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Entire condo

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

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

Smart TV, fireplace
Exterior
1 bedroom
Smart TV, fireplace
Exterior
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

9.6 out of 10
Exceptional

Entire condo

1 bedroom1 bathroomSleeps 246 sq m

Popular amenities

  • Air conditioning
  • Outdoor space
  • Fireplace
  • Kitchen
The current price is €277
includes taxes & fees
24 Aug - 25 Aug

Add dates for prices

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

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.

Property manager

iTrip Vacations - Central Oregon

Property amenities

Ski

  • Snowboarding nearby

Kitchen

  • Dishwasher
  • Ice maker
  • Microwave
  • Oven
  • Refrigerator

Dining

  • Dining table

Bedrooms

  • Bedroom

Bathroom

  • 1 bathroom
  • Hair dryer
  • Shampoo
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Smart TV

Outdoor areas

  • 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
  • Canoeing nearby
  • Cycling 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

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 EU regulations about consumer rights, property booking services are not subject to the right of withdrawal.

Property is also known as

5554

About the area

Map
Bend, OR

What's nearby

  • Drake Park - 1 min walk - 0.0 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
  • Deschutes Brewery - 15 min walk - 1.3 km

Getting around

  • Sunriver Station - 24 min drive
  • Redmond, OR (RDM-Robert's Field) - 24 min drive

Restaurants

  • ‪Westside Tavern - ‬3 min walk
  • ‪French Bread Rack At Newport Market - ‬13 min walk
  • ‪Spork - ‬12 min walk
  • ‪Taco Salsa - ‬8 min walk
  • ‪Old St. Francis School Pub - ‬10 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 22 Aug 2025, 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 24 Aug 2025 start from €276.54, 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.

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. Deschutes River and Des Chutes Historical Museum are also within 10 minutes.

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

Reviews

9.6

Exceptional

Rating 10 - Excellent. 66 out of 80 reviews
Rating 8 - Good. 8 out of 80 reviews
Rating 6 - Okay. 4 out of 80 reviews
Rating 4 - Poor. 1 out of 80 reviews
Rating 2 - Terrible. 1 out of 80 reviews

9.6/10

Cleanliness

6.0/10

Amenities

8.0/10

Property conditions & facilities

Reviews

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

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

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

10/10 Excellent

Margaret Z.

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

Booked it again!!

Wonderful location!
Stayed 7 nights in Jun 2024

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

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

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

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

10/10 Excellent

Daniel S., Indian Rocks Beach

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

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

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

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

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
This review comes from a trusted partner site and has not been verified.

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.

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

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

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

10/10 Excellent

Jennifer H.

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

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

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

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

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

10/10 Excellent

Steve F.

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

Great Place, Parking is a little difficult

The house is really nice, in a convenient location. It would have been nice to be informed about how to park before arrival.
Stayed 3 nights in Apr 2024

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

10/10 Excellent

H S.

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

All you need

Cute, small apartment. Perfect for 2.
Stayed 8 nights in Oct 2023

2/10 Terrible

Cynthia M.

Liked: Check-in, location
Disliked: Cleanliness, communication

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