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

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Exterior detail
Smart TV, fireplace, DVD player
Smart TV, fireplace, DVD player
Property grounds
Terrace/patio

Reviews

9.4 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 246 sq m

Popular amenities

  • Kitchen
  • Air-conditioning
  • Outdoor space
  • Barbecue grill
  • Fireplace

Explore the area

View in a 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)
    ‪22 min drive‬

Room options

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About this property

Entire place

You'll have the entire condo to yourself and will only share it with other guests in your party.

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.
This condo's walkable location gets good marks from our customers. During your stay, you're just a quick walk from Drake Park. The condo includes amenities such as a kitchen and a fireplace.
  • Air-conditioned condo with kitchen, fireplace and balcony or patio
  • 15 minutes by foot from Old Mill District and a 3-minute drive from Hayden Homes Amphitheater
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples offers its guests barbecue grills. The front desk is open around the clock.

This Bend condo is smoke free.

Property amenities

Ski

  • Snowboarding nearby

Internet

  • Available in the condo: WiFi

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Hob
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • Bedroom
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • DVD player
  • Smart TV

Outdoor areas

  • Firepit
  • Gas grill
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In the mountains

Things to do

  • Fishing
  • Golf
  • Optional golf privileges
  • Canoeing nearby
  • Cycling nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Mountain climbing nearby
  • Rock climbing nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 500 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age - 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

5554

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

Reviews

9.4

Exceptional

Rating 10 - Excellent. 69 out of 85 reviews
Rating 8 - Good. 9 out of 85 reviews
Rating 6 - Okay. 4 out of 85 reviews
Rating 4 - Poor. 2 out of 85 reviews
Rating 2 - Terrible. 1 out of 85 reviews

9.6/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

8/10 Good

Doug K.

Liked: Cleanliness
Convenient to walk places.
Stayed 4 nights in Nov 2025

4/10 Poor

Laura K.

Stayed 3 nights in Nov 2025

10/10 Excellent

Dennis D.

Liked: Cleanliness
The location of this rental is perfect for being walkable to downtown, Old Mill, Galveston corridor...everything great about Bend actually. If you want monastery quiet, this isn't the place for you. It does sit on a busy road and you get the noise you would expect from a road central to all things great about Bend. The house tempered that noise enough that I had no problem sleeping. Everything was comfortable, and despite some communication problems surrounding some scheduled construction on the property that caused some minor parking headaches, that is an unusual circumstance and wouldn't stop me from staying here again.
Stayed 12 nights in Sep 2025

10/10 Excellent

John J.

Liked: Cleanliness
Great stay.
Stayed 3 nights in Sep 2025

8/10 Good

Randy H.

Liked: Cleanliness

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

10/10 Excellent

Diane M.

Liked: Cleanliness

Great stay

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

2/10 Terrible

Cynthia M.

Disliked: Cleanliness

Itrip management not responsive

Great location near park and town. Construction noise started early and was loud. . Comfortable living room. But other preventable issues. Missing and dirty linens! Had to send repeated requests for them. Then the items were delivered twice. The second one at 10:30 pm. Seems the property has a management company named iTrip. Very poor service
Stayed 2 nights in May 2025

10/10 Excellent

Bonita K.

Liked: Cleanliness

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

10/10 Excellent

Jenna W.

Liked: Cleanliness

Very sweet

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

10/10 Excellent

Erik M., United States

Liked: Cleanliness

Great choice for a stay in Bend

Great location. Easy and short walk to downtown Bend.Comfortable living room furniture. Bed frame was a bit rickety but mattress was comfortable. Some road noice from the street in front of the complex but not too intrusive. Small parking area on side might be a bit tight for larger vehicles.Overall a wonderful stay and would not hesitate to book again.
Stayed 4 nights in Jan 2025

10/10 Excellent

Tom B.

Liked: Cleanliness

Bend and Mt. Bachelor for a week

The property was perfect for 1 or 2 people. The separate and large sitting room was very comfortable. The bed was nice and bedroom had plenty of drawer space for clothes. The kitchen worked well for me as a cooked
Stayed 7 nights in Dec 2024

10/10 Excellent

Christopher C.

Liked: Cleanliness

October at Drake Cottage

We were very happy with our stay at Drake Cottage. Although on a fairly busy street, the proximity to Drake Park, the river trail and downtown made it worth it. We were able to walk and ride our bikes to these places with ease, and having access to the storage shed was essential when we weren’t on our bikes.
Stayed 4 nights in Oct 2024

6/10 Okay

Christine J.

Liked: Cleanliness

Cute cottage

Exactly what I needed. Small cozy cottage on the river, walking distance to town.
Stayed 3 nights in Sep 2024

8/10 Good

Stacey D.

Liked: Cleanliness

Cute and cozy but loud

This cottage was comfortable and cozy. However, the bedroom window faces a busy street and I could hear traffic easily. The first night they were paving/doing road work all night (would have been nice to know, I would have selected a different location as I was on a working trip.) The hot water is very slow to come in the bathroom sink. Parking was a nightmare - one night I had to park two block away, maybe there are more cottages than spaces. It was very clean and the furnishings were comfortable, and I really appreciated the iron and ironing board!
Stayed 4 nights in Sep 2024

10/10 Excellent

Michael S.

Liked: Cleanliness

Great stay

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

10/10 Excellent

Kayla J.

Liked: Cleanliness

Review

Parking was difficult with our truck and other quest parking inappropriately, otherwise we enjoyed our stay and loved the closeness to drake park for the river float
Stayed 2 nights in Jul 2024

10/10 Excellent

Nola M.

Liked: Cleanliness

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

10/10 Excellent

Kris M.

Liked: Cleanliness

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

10/10 Excellent

Mark W., Minneapolis

Liked: Cleanliness

Perfect Location

This was our first trip to Bend and this place was a great location for us. Many, many activities within walking distance, and we never had to drive to dinner. It is on a busy road, but we'll take that trade off in order to be close to things. It was clean and exactly as described, so 5 stars for us.
Stayed 4 nights in Jun 2024

10/10 Excellent

Bruce L.

Liked: Cleanliness

Our second stay. We’ll be back!

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

10/10 Excellent

Margaret Z.

Liked: Cleanliness

Booked it again!!

Wonderful location!
Stayed 7 nights in Jun 2024

10/10 Excellent

Bridget W., San Pablo, CA

Liked: Cleanliness

Great Apartment, close to everything!

I stayed for 3 days while I was in town for work. I was able to walk to explore different neighborhoods and hikes after work, and enjoy some nearby excellent restaurants. Apartment was cute, clean and well stocked.
Stayed 3 nights in Jun 2024

10/10 Excellent

Jennifer H.

Liked: Cleanliness

Great location

This is right across the street from Drake Park and in walking distance to downtown and many go to places. Bed was large with nice bedding and pillows. The app that they give you is super user friendly.
Stayed 4 nights in May 2024

10/10 Excellent

Michelle R.

Liked: Cleanliness

Short and sweet

My sister and I were both in love with this little house. The parking was a bit tricky as google wanted to take us to the front door but once we figured that out and got inside we were impressed. Right on the river, very wackable to shops and restaurants and of course breweries. The house was updated and clean would definitely love to stay again. Oh and the water pressure is amazing!
Stayed 2 nights in May 2024

10/10 Excellent

Hannah S.

Liked: Cleanliness

Cute!

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

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