Downtown Bend Condo: Historic Charm, Bike Storage, Outdoor Patio

Discover Drake Cottage 307, a restored 1930s condo nestled in a unique fourplex in downtown Bend. Enjoy the blend of historic character and modern convenience, just steps from parks, restaurants, and vibrant city life. Ideal for guests seeking a walkable urban experience with access to outdoor adventure, this inviting retreat offers both privacy and connection to Bend’s energetic community. Please note: while the unit is thoughtfully soundproofed, it shares walls with neighboring condos and does not include on-site laundry.

3 3 guests
1 1 bedrooms
1 1 bathroom
Bend Bend, Oregon
The image showcases the charming exterior of Drake Cottage 307, featuring a picturesque arched trellis draped in greenery, vibrant garden flowers, and welcoming red doors. The scene evokes a sense of warmth and hospitality, hinting at outdoor spaces perfect for relaxing or gathering.
Step through the arched trellis and into your own downtown Bend oasis—where vibrant gardens, inviting red doors, and cozy outdoor spaces set the stage for memorable mornings and magical evenings.

Exclusive downtown location with Walk Score® 86, secure bike storage for trail access, updated historic interior, fully equipped kitchen and dining space, outdoor seating with firepit and park views.

Urban Heartbeat: The Social & Relaxation Lounge

Features

  • • Plush sofa
  • • Sofa sleeper
  • • Infrared fireplace
  • • Large windows
  • • Thoughtful soundproofing
  • • Opens to dining/kitchen area
  • • Connects to front entry

Step into the inviting living area where vintage 1930s charm meets modern comfort. Settle into the plush sofa—perfect for unwinding after a day exploring Bend’s vibrant downtown, or for catching your breath after a riverside adventure. The infrared fireplace casts a warm glow, creating an intimate space for cozy evenings, while the sofa sleeper offers flexibility for friends or a travel companion. Large windows fill the space with natural light and offer glimpses of the vibrant surroundings, reminding you that Bend’s best attractions are just outside your door. Thoughtful restoration and considerate soundproofing provide a sense of privacy and comfort, even within the shared fourplex, blending urban energy with a personal retreat.

This image features a cozy living room with a plush sofa, a stylish coffee table, a television, lush green plant accents, and tasteful artwork. Natural light pours in from the large windows, illuminating the comfortable and inviting space. The overall atmosphere is warm and perfect for socializing or relaxing after a busy day.
Settle into the plush sofa and unwind in the sunlit, artful living area—perfect for both relaxation and connection.
A warmly lit living room centered around a modern infrared fireplace, flanked by a comfortable sofa and a television. The space feels intimate and welcoming, ideal for cozy evenings spent relaxing by the fire or catching up on favorite shows.
Enjoy intimate evenings by the glowing infrared fireplace for a cozy, modern retreat.
A bright living space with a comfortable sofa, a decorative chair, stylish artwork, a leafy indoor plant, and an accent table. Natural light streams in, creating a welcoming environment perfect for morning coffee or evening chats.
Bask in natural light and vintage touches in the inviting social lounge—with space for every mood.

Chef’s Nook: Eat-In Kitchen & Culinary Comforts

Features

  • • Fully equipped kitchen
  • • Dining table
  • • Modern appliances
  • • Cold water filtration
  • • Adjacent to living room
  • • Easy access to front entry/patio

At the heart of the cottage, discover a kitchen designed for both inspired cooking and relaxed meal-sharing. Whether you’re sampling fresh produce from the farmer’s market or enjoying takeout from a nearby eatery, this fully equipped kitchen is your home base. The dining table welcomes casual breakfasts, working lunches, or romantic dinners, while the cold water filtration system and modern appliances offer convenience for every stay. Urban explorers and remote workers alike will appreciate the flexibility, functionality, and homey charm of this bright gathering space.

This image features a warm, welcoming kitchen and dining area with a wooden dining table, black leather chairs, and visible kitchen appliances. Decorative wall art adds a touch of personality. The scene feels inviting and is ideal for both dining and socializing, reflecting the multifunctionality described in the section.
Gather around the wooden table for a home-cooked meal or casual coffee in this inviting, multifunctional kitchen and dining space.
A close-up view of the kitchen area, showcasing the stove, sink, microwave, and a stylish checkerboard backsplash. Open shelves with cups and decor bring out the kitchen's practical yet homey appeal. The setup is clearly prepared for cooking and coffee making.
Modern appliances and cheerful details make cooking and coffee moments a delight in this functional kitchen hub.
A cozy kitchen and dining area with a family-friendly dining table, kitchen appliances, wall decorations, and lush plants. The setup invites group meals, recipe sharing, and memory-making. The welcoming mood is perfect for both everyday and special occasions.
Celebrate special moments and everyday joys in a cozy kitchen designed for gathering and sharing.

