Condo

Book Now for Summer 2025!

Photo gallery for Book Now for Summer 2025!

Terrace/patio
Living area
Living area
Private kitchen
Private kitchen

Reviews

9.8 out of 10
Exceptional
1 bedroom1 bathroomSleeps 346.5 sq m

Popular amenities

  • Air conditioning
  • Outdoor space
  • Fireplace
  • Barbecue grill
  • Kitchen
  • Water view

Explore the area

Map
Bend, OR
  • Downtown Bend Business Association
    ‪10 min walk‬
  • Old Mill District
    ‪15 min walk‬
  • Hayden Homes Amphitheater
    ‪15 min walk‬
  • Redmond, OR (RDM-Robert's Field)
    ‪26 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Bedroom 1

1 King Bed

Living Rm

1 Double Sofa Bed

1 bathroom

Bathroom 1

Spaces

Deck or patio
Kitchen

About this property

Book Now for Summer 2025!

Drake Cottage 307 – A Charming Downtown Bend Retreat
Welcome to Drake Cottage 307, an adorable 1-bedroom, 500-square-foot condo in the heart of historic downtown Bend. Located in a lovingly restored 1930s fourplex, this cozy retreat is perfectly positioned for you to experience the very best of Bend’s vibrant culture, outdoor adventures, and renowned dining scene.

Unbeatable Location
With a Walk Score® of 86, you’re truly in the center of it all. Just steps from Drake Park, this charming cottage puts you in the prime spot for festivals, live music, and floating the Deschutes River. In the summer, catch a free Munch & Music event, or take a leisurely stroll along the scenic riverfront—just outside your door.

Downtown Bend’s award-winning restaurants, boutique shops, and craft breweries are only a few blocks away, making it easy to enjoy the best food, drinks, and entertainment in town. Street festivals, art fairs, live music at the Tower Theater, and the downtown farmer’s market are all at your fingertips.

The Galveston Corridor & Beyond
Just one block from the Galveston Bridge, you’ll find yourself at the gateway to one of Bend’s most bustling and lively areas—the Galveston Corridor. Home to top-rated brewpubs, food carts, restaurants, and coffee shops, this is the place to be for delicious eats and local craft beer.

Bring your bikes! From here, you can easily pedal through Bend’s historic neighborhoods, cross over to the Box Factory, cruise by Whitewater Park, or explore The Old Mill District—where you can shop, catch a movie, or sip wine along the river. And when you return, store your bikes safely in our shed for peace of mind.

Outdoor Adventures Await
For those looking to explore Central Oregon’s great outdoors, you’re in the perfect home base. Mt. Bachelor and the Cascade Lakes Highway are just a short drive away, offering world-class skiing, hiking, mountain biking, and endless alpine adventures.

Whether you’re here for the food, culture, outdoor fun, or all of the above, Drake Cottage 307 offers the perfect mix of historic charm and modern convenience in Bend’s most walkable location. Book your stay today and experience the best of Bend right at your doorstep!

Sleeping Arrangements:
Bedroom: King bed with fresh and clean linens
Full-size sofa sleeper

Amenities:
Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs
Masterfully updated living space, blending vintage charm with modern convenience
Fully equipped kitchen with appliances
Fully stocked with utensils for both the cook and the baker
Eat-in kitchen with dining table
Cold water filtration system
Gas Grill
Infra-red fireplace
Outdoor firepit table

Location:
Across the street from Drake Park
Located on downtown end of Galveston corridor
1/2 Mile to the heart of Downtown Bend
1 Mile to Old Mill District
18 Miles to Redmond
21 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 and from the street, 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 special 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.

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
Premier Host

Add dates for prices

Amenities

Kitchen
Air conditioning
Outdoor space
Barbecue grill
Water view
Fireplace

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 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

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

About the area

Bend

Old Bend, a neighbourhood in Bend, is home to this condo. Hayden Homes Amphitheater and Des Chutes Historical Museum are cultural highlights, and travellers looking to shop may want to visit Old Mill District and Bend Farmers Market. Sun Mountain Fun Center and Bend Rock Gym are also worth visiting. Discover the area's water adventures with canoeing and fishing nearby, or enjoy the great outdoors with hiking and cycling.
Map
Bend, OR

What's nearby

  • Drake Park - 1 min walk - 0.0 km
  • Downtown Bend Business Association - 10 min walk - 0.8 km
  • Deschutes Brewery - 14 min walk - 1.2 km
  • Old Mill District - 15 min walk - 1.3 km
  • Hayden Homes Amphitheater - 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
  • ‪The Commons Cafe and Taproom - ‬11 min walk
  • ‪McMenamins Pub at Old St Francis School - ‬10 min walk
  • ‪The Lot - ‬5 min walk
  • ‪10 Barrel Brewing - ‬6 min walk

Frequently asked questions

Is Book Now for Summer 2025! pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Book Now for Summer 2025!?

Check-in begins at 4:00 PM.

What time is check-out at Book Now for Summer 2025!?

Checkout is at 11:00 AM.

Where is Book Now for Summer 2025! 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.

Reviews

9.8

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. 96 out of 114 reviews
Rating 8 - Good. 15 out of 114 reviews
Rating 6 - Okay. 3 out of 114 reviews
Rating 4 - Poor. 0 out of 114 reviews
Rating 2 - Terrible. 0 out of 114 reviews

9.8/10

Cleanliness

10/10

Amenities

8.8/10

Property conditions & facilities

10/10

Check-in

9.8/10

Communication

9.8/10

Location

9.8/10

Listing accuracy

Reviews

8/10 Good

Michelle H.

