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

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Terrace/patio - Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples (Bend)
Property grounds - Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples (Bend)
Smart TV, fireplace, DVD player - Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples (Bend)
Smart TV, fireplace, DVD player - Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples (Bend)
Exterior detail - Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples (Bend)
Experience the warm charm of downtown Bend in this lovingly restored 1930 fourplex. Located across from Drake Park, this cozy one-bedroom apartment promises rejuvenation with a patio overlooking the park and river. Enjoy modern conveniences like a fully equipped kitchen, gas grill, outdoor firepit table, infra-red fireplace and HD SmartTV.

Reviews

9.4 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 2500 sq ft

Popular amenities

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

Add dates for prices

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.

Property amenities

Ski

  • Snowboarding nearby

Internet

  • Available in the condo: WiFi

Parking and transport

  • Parking on site

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

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

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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

Pets not 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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.

About the area

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. Visit our Bend travel guide
View more Condo rentals in Bend
Map
Bend, OR

What's nearby

  • A park with a wooden bridge over a calm lake, surrounded by trees with yellow leaves.
    Drake Park
    1 min walk - 0.1 miles
  • A river flowing through a town with a bridge, buildings, and a flag on a tall tower.
    Deschutes River
    1 min walk - 0.1 miles
  • A calm river with kayakers, autumn foliage, and a bridge in the background.
    Old Mill District
    17 min walk - 0.9 miles
  • A glass mug with 'Bend Brewfest' written on it.
    Hayden Homes Amphitheater
    18 min walk - 1.0 mile
  • Downtown Bend Business Association
    10 min walk - 0.5 miles

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 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.

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 74 out of 93 reviews
Rating 8 - Good. 10 out of 93 reviews
Rating 6 - Okay. 6 out of 93 reviews
Rating 4 - Poor. 2 out of 93 reviews
Rating 2 - Terrible. 1 out of 93 reviews

9.6

Cleanliness

9.8

Location

8.0

Property conditions & facilities

Reviews

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
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

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

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

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
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

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

6/10 Okay

Christine J.

Liked: Cleanliness, location, listing accuracy

Cute cottage

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

10/10 Excellent

Bridget W.

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

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
Verified

10/10 Excellent

Tom B.

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

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
Verified

10/10 Excellent

Mark W.

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

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
Verified

10/10 Excellent

Christopher C.

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

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
Verified

10/10 Excellent

Mary R.

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

Great Bend Location

This is a great location to enjoy what Bend has to offer. We were able to walk to food trucks, a brewery and restaurants. We borrowed the provided tubes for a tubing run on the river, which is right out the door. We took advantage of the town's bike rental options and did a long ride right from the house. Nice stay.
Stayed 5 nights in Jul 2023
Verified

10/10 Excellent

Erik M.

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

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
Verified

10/10 Excellent

Kayla J.

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

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
Verified

6/10 Okay

Anne Marie F.

Liked: Check-in, communication, location, listing accuracy

Bend

Location was fantastic! An easy walk to the shops, etc in Bend. A few issues with the accommodations which were addressed with the property management company.
Stayed 4 nights in Apr 2024
Verified

10/10 Excellent

Vincent M.

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

Pink Martini concert

Great little bungalow, clean and comfortable, albeit it's location makes hanging outside a little noisier than desired. Pleasant walk to old Bend along the river. We didn't use the kitchen much, but it was well-stocked. Comfortable bed and nice linens. Check-in/out was a breeze. We would rent again.
Stayed 3 nights in Aug 2023
Verified

10/10 Excellent

Michelle R.

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

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
Verified

8/10 Good

Stacey D.

Liked: Cleanliness, check-in, communication

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
Verified

10/10 Excellent

John J.

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

8/10 Good

Doug K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Convenient to walk places.
Stayed 4 nights in Nov 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.