A large, layered mountain with distinct geological formations.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Prineville cottages

A bathroom with a white sink, grey drawers, a white toilet, and wooden shelves with towels.

1. Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is CA $293
CA $661 total
includes taxes & fees
Sep 19 - Sep 20
Family-friendly Redmond Getaway: Walk to Dtwn
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

2. Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
River West
9.8 out of 10, Exceptional, (149 reviews)
"A very well appointed property, in a great location, convenient for everything in downtown Bend and beyond."
United States
Noreen S.
The price is CA $111
CA $296 total
includes taxes & fees
Aug 30 - Aug 31
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A single-story cottage with a front porch, a small window, and a garage.

3. Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (73 reviews)
"Had a fantastic visit. Love the location! "
United States
Ben W.
The price is CA $344
CA $641 total
includes taxes & fees
Aug 30 - Aug 31
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
A deck with a hot tub, barbecue grill, and outdoor seating area with umbrellas.

4. Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River

Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (53 reviews)
"Host was great. Was so clean and ready when we got there. Perfect place for 2 people and a dog."
United States
Bonnie H.
The price is CA $289
CA $536 total
includes taxes & fees
Sep 17 - Sep 18
Contemporary Chic │West Side │Walk Everywhere │Hot Tub │One Block to River
A small wooden cabin with a red door, two windows, and a porch with two pink Adirondack chairs.

5. Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space

Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
River West
10.0 out of 10, Exceptional, (66 reviews)
"Perfect Location!!"
United States
Rocky A.
The price is CA $331
CA $588 total
includes taxes & fees
Sep 2 - Sep 3
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
A wooden building with a covered patio, a stone wall, and a well-maintained lawn.

6. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.4 out of 10, Exceptional, (3 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is CA $292
CA $520 total
includes taxes & fees
Sep 1 - Sep 2
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

7. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (42 reviews)
"The Drake Club was great! Really nice little cottage that is well decorated and includes a great kitchen and bathroom. The location is excellent as you are a short walk/bike ride to everything Bend has to offer. The Drake Club is a great little spot in Bend and I would highly recommend it to anyone considering a stay in Bend!"
United States
Brian S.
The price is CA $346
CA $556 total
includes taxes & fees
Sep 15 - Sep 16
Walk to downtown and amphitheater
A two-story house with a front porch, a chimney, and a well-maintained lawn.

8. Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (3 reviews)
"Fantastic home - clean, comfortable, and close proximity to restaurants, shops, etc. Check in and out process was easy and communication with the management service was outstanding. We really enjoyed our stay and highly recommend!"
United States
Melissa S.
The price is CA $321
CA $542 total
includes taxes & fees
Aug 30 - Aug 31
Oak Millhouse - Beautifully restored home in Downtown Old Bend
A single-story house with a front porch, a garage, and a well-maintained lawn.

9. Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand

Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Old Bend
9.4 out of 10, Exceptional, (78 reviews)
"The house was in a quiet neighborhood and is very walkable to almost anywhere you’d want to go. It’s an easy walk to the downtown area for shopping, food and drinks. Walking the opposite way of downtown quickly gets you to this food cart pod called The Podski. We enjoyed Cotto so much that we went twice while we were there. After that, we were even able to walk to Crux and back to the house. Made it super enjoyable to not have to drive very much. We were even able to walk back to the house...
United States
Chelsea
The price is CA $331
CA $588 total
includes taxes & fees
Aug 30 - Aug 31
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
A single-story house with a front porch, a red door, and a mailbox.

10. Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
River West
9.6 out of 10, Exceptional, (90 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is CA $409
CA $725 total
includes taxes & fees
Sep 20 - Sep 21
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Prineville Hotel Reviews

Bend Inn & Suites

Bend Inn & Suites

8/10 Good
"The room was clean and the front desk staff were very friendly."
Amy 1-night trip
Posted 4 hours ago
Bend Inn & Suites

Find out more about Prineville

Prineville Cottages information

Number of reviews
438
Accommodation
94 Cottages
Lowest Price
CA $296
Highest Price
CA $725

Frequently asked questions

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What is there to do in Prineville near my cottage?
Once you've unpacked and settled in, head out and discover the incredible things Prineville has for you to experience. Ochoco Wayside State Park is a top attraction to add to your to-do list.

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