Drake Cottage 307

Historic Drake Cottage! Across from Mirror Pond. Heart of Bend, Walk to Downtown, Shops/Dining

1 BR
1 Bath
Sleeps 3


You can’t find a better place than Central Oregon to escape the stress safely. River, hill, and trail welcome you and promise to help you rejuvenate.

Adorable one bedroom, 500 square foot apartment located in the heart of historic downtown Bend. This wonderful 1930 fourplex has been lovingly restored and is awaiting your arrival. Walking distances to all that downtown and the Galveston Corridor have to offer.

This cottage is the mirror of Cottage of 311 across the patio, but this unit includes a fold-out sleeper.

Please note: Reservations made with less than 48 hours notice will require photo ID and credit card validation.


- Bedroom: King bed with fresh and clean linens

- Full size sofa sleeper


- Gas Grill

- Outside seating looking out at Drake Park. Dining table & chairs, plus Adirondack chairs


- 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


- Located on downtown end of Galveston corridor

- Masterfully updated living space, blending vintage charm with modern convenience

- Toaster, coffee maker, blender

- Bathroom with combo shower and tub, hair dryer

- Sitting area with comfy loveseat, infrared fireplace

- Flat screen HD SmartTV with BluRay and streaming content (no cable)

- Infra-red fireplace

- Outdoor firepit table

- WiFi

- Wall mounted heat pump for heat in the winter and A/C in the summer

- Fantastic Historic Downtown Bend location: Walk Everywhere!

- Lockable storage shed for your toys

- Off-street parking spot for one vehicle


- 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!

Unsurpassed combination of charm and location, this legendary cottage will create an experience long remembered.

It’s no wonder this bustling location earns a Walk Score® of 86. It is at the crossroads of all things going on in the center of Bend.

This cozy apartment is located across the street from Drake Park, site of the Deschutes River float drop off and numerous festivals and music! At the park, you can catch a free Munch ‘n Music event on a postcard summer evening, or a year-round saunter along the river.

Walk a couple of blocks to Bend’s premiere downtown shopping area home, home to many award-winning shops and dining experiences. For a downtown location, it doesn’t get any better than this. There are endless choices for dinner, shopping, people-watching, refreshing craft beers, or a cup of locally roasted coffee. Street festivals, art fairs, live music and Tower Theater events dot the calendar all year. In the summer, you will be first in line at the downtown farmer’s market.

You are situated just a block from the Galveston Bridge overlooking the river. The vibrant and potentially boisterous Galveston corridor is home to a plethora of brew pubs, restaurants, food carts, and coffee shops.

Bring your bikes and easily extend your touring experience through the historic neighborhoods to the Box Factory, Whitewater Park, and The Old Mill where you can spend the afternoon shopping, movie-going, trekking on numerous river trails, and wine tasting. When you return, lock the two-wheelers in our shed for safekeeping.

From here, you have easy access to all outdoor activities. Mt. Bachelor and the Cascade Lakes Highway are just a short drive away.

If you need to take a breather inside, settle into the love seat and enjoy the infra-red fireplace, HD SmartTV, BluRay, read a book, or enjoy what WiFi can offer.

The bedroom is on the outside corner of the apartment and does not have any shared walls.

The efficient kitchen is fully stocked with utensils for virtually anything you want to put on the menu. There is cold water filtration at the kitchen sink, so fill the flask before setting out in the morning.

You also have the option of firing up the gas grill on the patio and enjoying your favorite homemade alfresco dinner, looking out at the park and river.

The bathroom is tastefully done and provides a combo tub and shower.

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.

Maximum occupancy: 4 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.

