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.
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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.
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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
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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.
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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.
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Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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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
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
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) with a maximum weight of up to 23 kg per pet.
How much does it cost to stay at New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!?
As of 4 April 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 14 June 2026 start from NZ$411, 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 and Old Mill District. Drake Park and Bend Whitewater Park are also within 10 minutes.
Reviews
9.4
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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!!!