Condo
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Condo with kitchen, near Old Mill District
Photo gallery for Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples





Reviews
9.4 out of 10
Exceptional
1 bedroom1 bathroomSleeps 246.5 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 2)
Master
1 King Bed
1 bathroom
bathroom
Spaces
Deck or patio
Kitchen
About this property
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
*NEWLY RENOVATED* Drake Cottage 311 – A Charming Downtown Bend Getaway
Welcome to Drake Cottage 311, an adorable one-bedroom retreat in the heart of historic downtown Bend. Nestled in a beautifully restored 1930s fourplex, this cozy 500-square-foot apartment is perfect for couples or solo travelers looking to experience everything Bend has to offer—all within walking distance!
Unbeatable Location & Walkability
With a Walk Score® of 86, this prime location puts you at the crossroads of all things happening in Bend:
✔ Across the street from Drake Park, where you can stroll the riverfront, catch a free Munch ‘n Music event, or watch tubers float down the Deschutes River
✔ Just a couple of blocks from downtown, where you’ll find award-winning restaurants, boutique shopping, art galleries, and craft breweries
✔ Steps from street festivals, live music, art fairs, and Tower Theater events happening year-round
✔ First in line for the downtown farmer’s market in the summer
Cozy & Inviting Space
Drake Cottage 311 is the mirror twin of Drake Cottage 307, but designed to sleep two comfortably. Thoughtfully updated while maintaining its historic charm, this cottage blends modern comforts with vintage character—offering the perfect Bend retreat after a day of adventures.
Explore the Galveston Corridor & Beyond
Just one block from the Galveston Bridge, you’re moments from Bend’s most vibrant food and drink scene:
✔ Brewpubs & food carts serving up local flavors
✔ Cozy coffee shops perfect for a morning pick-me-up
✔ Easy access to the Deschutes River, hiking trails, and the Old Mill District
Your Home Base for Bend Adventures
Whether you're sipping craft beer, biking along scenic trails, or enjoying live music, Drake Cottage 311 puts you in the center of it all while offering a peaceful, stylish retreat to come home to.
Book your stay today and experience the best of Bend from this perfectly located downtown gem!
Patio
- Gas Grill
- Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs
Kitchen
- Fully equipped kitchen with new appliances
- Fully stocked with utensils for both the cook and the baker
- Eat-in kitchen with dining table
- Cold water filtration system
What Else?
★ Located on the downtown end of Galveston corridor
★ Masterfully updated living space, blending vintage charm with modern convenience
★ Free wifi access
★ Outdoor fire table
★ Efficient wall-mounted heat pump for more heat in the winter and A/C in the summer
★ Infra-red fireplace
★ HD SmartTV and BluRay with streaming content (no cable)
★ Updated bathroom with shower and tub
★ Off-street parking for one vehicle
★ Fantastic Historic Downtown Bend location: Walk Everywhere!
★ Locked storage available for your gear
Location:
★ 1 Block from Deschutes River Trail and Deschutes River
★ 4-5 Blocks to Old Mill restaurants, shopping, and entertainment
★ 3/4 Mile to Hayden Homes Amphitheater
★ 1.5 Miles to Drake Park
★ 15 Miles to Sunriver
★ 20 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, 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 peaceful 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.
Maximum occupancy: 2 Occupants – Children must be counted within the maximum occupancy unless they are under the age of two and are sleeping in a crib.
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 311, an adorable one-bedroom retreat in the heart of historic downtown Bend. Nestled in a beautifully restored 1930s fourplex, this cozy 500-square-foot apartment is perfect for couples or solo travelers looking to experience everything Bend has to offer—all within walking distance!
Unbeatable Location & Walkability
With a Walk Score® of 86, this prime location puts you at the crossroads of all things happening in Bend:
✔ Across the street from Drake Park, where you can stroll the riverfront, catch a free Munch ‘n Music event, or watch tubers float down the Deschutes River
✔ Just a couple of blocks from downtown, where you’ll find award-winning restaurants, boutique shopping, art galleries, and craft breweries
✔ Steps from street festivals, live music, art fairs, and Tower Theater events happening year-round
✔ First in line for the downtown farmer’s market in the summer
Cozy & Inviting Space
Drake Cottage 311 is the mirror twin of Drake Cottage 307, but designed to sleep two comfortably. Thoughtfully updated while maintaining its historic charm, this cottage blends modern comforts with vintage character—offering the perfect Bend retreat after a day of adventures.
Explore the Galveston Corridor & Beyond
Just one block from the Galveston Bridge, you’re moments from Bend’s most vibrant food and drink scene:
✔ Brewpubs & food carts serving up local flavors
✔ Cozy coffee shops perfect for a morning pick-me-up
✔ Easy access to the Deschutes River, hiking trails, and the Old Mill District
Your Home Base for Bend Adventures
Whether you're sipping craft beer, biking along scenic trails, or enjoying live music, Drake Cottage 311 puts you in the center of it all while offering a peaceful, stylish retreat to come home to.
Book your stay today and experience the best of Bend from this perfectly located downtown gem!
Patio
- Gas Grill
- Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs
Kitchen
- Fully equipped kitchen with new appliances
- Fully stocked with utensils for both the cook and the baker
- Eat-in kitchen with dining table
- Cold water filtration system
What Else?