Sleeping Arrangements

Bedroom 1 King
Living Rm Sofa Full

Property Rules

Check In: After 4pm
Check Out: Before 11am
Smoking: Not Allowed


Air Conditioning
BBQ Grill
BBq Area
Bed linens
Big Screen TV
Carbon monoxide detector
Coffee Maker
Cooking Basics
Dining Table
Dishes Utensils
Dishes and Silverware
Enhanced Cleaning
Fire Extinguisher
Fire Pit
Full Kitchen
Hair Dryer
Hot Water
Ice Maker
Internet Access
Iron & Board
Iron and board
King-sized bed
Linens Provided
Living Room
Open Patio
Parking available
Private Entrance
Self Check-In
Shopping & relaxation
Smart Tv
Smoke detector
Sojo Amenity Kit
Water View
Bed linens provided
Gear Shop
Mountain Climbing
Rock Climbing
Winery/brewery tours
Gift Shop
Jewelry Store
Movie Theater
Rock/mountain climbing
Shopping Mall



Frequently Asked Questions

No open flames are permitted on balconies or in the unit. Do not dismantle smoke detectors. Use the overhead stove fan when cooking.

Reservations made for teenagers or young single requires an accompanying adult staying in the unit at ALL times. At least one member of the party needs to be 25 (twenty-five) years of age! Any violators will be evicted according to Oregon law with forfeiture of all monies.

Any reservation obtained under false pretense will be subject to forfeiture of reservation deposit, damage deposit, and/or balance of rental payment.

No daily maid service.  Additional cleaning fees will be due in the event that cleaning involves the removal of excessive debris, excessive spillage or staining of carpets, or uncleaned cooking grease and stains.

We reserve the right to charge guests for not complying with house cleaning rules.  Specifically, we reserve the right to charge guests if all dishes have not been cleaned either in the dishwasher or by hand, if all trash is not bagged and cinched, and if all perishable food has not been disposed.  

No compensation will be given for temporary outage of electricity, gas, water, cable, or internet. Outages will be reported immediately and all efforts will be made to have them restored as soon as possible. 

If security cameras for outdoor visual monitoring are present at the property, the listing will disclose this fact.  Tenant accepts the monitoring of the outside and agrees to not tamper with the security system.
Smoking is strictly prohibited in the property AND on premises. Any evidence of smoking will result in $150 fine, plus the cost of smoke remediation.

If you are staying in a dog-friendly property and are planning to bring your dog, you must notify us.  No more than one dog is allowed unless prior arrangements have been made.  A dog fee is required, and it varies depending on the property.  You must confirm your dog is flea and tick free, and is up to date on all vaccinations.  Dogs are not allowed on the furniture or bedding.  Please notify us of any accidents that occur in the home.  Please clean up outdoors.

If you are staying in a No Pet property, we reserve the right to take any or all of the following actions if a pet or Emotional Support Animal is brought onto the property,  a) charge a pet fee, b) charge extra for cleaning or picking up behind the pet, c) charge a fee for neighbor complaints, d) charge a refundable damage deposit, e) ask tenant to vacate the premises with no refund of any fees or damage deposits paid.

All occupants will be required to vacate the premises and forfeit the rental fee and security deposit for any of the following: Occupancy exceeding the sleeping capacity, people using the premises for any illegal activity, causing damage to the premises rented or to any of the neighboring properties and any other acts which interferes with neighbors' right to quiet enjoyment of their premises.

Packages delivered by UPS and FedEX ONLY.

iTrip or the Owner are in no way responsible for bodily harm or injuries that may occur while using the bicycles provided by the property. The Guest agrees to use the bicycles at your own risk. You are responsible for wearing helmets, and for securing the bikes. The Guest is responsible for the bicycles should they be lost or stolen when not on the vacation home premises.

Please report any maintenance needs for the premises to the us and we will respond as quickly as possible. Refunds will not be made for maintenance issues including, but not limited to heating and air conditioning, appliances, televisions, and sound equipment.

The owners furnish linens and towels. Lost or damaged linens may be deducted from your deposit. An initial supply of products is provided. Extra items needed are the responsibility of the Tenant. Limited cleaning supplies may be provided. We recommend that you bring any special items that you may need.



Comfortable Stay
5/5 stars
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.
- Lacey
Fee Fo Review
5/5 stars
Have stayed at Drake Cottage in Bend a number of times and couldnt be more pleased with the attention, cleanliness, and wonderful location. A charming place for a vacation.
- Margie
Fee Fo Review
5/5 stars
Easy to use. Great response from the host. Delightful little apartment in a terrific location in Bend.
- Katie

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Contact Manager

Phone (503) 230-0534