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New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!
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Reviews
10 out of 10
Exceptional
2 bedrooms 1 bathroom Sleeps 6
Popular amenities
Explore the area

Bend, OR
- Hayden Homes Amphitheater12 min walk
- Deschutes Brewery12 min walk
- Old Mill District14 min walk
- Redmond, OR (RDM-Robert's Field)25 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
Kitchen
Separate dining area
Dining area
About this property
New Listing! The Best Walkable Location + Cozy, Historic Charm. Old Bend Cutie!
Charming & Updated 100-Year-Old Home in the Heart of Bend
Welcome to the Old Bend Cutie, a charming and updated historic home in the heart of Bend's vibrant Old Bend District. Perfect for couples, solo adventurers, business travelers, and families, this delightful two-bedroom retreat promises an unforgettable stay.
Prime Location
Nestled in the sought-after Old Bend Historic District, you’re both in the center of all the great things Bend has to offer, but also in a quiet and charming neighborhood for rest and relaxation. You’ll find yourself within walking distance to:
- Downtown Bend
- Old Mill District’s theater and shopping
- Hayden Homes Amphitheater for concerts
- Deschutes River for tubing, floating, and surfing
- Five beautiful parks
- Local breweries and diverse restaurants
- Miles of scenic trails for running, cycling, and hiking
The Home
The Old Bend Cutie seamlessly blends historic charm with modern amenities, preserving its 100+ year-old structure while offering contemporary comforts. Accommodating up to six guests, this cozy home features:
- Living Area: A perfect mix of retro fun and modern entertainment with an arcade game with 50+ games, board games, and a smart TV for movie nights. The living room also includes a comfortable queen-size foam mattress hide-a-bed in the couch.
- Kitchen: Fully stocked for all your culinary needs, plus a sunny dining area to start your day with a leisurely breakfast.
- Bedrooms: Both have full closets with dressers available to store your stuff, nightlights, plug-ins for your electronics, and black out shades for that (sometimes too) early morning sunshine!
- Bedroom One features a memory foam queen bed for a restful night’s sleep.
- Bedroom Two: Includes a versatile bunk bed with a memory foam lower queen bed and a memory foam upper twin XL bed, perfect for families or groups.
- Bathroom: A full bathroom with a tub/shower combo, body wash, shampoo, etc.
- Washer and dryer for your convenience
Free street parking
- Easy Check - In: You’ll receive a code that lets you in hassle free.
- High Speed Wifi: For all your surfing needs.
Your Bend Adventure
Step outside and immerse yourself in the best Bend has to offer. Stroll to the Hayden Homes Amphitheater for live music, float down the nearby Deschutes River, or explore the extensive trail network. Sample craft beers and local cuisine at nearby breweries and restaurants on Galveston Street.
As evening falls, the lively Downtown Bend comes alive. Enjoy a movie at the Old Mill theater, dine at one of the many excellent restaurants, or take a romantic walk along the river under the stars. With so much to see and do, every moment at the Old Bend Cutie will be filled with joy and discovery.
Beyond its prime location and enchanting ambiance, the Old Bend Cutie offers a true taste of Bend’s laid-back lifestyle. Surrounded by parks and the picturesque Deschutes River, your stay can be as adventurous or as relaxed as you desire.
Book your stay at the Old Bend Cutie today and create lasting memories in Bend’s best location!
Welcome to the Old Bend Cutie, a charming and updated historic home in the heart of Bend's vibrant Old Bend District. Perfect for couples, solo adventurers, business travelers, and families, this delightful two-bedroom retreat promises an unforgettable stay.
Prime Location
Nestled in the sought-after Old Bend Historic District, you’re both in the center of all the great things Bend has to offer, but also in a quiet and charming neighborhood for rest and relaxation. You’ll find yourself within walking distance to:
- Downtown Bend
- Old Mill District’s theater and shopping
- Hayden Homes Amphitheater for concerts
- Deschutes River for tubing, floating, and surfing
- Five beautiful parks
- Local breweries and diverse restaurants
- Miles of scenic trails for running, cycling, and hiking
The Home
The Old Bend Cutie seamlessly blends historic charm with modern amenities, preserving its 100+ year-old structure while offering contemporary comforts. Accommodating up to six guests, this cozy home features:
- Living Area: A perfect mix of retro fun and modern entertainment with an arcade game with 50+ games, board games, and a smart TV for movie nights. The living room also includes a comfortable queen-size foam mattress hide-a-bed in the couch.
- Kitchen: Fully stocked for all your culinary needs, plus a sunny dining area to start your day with a leisurely breakfast.
- Bedrooms: Both have full closets with dressers available to store your stuff, nightlights, plug-ins for your electronics, and black out shades for that (sometimes too) early morning sunshine!
- Bedroom One features a memory foam queen bed for a restful night’s sleep.
- Bedroom Two: Includes a versatile bunk bed with a memory foam lower queen bed and a memory foam upper twin XL bed, perfect for families or groups.
- Bathroom: A full bathroom with a tub/shower combo, body wash, shampoo, etc.
- Washer and dryer for your convenience
Free street parking
- Easy Check - In: You’ll receive a code that lets you in hassle free.
- High Speed Wifi: For all your surfing needs.
Your Bend Adventure
Step outside and immerse yourself in the best Bend has to offer. Stroll to the Hayden Homes Amphitheater for live music, float down the nearby Deschutes River, or explore the extensive trail network. Sample craft beers and local cuisine at nearby breweries and restaurants on Galveston Street.
As evening falls, the lively Downtown Bend comes alive. Enjoy a movie at the Old Mill theater, dine at one of the many excellent restaurants, or take a romantic walk along the river under the stars. With so much to see and do, every moment at the Old Bend Cutie will be filled with joy and discovery.
Beyond its prime location and enchanting ambiance, the Old Bend Cutie offers a true taste of Bend’s laid-back lifestyle. Surrounded by parks and the picturesque Deschutes River, your stay can be as adventurous or as relaxed as you desire.
Book your stay at the Old Bend Cutie today and create lasting memories in Bend’s best location!
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Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 10:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit one pet total)
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
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 snowmobiling and ice skating.

Bend, OR
What's nearby
- Drake Park - 5 min walk - 0.4 km
- Hayden Homes Amphitheater - 12 min walk - 1.1 km
- Deschutes Brewery - 12 min walk - 1.1 km
- Downtown Bend Business Association - 13 min walk - 1.1 km
- Old Mill District - 14 min walk - 1.2 km
Getting around
Restaurants
- Westside Tavern - 6 min walk
- Cascade West Grub & Alehouse - 13 min walk
- Taco Salsa - 11 min walk
- Monkless Brasserie - 11 min walk
- Dutch Bros Coffee - 13 min walk
Frequently asked questions
About the host
Your host

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