Entire home

Walk to River, Downtown, Concerts · Old Bend Cottage

Photo gallery for Walk to River, Downtown, Concerts · Old Bend Cottage

A small, single-story house with a porch, numbered 323, featuring two blue chairs and a small garden area. - Walk to River, Downtown, Concerts · Old Bend Cottage (Bend)
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. - Walk to River, Downtown, Concerts · Old Bend Cottage (Bend)
A compact kitchen with white cabinets, a wooden dining table, and a small island. - Walk to River, Downtown, Concerts · Old Bend Cottage (Bend)
A kitchen with a stove, a kettle, and a framed map on the wall. - Walk to River, Downtown, Concerts · Old Bend Cottage (Bend)
A bedroom with a bed, a TV in the corner, a painting on the wall, and a door leading to another room. - Walk to River, Downtown, Concerts · Old Bend Cottage (Bend)
Close to Hayden Homes Amphitheater and Old Mill District, Walk to River, Downtown, Concerts · Old Bend Cottage provides amenities like laundry facilities. Guests can connect to free in-room WiFi.

Reviews

9.0 out of 10
Wonderful

Entire home

2 bedrooms1 bathroomSleeps 6900 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

Walk to River, Downtown, Concerts · Old Bend Cottage

  • 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.

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • 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 elevator
  • Smoking not allowed

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

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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 allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
1 total pets

Children and extra beds

Children are welcome

Events

No events allowed

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated 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, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm 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

We should mention

This property does not have elevators

About the neighborhood

Old Bend, a neighborhood in Bend, is home to this vacation 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 check out other outdoor activities such as ice skating and snowmobiling. Visit our Bend travel guide
View more Vacation Homes in Bend
Map
Bend, OR

What's nearby

  • A river flowing through a town with a bridge, buildings, and a flag on a tall tower.
    Deschutes River
    1 min walk - 0.1 miles
  • A park with a wooden bridge over a calm lake, surrounded by trees with yellow leaves.
    Drake Park
    3 min walk - 0.2 miles
  • A glass mug with 'Bend Brewfest' written on it.
    Hayden Homes Amphitheater
    14 min walk - 0.8 miles
  • A winter scene with a river, a bridge, buildings, and a tall tower with an American flag.
    Old Mill District
    15 min walk - 0.8 miles
  • Downtown Bend Business Association
    13 min walk - 0.7 miles

Getting around

  • Sunriver Station
    23 min drive
  • Redmond Municipal Airport (RDM)
    26 min drive

Restaurants

  • Cheba Hut “Toasted” Subs
    13 min walk
  • Taco Salsa
    12 min walk
  • 10 Barrel Brewing Company
    8 min walk
  • Monkless Brasserie
    11 min walk
  • Jackson's Corner
    8 min walk

Frequently asked questions

Is Walk to River, Downtown, Concerts · Old Bend Cottage pet-friendly?

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

How much is parking?

Onsite parking is available at the property.

What time is check-in at Walk to River, Downtown, Concerts · Old Bend Cottage?

Check-in begins at 4:00 PM.

What time is check-out at Walk to River, Downtown, Concerts · Old Bend Cottage?

Check-out is at 10:00 AM.

Where is Walk to River, Downtown, Concerts · Old Bend Cottage located?

Located in Old Bend, this vacation 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.

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Reviews

Walk to River, Downtown, Concerts · Old Bend Cottage Reviews

9.0

Wonderful

9.2

Cleanliness

9.4

Location
Rating 10 - Excellent. 11 out of 15 reviews
Rating 8 - Good. 2 out of 15 reviews
Rating 6 - Okay. 1 out of 15 reviews
Rating 4 - Poor. 0 out of 15 reviews
Rating 2 - Terrible. 1 out of 15 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect location and hugely responsive host.
Stayed 3 nights in Mar 2026
Verified review

8/10 Good

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

10/10 Excellent

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
Verified review

10/10 Excellent

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 review

2/10 Terrible

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