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New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!

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A small, single-story house with a porch, numbered 323, featuring two blue chairs and a small garden area.
A living room with a sofa, armchair, coffee table, and a television.
A bedroom with a bed, a TV in the corner, a painting on the wall, and a door leading to another room.
A small kitchen with a dining table, chairs, a white cabinet, and a window with a view of a wooden fence and trees.
A vintage arcade machine with a colorful design and a red chair in front.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 6900 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Explore the area

View in a map
Bend, OR
  • Place, Deschutes River
    ‪1 min walk‬
  • Place, Drake Park
    ‪3 min walk‬
  • Place, Hayden Homes Amphitheater
    ‪15 min walk‬
  • Airport, Redmond, OR (RDM-Robert's Field)
    ‪23 min drive‬

Room options

About the neighborhood

Bend

Located in Old Bend, this vacation home is a leisurely stroll from popular sights such as Old Mill District and Hayden Homes Amphitheater. The vacation home includes a kitchen, a patio, and a dining area.
View more Vacation Homes in BendOpens in a new window

What's nearby

  • Deschutes River - 1 min walk - 0.1 miles
  • Drake Park - 3 min walk - 0.2 miles
  • Downtown Bend Business Association - 13 min walk - 0.7 miles
  • Old Mill District - 15 min walk - 0.8 miles
  • Hayden Homes Amphitheater - 15 min walk - 0.8 miles

Getting around

  • Sunriver Station - 23 min drive
  • Redmond Municipal Airport (RDM) - 26 min drive

Restaurants

  • ‪Taco Salsa - ‬12 min walk
  • ‪Dutch Bros Coffee - ‬13 min walk
  • ‪Jackson's Corner - ‬8 min walk
  • ‪10 Barrel Brewing Company - ‬8 min walk
  • ‪Westside Tavern - ‬6 min walk

About this property

Entire place

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

New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!

Best Location in Bend!

Walk to downtown Bend, the Deschutes River, and Hayden Homes Amphitheater from this charming, updated historic cottage - Old Bend Cutie! Cozy and comfortable with a fun retro arcade game for downtime.

Old Bend Cutie is walking distance to:
• Downtown Bend (8 min)
• Deschutes River trail & surf wave (5 min)
• Hayden Homes Amphitheater (10 min)
• Old Mill District shopping & theater (12 min)
• Parks, breweries, restaurants & miles of trails (5-10 min)
______________________

Welcome to the Old Bend Cutie, a charming and updated historic home in the heart of Bend’s Old Bend District. Perfect for couples, families, business travelers, and small groups, this cozy two-bedroom cottage offers the ideal combination of historic charm, modern comfort, and an unbeatable location.

⸻

PRIME LOCATION

Located in the highly desirable Old Bend Historic District, you’ll be close to everything Bend is known for while still enjoying a quiet, safe neighborhood.

You can easily walk to:
• Downtown Bend (8 minutes) for restaurants, breweries, shopping, and nightlife
• Deschutes River trail and surf wave (5 minutes)
• Hayden Homes Amphitheater (10 minutes) for concerts and events
• Old Mill District (12 minutes) for shopping, dining, and movies
• Multiple parks, breweries, coffee shops, and miles of scenic trails (5-10 minutes)

Many guests rarely need to drive once they arrive.

⸻

CHARMING HISTORIC HOME WITH MODERN COMFORTS

The Old Bend Cutie blends Bend’s historic character with modern amenities. This cozy home comfortably sleeps up to six guests.

Living Room
Relax after a day exploring Bend with:
• Retro arcade game with 50+ classic games
• Board games
• Smart TV for movie nights
• Comfortable memory foam queen sleeper sofa

Kitchen
Fully stocked kitchen with everything needed for cooking meals, plus a bright dining area perfect for breakfast or morning coffee.

