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Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

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Welcome to Drake Cottage 311! We hope we get to host you at this unforgettable rental in the heart of Bend!
"Great location, and everything we needed!" - Jenna
Cook a delicious meal in this charming kitchen.
"Can't say enough, place was ideal for a couple. Central to everything, clean, comfy, all you'd want." - Daniel
"Walkable to everything and a beautiful view out of the front door. It was clean and comfortable and we would definitely stay here again!" - Michelle

Reviews

9.4 out of 10
Exceptional

Highlights

  • Made for relaxation
    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 Hayden Homes Amphitheater
1 bedroom1 bathroomSleeps 2

Popular amenities

  • Onsite parking available
  • Kitchen
  • Air-conditioning
  • Barbecue
  • Balcony or patio
  • Internet access

Explore the area

View map
Bend, OR
  • Place, Drake Park
    ‪1 min walk‬
  • Place, Deschutes River
    ‪1 min walk‬
  • Place, Downtown Bend Business Association
    ‪10 min walk‬
  • Airport, Redmond, OR (RDM-Robert's Field)
    ‪23 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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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 7679625
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 Deschutes River and Pilot Butte 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.
Map
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
  • ‪Old St. Francis School Pub - ‬10 min walk
  • ‪Spork - ‬12 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 25 June 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 Oct 2026 start from AU$382, 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 steps away from Drake Park and Deschutes River. Hayden Homes Amphitheater and Old Mill District are also within 1 mile (2 km).

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 window
Rating 10 - Excellent. 73 out of 90 reviews
Rating 8 - Good. 9 out of 90 reviews
Rating 6 - Okay. 5 out of 90 reviews
Rating 4 - Poor. 2 out of 90 reviews
Rating 2 - Terrible. 1 out of 90 reviews

9.6/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

9.8/10

Check-in

9.6/10

Communication

10/10

Location

9.8/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Lauren C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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!
Stayed 4 nights in May 2026
Verified

10/10 Excellent

John J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great stay.
Stayed 3 nights in Sep 2025
From a partner site

10/10 Excellent

Return visitor

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.
Verified

10/10 Excellent

Judith R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
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.
Stayed 2 nights in May 2026
Verified

8/10 Good

Doug K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient to walk places.
Stayed 4 nights in Nov 2025
Response from VrboOwner on 27 Dec 2025
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
Verified

10/10 Excellent

Diane M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Loved Drake Cottage and Drake Park!
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Michael S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Thank you for a clean and wonderful vacation!
Stayed 2 nights in Aug 2024
From a partner site

10/10 Excellent

claire k.

311 Drake Cottage

Great spot! Close to downtown bend and right across from a beautiful park. Everything was in walking distance. Clean!
Verified

10/10 Excellent

Bruce L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Our second stay. We’ll be back!

Great location, easy walk to river and restaurants.
Stayed 3 nights in Jun 2024
Verified

10/10 Excellent

Jenna W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very sweet

Great location, and everything we needed!
Stayed 7 nights in Mar 2025
Verified

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Would stay again.

Everything we needed for a couples getaway. Loved how close it was to the park and downtown.
Stayed 3 nights in May 2022
Verified

10/10 Excellent

Michelle F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location / Great space!

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!
Stayed 3 nights in May 2023
Verified

10/10 Excellent

Margaret Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Booked it again!!

Wonderful location!
Stayed 7 nights in Jun 2024
Verified

10/10 Excellent

Katherine L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Gorgeous cottage right off lake

I appreciated staying at this property while visiting family in Oregon. I definitely plan to stay at the property again during my next visit.
Stayed 4 nights in Sep 2023
Verified

10/10 Excellent

Daniel S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect central spot for Bend OR, great host

Can't say enough, place was ideal for a couple. Central to everything, clean, comfy, all you'd want.
Stayed 5 nights in Jul 2023
Verified

8/10 Good

Randy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

June '25

Drake Cottage 311 was very good for a weekend stay. Location excellent. Only small problem was a slow drain in one sink
Stayed 3 nights in Jun 2025
Verified

10/10 Excellent

Kris M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place in a great location!

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.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Kathy K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful property

We come to Bend often and love staying at this cottage Very comfortable and so close to everything Thank you for such a great property
Stayed 3 nights in Apr 2023
Verified

10/10 Excellent

Nola M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful short 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.
Stayed 2 nights in Jul 2024
Verified

10/10 Excellent

Bonita K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect escape

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!
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Greg C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect location

Nice well kept cottage with a great location across the street from Drake Park and walking distance to old town. Perfect getaway.
Stayed 2 nights in Jul 2023
From a partner site

10/10 Excellent

Darlene

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.
Verified

10/10 Excellent

Catherine R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Walking Distance To Downtown

We enjoyed our stay at Drake Cottage. The location was perfect, close to the river and walking distance to downtown restaurants.
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Hannah S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cute!

What a sweet little property. Perfect for access to Drake Park and fun restaurants nearby.
Stayed 2 nights in May 2024
Verified

10/10 Excellent

Carolyn G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We very much enjoyed our stay here. It was nice to enjoy a walk along the river in the morning. Restaurants and shops were within walking distance (though not if you have issues walking…but then the drive is just a minute or two away). Our only issue was with the parking. The parking is easy to find, but parking is limited…one per unit. We knew we would have one space, but came back to find all the spaces full one evening. We had to park down the street and we called the host once we got into our unit. It was eventually resolved and we went back out to relocate our vehicle into one of the spaces. NOTE: The spaces are tight and may be harder to park if you have a larger and longer vehicle. One helpful suggestion for the host. Though there is a mirror in the bedroom, it is hanging over the dresser and it is so high, it is not accessible to vertically challenged people such as myself. I could not even see the top of my head. When someone is using the bathroom, there is really no other mirror available. It would be helpful to have a full length mirror available in the bedroom too….or lower the other mirror and relocate it from over the dresser. We were preparing for a wedding, so the ironing board, which is not a stand alone, was difficult to use when ironing. Others complained about road noise, but we never heard it when we went to bed. Overall, we would definitely use the property again.
Stayed 3 nights in Apr 2026

About the host

Hosted by iTrip Vacations - Central Oregon

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Premier Host

They consistently provide great experiences for their guests
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