Top-rated for comfort — guests feel right at home here.
Firepit available
One of the few properties with a dedicated outdoor firepit.
At the centre of it all
Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
Discover nearby landmarks
Walk to Old Mill District
1 bedroom1 bathroomSleeps 2
Popular amenities
Onsite parking available
Kitchen
Air-conditioning
Barbecue
Balcony or patio
Internet access
Explore the area
Bend, OR
Drake Park
Place, Drake Park
1 min walk
Deschutes River
Place, Deschutes River
1 min walk
Downtown Bend Business Association
Place, Downtown Bend Business Association
10 min walk
Redmond, OR (RDM-Robert's Field)
Airport, Redmond, OR (RDM-Robert's Field)
24 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 Wi-Fi access
★ Gas Grill *Main courtyard BBQ shared with other units
★ 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.
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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. Canoeing and fishing offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and cycling 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 - 17 min walk - 1.4 km
Hayden Homes Amphitheater - 18 min walk - 1.6 km
Getting around
Sunriver Station - 24 min drive
Redmond, OR (RDM-Robert's Field) - 24 min drive
Restaurants
McMenamins Old St Francis School - 10 min walk
French Bread Rack At Newport Market - 13 min walk
Taco Salsa - 9 min walk
Spork - 12 min walk
Jackson's Corner - 8 min walk
Frequently asked questions
Is Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples?
As of 14 July 2026, prices found for a 1-night stay for 2 adults at Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples on 19 October 2026 start from NZ$908, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking at Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples?
On-site parking is available at the property.
What time is check-in at Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples?
Check-in begins at 4:00 PM.
What time is check-out at Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples?
Checkout is at 10:00 AM.
Where is Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples located?
Located in Old Bend, this condo building is within a 15-minute walk of Drake Park and Old Mill District. Hayden Homes Amphitheater is 0.9 mi (1.4 km) away.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
We loved our stay here! The place was very clean and very comfortable and the location was incredible! We were right along the Deschutes River and could easily walk to downtown and a variety of restaurants and shops. The communication as well with the hosts was top-notch! We definitely will be returning!
Another great visit. No issues and would return. The last step in the video about operating the front door lock I believe is backwards. Final step - you turn the knob clockwise to open and counter clockwise to lock.
Thank you for your feedback. We’re glad you found the location convenient.
If there’s anything we could improve to make your experience a 5-star stay, we’d truly appreciate your suggestions
This is a really cute cottage right across from Drake Park with lovely walks in all directions. It is run by an outfit called iTrip and while corporate, the communication was very personable and clear. It is about .5 miles from downtown restaurants and shops. The cottage was extremely clean and the kitchen was equipped with nice dishes, cooking pots, silverware and staples (oil, salt, pepper etc). for cooking. The towels are new and lovely and the bathroom had shampoo, etc. The king bed was firm but the frame was really squeaky. We had one morning when the hot water only lasted for one shower and it took a long time for the water to get warm one night (maybe it shares a tank with the adjoining cottage?). Outside of the cottages are cute chairs and grills and we had a nice chat with other renters there for the weekend. We were there to go to a concert at the Hayden Homes Amphitheater and it was great to just walk (.7 miles) and not deal with parking. I hope I have the opportunity to stay here again.
We had a great stay, the location was fantastic - walkable to everything and a beautiful view out of the front door. It was clean and comfortable and we would definitely stay here again!
Super clean and very easy check-in/check-out. Great location with proximity to Drake Park. Due to the location, expect some level of car noise throughout the night, but it's a breeze to enjoy Old Bend while staying here. Overall a great place to stay.
The location of this property could not be better! Small sweet space that had everything we needed for two nights, nothing fancy, but the basics were covered. Would recommend this space others and would absolutely book again.
A fantastic weekend in Bend! It was an easy walk to the shops and restaurants. Drake Park is stunning and the riverwalk trail is amazing. It was easy to pop home if we needed something- it was a cozy stay. Thanks!
Bonita K.
Stayed 2 nights in Mar 2025
From a partner site
10/10 Excellent
Darlene
14 March 2024
Comfy Cozy
Perfect for my trip! Has everything one would need for a comfortable stay. The fact that it is also within walking distance to many great restaurants is just an added bonus.
What a sweet little property. Perfect for access to Drake Park and fun restaurants nearby.
Hannah S.
Stayed 2 nights in May 2024
Verified
6/10 Okay
Christine J.
16 September 2024
Liked: Cleanliness, location, listing accuracy
Cute cottage
Exactly what I needed. Small cozy cottage on the river, walking distance to town.
Christine J.
Stayed 3 nights in Sep 2024
Response from VrboOwner on 2 October 2024
Hello Christine, Thank you for taking the time to leave us a review! We are glad that this home fits exactly what you needed. But we are left wondering what we could have done to earn a 5 star review. VRBO does consider anything less than 5 stars as subpar and we would have loved to know what could have been done to enhance your stay! It was a pleasure hosting you and we would gladly have you back.
About the host
Hosted by iTrip Vacations - Central Oregon
Premier Host
They consistently provide great experiences for their guests