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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 bedroom with a bed, a TV in the corner, a painting on the wall, and a door leading to another room.
A kitchen with a stove, a kettle, and a framed map on the wall.
A modern living room with a wooden coffee table, a sofa, and a colorful rug. There is a kitchen area with cabinets and a refrigerator in the background.
A compact kitchen with white cabinets, a wooden dining table, and a small island.

Reviews

8.6 out of 10
Excellent

Entire home

2 bedrooms1 bathroomSleeps 684 sq m

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • 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)
    ‪24 min drive‬

Room options

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4.6 out of 5, Wonderful, 1,314 reviews
The price is €196
includes taxes & fees
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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.
During your stay at this holiday home, you're just a quick walk from Deschutes River. Laundry facilities are available. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
  • Air-conditioned home with kitchen, washing machine and patio
  • Free WiFi
  • Amenities include laundry facilities
  • Within a 15-minute walk of Old Mill District and Hayden Homes Amphitheater
New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • 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 lift
  • Smoke-free property

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

  • Pets are welcome
  • Only dogs are allowed
  • Maximum 1 pets
    • Service animals are exempt from fees.

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 private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

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 traveller

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

meredith d.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful place to stay in Bend! Walking distance to a couple nice parks on the river. Comfortable beds and plenty of space. The video game machine was a hit with our kids!
Stayed 3 nights in Apr 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