Drake Cottage | Condo in Old Bend, Oregon

Drake Cottage 307 – A Charming Downtown Bend Retreat
Welcome to Drake Cottage 307, an adorable 1-bedroom, 500-square-foot condo in the heart of historic downtown Bend. Located in a lovingly restored 1930s fourplex, this cozy retreat is perfectly positioned for you to experience the very best of Bend’s vibrant culture, outdoor adventures, and renowned dining scene.
Unbeatable Location
With a Walk Score® of 86, you’re truly in the center of it all. Just steps from Drake Park, this charming cottage puts you in the prime spot for festivals, live music, and floating the Deschutes River. In the summer, catch a free Munch & Music event, or take a leisurely stroll along the scenic riverfront—just outside your door.
Downtown Bend’s award-winning restaurants, boutique shops, and craft breweries are only a few blocks away, making it easy to enjoy the best food, drinks, and entertainment in town. Street festivals, art fairs, live music at the Tower Theater, and the downtown farmer’s market are all at your fingertips.
The Galveston Corridor & Beyond
Just one block from the Galveston Bridge, you’ll find yourself at the gateway to one of Bend’s most bustling and lively areas—the Galveston Corridor. Home to top-rated brewpubs, food carts, restaurants, and coffee shops, this is the place to be for delicious eats and local craft beer.
Bring your bikes! From here, you can easily pedal through Bend’s historic neighborhoods, cross over to the Box Factory, cruise by Whitewater Park, or explore The Old Mill District—where you can shop, catch a movie, or sip wine along the river. And when you return, store your bikes safely in our shed for peace of mind.
Outdoor Adventures Await
For those looking to explore Central Oregon’s great outdoors, you’re in the perfect home base. Mt. Bachelor and the Cascade Lakes Highway are just a short drive away, offering world-class skiing, hiking, mountain biking, and endless alpine adventures.
Whether you’re here for the food, culture, outdoor fun, or all of the above, Drake Cottage 307 offers the perfect mix of historic charm and modern convenience in Bend’s most walkable location. Book your stay today and experience the best of Bend right at your doorstep!
Sleeping Arrangements:
Bedroom: King bed with fresh and clean linens
Full-size sofa sleeper
Amenities:
Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs
Masterfully updated living space, blending vintage charm with modern convenience
Fully equipped kitchen with appliances
Fully stocked with utensils for both the cook and the baker
Eat-in kitchen with dining table
Cold water filtration system
Gas Grill
Infra-red fireplace
Outdoor firepit table
Location:
Across the street from Drake Park
Located on downtown end of Galveston corridor
1/2 Mile to the heart of Downtown Bend
1 Mile to Old Mill District
18 Miles to Redmond
21 Miles to Mt. Bachelor
ACTIVITIES
- Hiking
- Biking
- Skiing & Snowboarding
- Sledding
- Snowmobiling
- Paddle Boarding
- Tennis
- Kayaking
- Golf
- Canoeing
- Floating/Tubing
- Wave-riding
- Bird Watching
- Fishing
- Ale Trail
- Shopping
- Dining
- Cascade Lake Byway
- Concerts
- Brewery Tours & Tasting
- Wine Tasting
- And More!
Additional Property Information:
Keep in mind this is a multi-unit building. Each of the apartments in this wonderful fourplex home feels quite private but they do have some shared walls. Please be aware that some noise may travel between apartments and from the street, especially if doors and window are open. City of Bend quiet hours are from 10pm to 8am and are enforced as are Bend's Good Neighbor Guidelines. Thank you for respecting our neighbors and helping everyone enjoy this special retreat in Bend. The Good Neighbor Guidelines are in the binder.
NO SMOKING allowed at this property.
NO PETS allowed at this property.
No on-site laundry.
Tenant Requirements: Tenant stated on the Agreement/Booking must be at least twenty-five (25) years of age and acknowledge that they will occupy the Property during the entire tenancy.