Private Retreat: Serene Bedroom Sanctuary

Features

  • • King bed
  • • Fresh linens
  • • Historic touches
  • • Private access from living area

After a day of urban excitement or outdoor excursions, retreat to your peaceful haven. The plush king bed, dressed in fresh linens, promises restorative sleep, while subtle touches nod to the building’s 1930s origins. Ample privacy is ensured—even within the multi-unit layout—so you can fully unwind. Whether you’re an adventurer in need of rest or a professional seeking a tranquil night’s sleep, this bedroom is designed for comfort and calm. Let the soft morning light and gentle ambiance prepare you for another day in Bend.

This interior image captures a plush bed with crisp linens, flanked by nightstands holding lamps, and a window with sheer curtains allowing in soft morning light. Artwork above the bed and subtle decor elements nod to a historic, tranquil ambiance.
Unwind in the plush king bed as soft morning light and historic touches create your peaceful sanctuary.
A cozy bedroom scene with a bed adorned with decorative pillows, a bright window streaming in natural light, an elegant arched doorway, and plants in the foreground. The overall mood is calm and inviting, perfect for relaxation or reading.
Wake up refreshed as sunlight streams through the window of your serene bedroom retreat.
This inviting bedroom photograph showcases a bed with yellow and decorative pillows, a wooden dresser, and a TV mounted on the wall. The space feels bright and welcoming, ideal for moments of relaxation and unwinding after a busy day.
Enjoy cozy evenings and tranquil mornings in a bedroom designed for comfort and style.

Bend at Your Doorstep: Outdoor Living & Urban Vistas

Features

  • • Adirondack chairs
  • • Outdoor firepit table
  • • Gas grill
  • • Bike storage in shed
  • • Accessible from main entry
  • • Views of neighborhood/park area

Start your day with a coffee in Adirondack chairs on the front patio, overlooking the vibrant neighborhood and the green spaces near Drake Park. The patio lets you soak in Bend’s lively ambiance—perfect for relaxing, reading, or planning your next adventure. Evenings come alive with the outdoor firepit table, while the gas grill inspires summer cookouts under the stars. Store your bikes in the secure shed after days on the trails—then relax knowing you’re steps from everything. This outdoor oasis blurs the line between home and the heart of Bend’s action, offering an inviting urban lifestyle experience.

An exterior view of the home's welcoming front patio, featuring a red front door, outdoor seating area with chairs, a stylish rug, and a visible gas grill, all set for social gatherings or quiet moments. Subtle string lights overhead suggest evening ambiance.
Inviting front patio with Adirondack chairs, gas grill, and cozy outdoor seating—perfect for morning coffee or summer cookouts.
A bright, welcoming exterior patio scene with a red front door, comfortable patio seating, and a cheerful welcome sign. The setting suggests a spot ideal for relaxation, entertaining, or enjoying Bend’s urban energy just outside the doorstep.
Sunny front patio—relax in style just steps from Bend’s vibrant neighborhood scene.
A practical backyard scene featuring a sturdy storage shed beneath leafy trees and beside a fenced yard. The shed is tidy and secure, providing a safe spot for storing bikes or outdoor gear after a day exploring Bend’s trails.
Secure bike storage—unwind after your adventures in Bend knowing your gear is safe and ready for tomorrow.

Explore the Area

This image features the Drake Park sign surrounded by mature trees, nearby houses, and a welcoming sidewalk. The scene conveys a sense of community and accessibility, with clear visual cues of the park’s proximity to residential spaces.
Stroll to lively Drake Park just steps from your door—a local hub for festivals, music, and community events.
A serene view of the Deschutes River bordered by colorful trees, a winding pathway, and a charming bridge. The image captures the essence of outdoor activities like walking, biking, and nature appreciation right in the heart of town.
Meander along the scenic Deschutes River for vibrant nature walks and breathtaking sunsets—no car required.
A tranquil scene with a graceful archway, lush flower beds, mature trees, a quiet road, and a peaceful lake view in the distance. The image evokes a sense of seasonal beauty and moments of relaxation amidst nature.
Enjoy scenic strolls and quiet moments by the lake, surrounded by blooming gardens and tree-lined paths.

Step Outside to Bend’s Urban Playground

Experience the heart of Bend right at your doorstep. With Drake Cottage 307’s prime downtown location, you’re mere steps from lively Drake Park, the scenic Deschutes River, and a bustling lineup of festivals and live music throughout the year. Stroll to Munch & Music in summer, discover live performances at the Tower Theater, or wander through art fairs and the vibrant farmer’s market—all without ever needing your car. Savor the city’s award-winning restaurants, food trucks, and craft breweries along the Galveston Corridor and downtown’s boutique avenues, where you'll find plenty to explore. Ideal for those who value both culture and convenience, this charming condo puts you in the center of it all.

