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

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Exterior
Living area
Dining
Terrace/patio
Room

Reviews

8.6 out of 10
Excellent

Highlights

  • Top-rated comfy beds
    Guests liked the comfy beds here.
  • Games at the ready
    One of the few properties with video games available for guests.
  • Walkable and wonderful
    Guests love the walkable location for its easy access on foot.
  • Discover nearby landmarks
    Near Hayden Homes Amphitheater
2 bedrooms1 bathroomSleeps 6

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Deck or patio

Explore the area

View 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

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed and 1 Single Bed

Living Room 1

1 Queen Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shampoo · Hair dryer

Spaces

Deck or patio
Kitchen
Separate dining area
Dining area

About this property

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.

Add dates for prices

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed: dogs (limit 1 total)
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Smoking

Smoking is not permitted

Important information

You need to know

Property # 4022851vb
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

About the area

Bend

Old Bend, a neighbourhood in Bend, is home to this holiday home. Bend Rock Gym and Sun Mountain Fun Center are local attractions and those in the mood for shopping can visit Old Mill District and Bend Farmers Market. High Desert Museum and Petersen Rock Garden are also worth visiting. Take in the nearby slopes with cross-country skiing and snowboarding, or try out other outdoor activities such as ice skating and snowmobiling.
View more Holiday homes in BendOpens in a new window
Map
Bend, OR

What's nearby

  • Deschutes River - 1 min walk - 0.1 km
  • Drake Park - 3 min walk - 0.3 km
  • Downtown Bend Business Association - 13 min walk - 1.1 km
  • Old Mill District - 15 min walk - 1.3 km
  • Hayden Homes Amphitheater - 15 min walk - 1.3 km

Getting around

  • Sunriver Station - 23 min drive
  • Redmond, OR (RDM-Robert's Field) - 26 min drive

Restaurants

  • ‪Taco Salsa - ‬12 min walk
  • ‪Jackson's Corner - ‬8 min walk
  • ‪Dutch Bros Coffee - ‬13 min walk
  • ‪Cascade West Grub & Alehouse - ‬13 min walk
  • ‪10 Barrel Brewing Company - ‬8 min walk

Frequently asked questions

Is New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie! pet-friendly?

Yes, this property allows dogs (limit 1 total).

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

As of 4 July 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 1 November 2026 start from NZ$317, 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.

How much is parking at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

On-site parking is available at the property.

What time is check-in at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

Check-in begins at 4:00 PM.

What time is check-out at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?

Checkout is at 10:00 AM.

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

Located in Old Bend, this holiday home is within a 15-minute walk of Deschutes River, Old Mill District and Hayden Homes Amphitheater. Drake Park and Bend Whitewater Park are also within 10 minutes.

Reviews

8.6

Excellent

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. 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

8.6/10

Check-in

9.0/10

Communication

9.0/10

Location

9.0/10

Listing accuracy

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
Response from VrboOwner on 20 March 2026
Thanks J Sean! Was great to have you all!
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
Response from VrboOwner on 30 April 2026
Thank you Meredith! So glad you guys enjoyed it! My kids love the video game as well!
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
Response from VrboOwner on 10 March 2026
Thanks Chris!
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
Response from VrboOwner on 15 March 2026
Thanks Marissa!
Verified

2/10 Terrible

Verified traveller

Disliked: Cleanliness, check-in, communication, location, listing accuracy
After reviewing the property and price, we were taken to a separate external payment site where two additional taxes and a cleaning fee were added to the price of the booking. Since Vrbo said all taxes and fees were included, we looked up why two additional taxes, Vrbo said they werent technically theirs but the city of Bend and the state of Oregon. And the cleaning fee seemed to be a deposit because the host asked us to strip the beds, get all the dirty towels and do the laundry, wash the dishes, empty the trash and recycling, and left a vacuum out with instructions not to wear shoes in the house (so of course we vacuumed). So the great location and affordable price ended up being more than twice the price with a cleaning fee and taxes and we still had to clean. And the heating was terrible, either lava or freezing with multiple devices with confusing/not well working controls. Oh, and dont plug in your own devices, thats not recommended.Not worth it.
Stayed 3 nights in Apr 2026
Response from VrboOwner on 22 June 2026
Thank you for staying at Old Bend Cutie and for taking the time to leave feedback. We strive to provide a comfortable, affordable stay with clear communication, and we’re sorry that your experience didn’t fully meet expectations. For clarity, the checkout items (such as starting a load of laundry or the dishwasher) are explicitly stated as optional and are simply intended to help our cleaning team—they are not required and do not replace the professional cleaning included in the cleaning fee. Regarding pricing, all taxes and platform fees are set and displayed by Vrbo at checkout and are not controlled by hosts, though I understand how unexpected fees can be frustrating. Heating and cooling are fully available and adjustable for normal use, and we haven’t received similar feedback from other guests, but we’re always happy to help in real time if anything feels off during a stay. The note regarding electrical usage is simply intended to avoid overloading circuits, which is a common guideline in homes and does not restrict normal use. During your stay, our communication was very positive, including a message on your last day that you had “a great stay,” so I’m sorry to hear that your overall experience ultimately fell short of expectations. Wishing you all the best.
Verified

10/10 Excellent

Calee B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We really enjoyed our stay at the Old Bend Cutie! The host was very responsive and attentive, and the house was clean and comfortable. While the space is a bit smaller, it fit our needs perfectly for the weekend. The location was beautiful and convenient, just a short walk to the Hayden Homes Amphitheater. Would definitely recommend!
Stayed 2 nights in Jun 2026
Verified

10/10 Excellent

Kristie H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house was perfect and quite charming. Jesse was very responsive to any questions we had. The location was walkable to everything. Thanks for being such a great host.
Stayed 3 nights in May 2026
Response from VrboOwner on 25 May 2026
Thank you Kristie! Was a pleasure to host you all!

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