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

Great location with a few hiccups

This is a cute and clean one bedroom with no frills. Arrived around midnight to find no top sheet on the bed and no coffee filters. The next day I had to contact management multiple times to resolve this issue. A little frustrating but they did take care of it.
Stayed 3 nights in May 2025

8/10 Good

Janet N.

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

307 Bend

Great except the minisplit was very loud
Stayed 7 nights in Feb 2025

10/10 Excellent

nicole m.

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

Small cottage

Small and comfy stay with AC! Great location where you can float the Deschutes and walk a few steps back home. Close to our go to breweries and burrito shop!
Stayed 2 nights in Aug 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tom N.

Great Place

Great little place to stay. Clean and comfortable. PERFECT Location. Across the street from the park and river. walking distance to downtown. Really enjoyed our stay and we can't wait to come back

10/10 Excellent

Brian O.

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

Comfortable & Convenient

Well maintained cottage with easy checkin. Walking distance to some cool spots in Bend. Easy parking. Would recommend.
Stayed 2 nights in Oct 2024

10/10 Excellent

Lucia B.

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

Perfect location

What a beautiful cottage with a perfect location - right across from the river and so close to breweries.
Stayed 3 nights in May 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lacey

Comfortable Stay

Comfortable stay for a few days while working. Close to everything you could ever need. Walking distance to downtown, old mill, and so much more! Highly recommend for a couple look for some R&R.

10/10 Excellent

Denise M.

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

Great spot

Traffic heavy outside rental but convenience to central bend awesome
Stayed 4 nights in May 2024

10/10 Excellent

Theresa B.

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

Cozy and close to town

Great spot for 2 and beautiful walk to town.
Stayed 4 nights in Mar 2022

10/10 Excellent

Kevin G.

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

Nice place. Great location!

Nice place. Great location!
Stayed 4 nights in Jan 2023

10/10 Excellent

Mark O.

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

Lovely Cottage

Wonderful place across from the park.
Stayed 5 nights in Aug 2023

10/10 Excellent

Elisa C.

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

Great stay in Bend

Owners are great! Such a central location! Thanks so much
Stayed 3 nights in Jun 2019

10/10 Excellent

Jeff and Lisa K.

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

Perfect area to be!

Overall impression of the apartment is clean, adequate, and comfortable for our short stay. The perfect location for walking the park and trail, and a very short walk in to town.
Stayed 2 nights in Oct 2023

10/10 Excellent

Wanda H.

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

Convenient and comfortable property

Drake Cottage is well located for Old Bend, downtown, and the Old Mill District. Drake Park is just steps away. The apartment is well-equipped, clean, and comfortable. The only disappointment was the traffic noise that was more than expected for a residential neighborhood.
Stayed 2 nights in Aug 2024

10/10 Excellent

Theresa B.

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

Perfect for 2

Great location
Stayed 4 nights in Feb 2022

10/10 Excellent

Keith L.

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

Great location

Pleasant location across the street from park and within walking distance to two different downtown districts. Hiking within short drive Tumalo falls are super close and breath taking
Stayed 3 nights in Sep 2023

10/10 Excellent

Leota H., Kennewick, WA

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

Nice little cottage. Very clean and well maintained. The view of the park was nice.

It was great. We walked to most places and had a great relaxing time.
Stayed 4 nights in Mar 2023

10/10 Excellent

Yvonne W.

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

Clean, cozy, and convenient

Wonderful stay. Unit was clean, bathroom and kitchen worked well, beds were comfortable, check-in procedure was clear. Great location near river, park, and within short walk to downtown cafes and shops. Would stay here again.
Stayed 5 nights in May 2023

8/10 Good

J Darrin B.

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

FairWell Fest

Beautiful. As advertised. Outdoor area for gathering was pretty dirty and dusty otherwise very nice.
Stayed 2 nights in Jul 2024

10/10 Excellent

Eric R.

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

Great Stay in Bend

Fantastic little VRBO in a great location. Everything as described. Perfect for my wife & I on our 28th anniversary trip. Couple minor cleaning issues. Noticed it was pretty dirty under the bed when trying to adjust the power strips to make plugging in devices easier at the nightstands, and the vent for the bathroom fan was filthy.
Stayed 5 nights in Jul 2024

10/10 Excellent

katie

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

Great Location

We loved the walkability of the home. It had everything we needed for our 5 night stay. We would definitely come back.
Stayed 5 nights in Jun 2023

8/10 Good

Eugenia J.

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

Great location

Wonderful location; walkable to downtown and river. Very small unit, but adequate. Comfortable bed. Living room f
Stayed 4 nights in Oct 2023

10/10 Excellent

June P., Lakeland

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

Riverfront experience

We had a wonderful visit in Bend. The Drake Cottage sits across from a beautiful, family friendly park with numerous walking trails. We visited during the summer and had a wonderful time.
Stayed 4 nights in Jul 2023

10/10 Excellent

peggy

Liked: Amenities
Very convenient to everything!! Never needed to use the car. Also a beautiful area to enjoy!!
Stayed 8 nights in Jul 2023

10/10 Excellent

larry l., Idaho Falls, Idaho

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

3 nights-perfect!

What a delightful place and beautifully located. We love this area of Bend. Drake Park has always been one of our favorite parts of town. Thank you for such a wonderful accommodation. We will definitely return to your VRBO!!!
Stayed 4 nights in May 2023

About the host

Hosted by iTrip Vacations - Central Oregon

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