This exterior image features people walking with bicycles along a tree-lined pathway, evoking a sense of exploration and outdoor recreation. The scene is playful and relaxed, with dappled sunlight filtering through the trees and a clear, inviting path.
Set off on a scenic bike ride or stroll right from your doorstep.
A lively scene of kayakers paddling on a broad, shimmering waterway, framed by lush green trees in the background. The mood is joyful and adventurous, capturing both the thrill and serenity of river exploration.
Kayak the Deschutes River and experience memorable moments on the water.
A breathtaking view of a snow-covered mountain at sunset, with a skier descending in the foreground and evergreens framing the scene. The image merges action with the awe-inspiring scale of Central Oregon’s mountainous landscape.
Ski Mt. Bachelor’s slopes and soak in stunning mountain vistas just a short drive away.

Gateway to Adventure: River, Trails, and Mountain Escapes

Make Drake Cottage 307 your base for exploring Central Oregon’s renowned outdoor adventures. Start your day with a riverside walk or bike ride—store your bikes safely in the on-site shed for peace of mind—then enjoy paddleboarding opportunities on the Deschutes (bring your own gear), or lace up your hiking boots for nearby riverfront and park trails. For day trips, Mt. Bachelor’s skiing and the Cascade Lakes Highway are just a short, scenic drive away. Whether you’re biking historic Bend neighborhoods, kayaking, golfing, skiing, or fishing, you’ll return to the perfect spot to relax: cozy up by the firepit table or enjoy a meal outdoors near Drake Park. Adventure awaits just around the corner, blending ease and excitement for energetic couples and friends.

The image captures the cottage’s arched entryway surrounded by a landscaped garden and welcoming front steps. Lush greenery and spring blooms frame the entrance, hinting at the inviting environment and the walkable, charming downtown neighborhood just beyond.
Inviting arched entryway welcomes you to the heart of downtown Bend.
A vibrant green park dotted with unique metal sculptures and open space, perfect for strolling, enjoying art, or relaxing with a coffee. The scene introduces the blend of nature and creativity available just steps from downtown.
Artistic green spaces nearby inspire outdoor breaks and creative moments.
A tranquil lake bordered by lush greenery and distant mountains, with a lone duck gliding across the water. The scene is peaceful, inviting, and perfect for moments of reflection or unwinding after a productive day.
Unwind lakeside with peaceful views and fresh mountain air, steps from your door.

Work, Wander, and Unwind: Downtown Bend for Remote Professionals

Balance productivity and play from this thoughtfully restored, centrally located cottage. Enjoy quiet mornings with a coffee at Drake Park or take your laptop to one of the many nearby cafes or coworking spaces within a few blocks. After hours, treat yourself to local dining, boutique shopping, and cultural events, all accessible on foot. The fully equipped kitchen and comfortable living area make at-home meals or video calls easy, while the peaceful ambiance offers a welcome break from the bustle. With no on-site laundry, plan for occasional trips to the nearby laundromat, but relish the convenience and inspiration of downtown living for your extended Bend stay.

Property Amenities

Facilities & Security

Fire Extinguisher

Outdoor Space: Patio

Fire Pit

Comfort & Lifestyle

Hair Dryer

Ice-maker

Dishwasher

Toaster

Stove

BBQ Grill

TV

Oven

Standard Essentials

Towels

Climate Control

Cooking Basics

Smoke alarm

Carbon Monoxide Detector

Bed Linens

High-Speed Internet

Shower/Bathtub

Cooking Space: Full Kitchen

Kitchen Basics: Basic Dishes & Silverware, Microwave/Convection Oven, Refrigerator

Ready to Book Your Stay?

Make the most of Bend’s vibrant downtown, historic charm, and outdoor adventures—reserve your stay at Drake Cottage 307 and experience local living at its best.

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Cancellation Policy: Strict

Cancelation Policy

You can cancel this Vacay and get a Full refund up to 60 days prior to arrival

Important Information

Check-in and Check-out Procedures

  • The Good Neighbor Guidelines are in the binder.

Property Access

  • This is a multi-unit building (fourplex). Each apartment is private but shares some walls.
  • Some noise may travel between apartments and from the street, especially if doors and windows are open.

Policies and Rules

  • City of Bend quiet hours are from 10pm to 8am and are enforced, as are Bend's Good Neighbor Guidelines.
  • No smoking allowed at this property.
  • No pets allowed at this property.
  • No events allowed.
  • Minimum age: 25 years old. The tenant on the Agreement/Booking must be at least 25 years of age and will occupy the property during the entire tenancy.
  • Children allowed.

Fees and Payments

  • No specific fee or payment information provided in the property data.

Parking Information

  • No specific parking information provided in the property data.

Utilities and Amenities Access

  • No on-site laundry.
  • Key amenities include: towels, bed linens, hair dryer, dishwasher, toaster, high-speed internet, climate control, smoke alarm, fire extinguisher, carbon monoxide detector, cooking basics, stove, oven, microwave/convection oven, refrigerator, patio, fire pit.

Safety and Emergency Information

  • Smoke alarm and carbon monoxide detector are present.
  • Fire extinguisher is provided.

Other Critical Details

  • The Good Neighbor Guidelines are in the binder.