views & Town
Awesome location! Fast internet, Wi-Fi. Clean and close to everything that is great in Bend - the river, Mt. Bachelor, restaurants, nightlife, cycling, kayaking, paddle boarding, hiking, breweries, concerts and so much more. You’ll love the location, ambiance, the outdoor space, and the comfy bed. Walk along the river trail to experience what everyone loves about Bend. Easy drive to Mt. Bachelor, approximately 25 minutes.

High Desert Haven
Experience modern desert comfort in this spacious 1BR suite. Enjoy a clean, stylish living room perfect for lounging, an ensuite bathroom, and an outdoor space ideal for your dogs. We proudly welcome 2SLGBTQIA+ guests, offering a warm, inclusive environment. This cozy retreat combines contemporary design with high desert charm, offering a relaxing getaway with all the amenities you need.
Popular amenities for holiday rentals near Old Mill District
Apartment rentals with wifi

Sunriver Studio with Pool and Hot Tub

Walk to downtown Bend or stroll river trail condo!

Pool, AC, close to Amphitheater & Old Mill

Adventure Awaits! Walk to downtown and river!

Gorgeous Condo near Downtown & the Deschutes River

Riverfront Condo 2 Blocks to Downtown Bend

Cozy Condo by Downtown for 4

Quiet Escape: Walk to Downtown & River, Fireplace
Family-friendly house rentals

Park Place *Modern + Fenced*

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

OldMilOasis,Theatre,HotTubSauna,Gym,BrickPizzaOven

Paddle House

Romantic Farmhouse near Mt. Bachelor

Mountain Bliss: Gateway to Mt. Bachelor and More

Downtown Den

Modern retreat in central Bend
Apartment rentals with air conditioning

Historic Drake Park Neighborhood .

Modern Condo~Fireplace~Walk to Old Mill & River

Craftsman Style Retreat in Bend River West

Steps from downtown! Private, modern apartment

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

Suburban Forest guest house with garage

Parks Bunkhouse

Midtown gem I Cozy Fire I Full kitchen I Park View

Cozy Deschutes River Getaway

Cozy & Clean 2-Bed Duplex, Close to Downtown!

Airy Bend Oasis - Two Ensuites

Orchard District Studio

Adorable West Side Cottage, Pet Friendly!
Quick stats about holiday rentals near Old Mill District
- Total rentals- 180 properties 
- Nightly prices starting at- $52 SGD before taxes and fees 
- Total number of reviews- 16K reviews 
- Family-friendly rentals- 110 properties are a good fit for families 
- Pet-friendly rentals- 80 properties allow pets 
- Rentals with dedicated workspaces- 100 properties have a dedicated workspace 
Destinations to explore
- Rentals with a fireplace Old Mill District
- Rentals with a hot tub Old Mill District
- Rentals with a patio Old Mill District
- Family-friendly rentals Old Mill District
- Rentals with a firepit Old Mill District
- Pet-friendly rentals Old Mill District
- House rentals Old Mill District
- Rentals with a washing machine and dryer Old Mill District
- Cottage rentals Old Mill District
- Rentals with outdoor seating Old Mill District