Bedroom 1
• Memory foam queen bed
• Blackout shades
• Closet and dresser storage

Bedroom 2
• Bunk bed with queen lower mattress and twin XL upper
• Memory foam mattresses
• Great for families or small groups

Bathroom
• Tub / shower combo
• Shampoo, body wash, and essentials provided

Additional Amenities
• High-speed WiFi
• Washer and dryer
• Free permitted street parking
• Easy self check-in with smart lock

⸻

ENJOY BEND LIKE A LOCAL

Step outside and explore the best of Bend. Walk to concerts at Hayden Homes Amphitheater, float the Deschutes River, bike miles of nearby trails, or grab coffee and breakfast downtown.

Bend is known for its incredible outdoor access, breweries, and vibrant food scene — and Old Bend Cutie places you right in the middle of it all.

After a day of adventure, come home to relax in a cozy historic cottage in one of Bend’s most beloved neighborhoods.

⸻

YOUR PERFECT BEND HOME BASE

Whether you’re visiting for concerts, outdoor adventures, skiing at Mt. Bachelor (also just 20-30 min away), or a relaxing getaway, Old Bend Cutie is the perfect home base for your Bend trip.

Book your stay and experience one of the best locations in Bend.
The vacation home is air-conditioned and features a kitchen and a patio, and there's space to spread out with 2 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and a travel crib.

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Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room
  • Separate dining area

Entertainment

  • Games
  • Smart TV
  • Stereo
  • Video games

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • One pet total

Suitability/Accessibility

  • No elevator
  • Smoking not allowed

Location highlights

  • Near a hospital

Things to do

  • Golfing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Rock climbing nearby
  • Snowmobiling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Water tubing 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

  • Recycling
  • Some LED lighting used
  • Unit size: 900 square feet

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 18

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

  • This property welcomes pets
  • Dogs only
  • 1 total pets
  • Service animals exempt from fees

Children and extra beds

Children allowed: ages 0-17

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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
  • Check-in: 4:00 PM
  • Check-out: 10:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • There are no elevators.

Frequently asked questions

What's there to do within easy reach of this vacation home?

This vacation home is situated in Old Bend within a short 12-minute walk of Old Mill District and also 15 minutes on foot from Hayden Homes Amphitheater. You'll also find Deschutes River and Deschutes Brewery less than a mile away.

How much does it cost to stay at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

As of Jul 9, 2026, prices found for a 1-night stay for 2 adults at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! on Jul 14, 2026 start from $363, 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.

Is parking available on site at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! a good place to stay for couples?

Couples will appreciate amenities at this vacation home, including a smart TV and a kitchen in each house and a kitchen in some.

Does New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! have a hot tub?

No, there isn't a spa tub at this vacation home.

Does this vacation home offer breakfast?

No, this vacation home doesn't offer breakfast.

Will this vacation home allow pets to stay free of charge?

Although dogs can't stay for free, they are welcome at this vacation home.

Does New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! have connecting rooms available?

No, there aren't connecting guestrooms at this vacation home.

How far is the airport from this vacation home?

The closest major airport to this vacation home is Redmond Municipal Airport (RDM), which is 17.9 mi away (26 minutes by car).

Are there rooms with balconies that I can book at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

Yes, every house at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! comes with a patio.

New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! Reviews

Reviews

8.6

Excellent

Rating 10 - Excellent. 5 out of 7 reviews
Rating 8 - Good. 1 out of 7 reviews
Rating 6 - Okay. 0 out of 7 reviews
Rating 4 - Poor. 0 out of 7 reviews
Rating 2 - Terrible. 1 out of 7 reviews

8.4/10

Cleanliness

Reviews

Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and hugely responsive host.
Stayed 3 nights in Mar 2026
Verified

8/10 Good

Chris F.

Liked: Check-in, communication, location, listing accuracy
Great central location. Jesse was super responsive to all requests and feedback about the property.
Stayed 1 night in Mar 2026
Verified

10/10 Excellent

Marissa N.

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

Amazing property!!

I can’t say enough good things about this place! Excellent location, right off the river and walking distance to restaurants, bars, parks etc. The house was cozy and the beds were sooo comfortable! Best vacation rental that we’ve stayed in a long time! The owner was responsive and friendly also. Highly recommend!!!
Stayed 2 nights in Aug 2024