Condo
48 Hour Black Friday Specials!
Condo with kitchen, near Old Mill District
Photo gallery for 48 Hour Black Friday Specials!





Reviews
9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 346.5 sq m
Popular amenities
Explore the area

Bend, OR
- Place, Drake Park1 min walk
- Place, Deschutes River1 min walk
- Place, Downtown Bend Business Association10 min walk
- Airport, Redmond, OR (RDM-Robert's Field)22 min drive
Rooms & beds
1 bedroom (sleeps 3)
Bedroom 1
1 King Bed
Living Rm
1 Double Sofa Bed
1 bathroom
bathroom
Spaces
Deck or patio
Kitchen
About this property
48 Hour Black Friday Specials!
*NEWLY RENOVATED* 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.
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.
Add dates for prices
Amenities
Kitchen
Air conditioning
Outdoor space
Barbecue
Water view
Fireplace
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- Kitchen
- Free WiFi
- Air conditioning
- Outdoor space
9.8 out of 10, Exceptional, (100 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
On-site parties or group events are strictly prohibited
Noise-free guestrooms cannot be guaranteed
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
Property # 7679626
About the area
Bend
Located in Old Bend, a neighbourhood in Bend, this condo is in the mountains. Des Chutes Historical Museum and Tower Theater are cultural highlights, and travellers looking to shop may want to visit Old Mill District and Bend Farmers Market. Sun Mountain Fun Center and Bend Rock Gym are also worth visiting. Canoeing offers a great chance to get out on the surrounding water, or you can seek out an adventure with cycling, rock climbing and hiking nearby.

Bend, OR
What's nearby
- Drake Park - 1 min walk - 0.1 km
- Deschutes River - 1 min walk - 0.1 km
- Downtown Bend Business Association - 10 min walk - 0.8 km
- Old Mill District - 15 min walk - 1.3 km
- Hayden Homes Amphitheater - 15 min walk - 1.3 km
Getting around
Restaurants
- McMenamins Old St Francis School - 10 min walk
- French Bread Rack At Newport Market - 13 min walk
- Taco Salsa - 8 min walk
- Westside Tavern - 3 min walk
- Pizza Mondo - 10 min walk
Frequently asked questions
Reviews
9.8
Exceptional
9.6/10
Cleanliness
10/10
Amenities
8.8/10
Property conditions & facilities
10/10
Check-in
9.8/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
9 August 2025
Liked: Check-in, communication, location, listing accuracy
Stayed 3 nights in Jul 2025
10/10 Excellent
Danielle M.
26 September 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Danielle M.
Stayed 2 nights in Sep 2025
10/10 Excellent
Whitney R.
7 August 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Whitney R.
Stayed 3 nights in Jun 2025
10/10 Excellent
COLLIN B.
19 July 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Best of Bend
COLLIN B.
Stayed 5 nights in Jul 2025
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Bruce L.
17 June 2025
Great location, near the river, walk to downtown, cozy
Bruce L.
10/10 Excellent
Lucia B.
3 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Lucia B.
Stayed 3 nights in May 2024
10/10 Excellent
Theresa B.
23 March 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cozy and close to town
Theresa B.
Stayed 4 nights in Mar 2022
10/10 Excellent
Kevin G.
25 January 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice place. Great location!
Kevin G.
Stayed 4 nights in Jan 2023
10/10 Excellent
Michelle H.
6 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Drake Cottages
Michelle H.
Stayed 3 nights in Aug 2023
10/10 Excellent
nicole m.
26 August 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Small cottage
nicole m.
Stayed 2 nights in Aug 2024
10/10 Excellent
Elisa C.
10 June 2019
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay in Bend
Elisa C.
Stayed 3 nights in Jun 2019
10/10 Excellent
Mark O.
20 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Cottage
Mark O.
Stayed 5 nights in Aug 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Tom N.
6 September 2024
Great Place
Tom N.
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Lacey
12 June 2024
Comfortable Stay
Lacey
10/10 Excellent
Theresa B.
12 February 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for 2
Theresa B.
Stayed 4 nights in Feb 2022
10/10 Excellent
Patti B.
1 January 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Patti B.
Stayed 5 nights in Dec 2023
10/10 Excellent
Denise M.
13 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great spot
Denise M.
Stayed 4 nights in May 2024
10/10 Excellent
Brian O.
6 October 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Comfortable & Convenient
Brian O.
Stayed 2 nights in Oct 2024
10/10 Excellent
Charles L.
11 August 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Charles L.
Stayed 5 nights in Aug 2023
10/10 Excellent
Jeff and Lisa K.
10 October 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect area to be!
Jeff and Lisa K.
Stayed 2 nights in Oct 2023
10/10 Excellent
Theresa B.
20 March 2021
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect for two!
Theresa B.
Stayed 4 nights in Mar 2021
10/10 Excellent
Leota H., Kennewick, WA
27 March 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice little cottage. Very clean and well maintained. The view of the park was nice.
Leota H.
Stayed 4 nights in Mar 2023
10/10 Excellent
Yvonne W.
25 May 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, cozy, and convenient
Yvonne W.
Stayed 5 nights in May 2023
10/10 Excellent
Keith L.
8 September 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Keith L.
Stayed 3 nights in Sep 2023
8/10 Good
Janet N.
1 March 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
307 Bend
Janet N.
Stayed 7 nights in Feb 2025
About the host
Hosted by iTrip Vacations - Central Oregon
Premier Host
They consistently provide great experiences for their guests
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