Walk to River, Downtown, Concerts · Old Bend Cottage

Bend, Oregon
$283 avg/night
Minimum Stay 1 Nights
Bed 2

Bed

Bath 1

Bath

Home Private Vacation Home

Property Type

Sleep 6

Max Sleeps

Night 1 nights

Min Stay

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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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • SKI

    Snowboarding And Cross-country Skiing Nearby
  • PETS

    1 Total Pets Pet Friendly Service Animals Exempt From Fees Welcoming Dogs Only
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Fire Extinguisher Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    2 Bedrooms Bed Sheets Provided
  • GENERAL

    Recycling Unit Size: 900 Sq Ft (84 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Coffee/tea Maker Cookware/dishes/utensils Dishwasher Electric Kettle Microwave Oven Refrigerator Stovetop
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Patio
  • BATHROOMS

    1 Bathroom Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels Provided
  • THINGS TO DO

    Golf Nearby Hiking Nearby Hiking/biking Trails Nearby Kayaking Nearby Mountain Biking Nearby Rock Climbing Nearby Snowmobiling Nearby Surfing/body Boarding Nearby Swimming Nearby
  • ENTERTAINMENT

    Games Stereo Video Games Smart TV
  • LIVING SPACES

    Dining Room Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Travel Crib
  • LOCATION HIGHLIGHTS

    Near A Hospital
  • SUITABILITY/ACCESSIBILITY

    No Elevators Smoke-free Property

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 6

Map Map

School District Availability

Review Review

  • Calee B.

    Submitted Jul 2, 2026

    Stayed Jun 26, 2026

    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!

  • Kristie H.

    Submitted May 25, 2026

    Stayed May 20, 2026

    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.

  • Submitted Apr 29, 2026

    Stayed Apr 18, 2026

    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.

  • meredith d.

    Submitted Apr 10, 2026

    Stayed Apr 6, 2026

    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!

  • Submitted Mar 19, 2026

    Stayed Mar 15, 2026

    Perfect location and hugely responsive host.

  • Chris F.

    Submitted Mar 10, 2026

    Stayed Mar 9, 2026

    Great central location. Jesse was super responsive to all requests and feedback about the property.

  • Marissa N.

    Submitted Aug 12, 2024

    Stayed Aug 9, 2024

    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!!!

Your dates are Available!

Total

Includes taxes and fees
$283+
View details