★ Located on the downtown end of Galveston corridor
★ Masterfully updated living space, blending vintage charm with modern convenience
★ Free wifi access
★ Outdoor fire table
★ Efficient wall-mounted heat pump for more heat in the winter and A/C in the summer
★ Infra-red fireplace
★ HD SmartTV and BluRay with streaming content (no cable)
★ Updated bathroom with shower and tub
★ Off-street parking for one vehicle
★ Fantastic Historic Downtown Bend location: Walk Everywhere!
★ Locked storage available for your gear
Location:
★ 1 Block from Deschutes River Trail and Deschutes River
★ 4-5 Blocks to Old Mill restaurants, shopping, and entertainment
★ 3/4 Mile to Hayden Homes Amphitheater
★ 1.5 Miles to Drake Park
★ 15 Miles to Sunriver
★ 20 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, 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 peaceful 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.
Maximum occupancy: 2 Occupants – Children must be counted within the maximum occupancy unless they are under the age of two and are sleeping in a crib.
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
Fireplace
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- Kitchen
- Air-conditioning
- Outdoor space
- Barbecue
9.8 out of 10, Exceptional, (105 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
About the area
Bend
Located in Old Bend, a neighbourhood in Bend, this condo is in the mountains. Old Mill District and Bend Farmers Market are worth checking out if shopping is on the agenda, while those wishing to experience the area's natural beauty can explore Pilot Butte State Park and Tumalo State Park. Sun Mountain Fun Center and Bend Rock Gym are also worth visiting. Discover the area's water adventures with nearby canoeing, or enjoy the great outdoors with cycling, hiking/biking trails and rock climbing.

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
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.6/10
Cleanliness
6.0/10
Amenities
8.0/10
Property conditions & facilities
10/10
Check-in
9.6/10
Communication
10/10
Location
9.8/10
Listing accuracy
Reviews
8 Sept 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Sep 2025
8/10 Good
Doug K.
9 Dec 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Doug K.
Stayed 4 nights in Nov 2025
10/10 Excellent
Diane M.
23 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Diane M.
Stayed 4 nights in Jun 2025
10/10 Excellent
Jenna W.
31 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Very sweet
Jenna W.
Stayed 7 nights in Mar 2025
10/10 Excellent
Michael S.
14 Aug 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay
Michael S.
Stayed 2 nights in Aug 2024
10/10 Excellent
Bruce L.
18 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Our second stay. We’ll be back!
Bruce L.
Stayed 3 nights in Jun 2024
8/10 Good
Randy H.
28 June 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
June '25
Randy H.
Stayed 3 nights in Jun 2025
10/10 Excellent
Dennis D.
10 Oct 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Dennis D.
Stayed 12 nights in Sep 2025
10/10 Excellent
Verified traveller
30 May 2022
Liked: Cleanliness, check-in, communication, location, listing accuracy
Would stay again.
Verified traveller
Stayed 3 nights in May 2022
10/10 Excellent
Margaret Z.
14 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Booked it again!!
Margaret Z.
Stayed 7 nights in Jun 2024
10/10 Excellent
Michelle F.
9 June 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location / Great space!
Michelle F.
Stayed 3 nights in May 2023
10/10 Excellent
Bonita K.
31 Mar 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect escape
Bonita K.
Stayed 2 nights in Mar 2025
10/10 Excellent
Katherine L.
26 Sept 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Gorgeous cottage right off lake
Katherine L.
Stayed 4 nights in Sep 2023
10/10 Excellent
Daniel S., Indian Rocks Beach
19 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect central spot for Bend OR, great host
Daniel S.
Stayed 5 nights in Jul 2023
10/10 Excellent
Kris M.
15 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place in a great location!
Kris M.
Stayed 2 nights in Jul 2024
10/10 Excellent
Nola M.
28 July 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful short stay!
Nola M.
Stayed 2 nights in Jul 2024
10/10 Excellent
Kathy K.
16 Apr 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful property
Kathy K.
Stayed 3 nights in Apr 2023
10/10 Excellent
Greg C.
22 July 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location
Greg C.
Stayed 2 nights in Jul 2023
This review comes from a trusted partner site and has not been verified.
10/10 Excellent
Darlene
14 Mar 2024
Comfy Cozy
Darlene
6/10 Okay
Christine J.
16 Sept 2024
Liked: Cleanliness, location, listing accuracy
Cute cottage
Christine J.
Stayed 3 nights in Sep 2024
10/10 Excellent
Catherine R.
23 Oct 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Walking Distance To Downtown
Catherine R.
Stayed 2 nights in Oct 2023
10/10 Excellent
Hannah S.
6 May 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Cute!
Hannah S.
Stayed 2 nights in May 2024
10/10 Excellent
Tom B.
25 Dec 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Bend and Mt. Bachelor for a week
Tom B.
Stayed 7 nights in Dec 2024
10/10 Excellent
Jennifer H.
1 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location
Jennifer H.
Stayed 4 nights in May 2024
10/10 Excellent
Bridget W.
7 June 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Apartment, close to everything!
Bridget W.
Stayed 3 nights in Jun 2024
About the host
Hosted by iTrip Vacations - Central Oregon
Premier Host
They consistently provide great experiences for their guests
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