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Compare 72 Cottages in Prineville with updated reviews, rates, and availability.

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

9.8 out of 10, Exceptional, (119)
"The place was very clean. Great location. Only issue was when the was services at the church across the street people blocked the drive that we were supposed to use. Had to park in the covered drive"
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

Sweet craftsman bungalow in the heart of Bend

10.0 out of 10, Exceptional, (2)
"My husband and 2 small kids (5yr 7yr old) had the pleasure of staying here over New Years and it was the perfect home. The booking process was seamless and the communication with the contact person was quick! A very cozy, clean, comfortable, updated home with all the amenities you could need. Plus the location could not be beat- walking distance to everything! Coffee shops, breweries, parks, the river, etc. We had a wonderful stay and will definitely be back."
Sweet craftsman bungalow in the heart of Bend

"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

9.4 out of 10, Exceptional, (37)
"The picture window out onto the river never got old! It was also a prime location with a quick walk to downtown. "
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes

"Cabin Leisure" Riverfront cottage just steps from Deschutes River

9.6 out of 10, Exceptional, (49)
"Great location, open the window for the sound of the rushing rapids at night.The kitchen is well stocked and the electric wood stove was cozy in the evening.The bed is comfortable but bring your own pillowcase or sheets as the existing sheets are super synthetic! It was great to have a washer and dryer in the unit."
The price is AED 327
AED 854 total
includes taxes & fees
6 Feb - 7 Feb
"Cabin Leisure" Riverfront cottage just steps from Deschutes River

Riverfront Cottage with Private Patio on the Deschutes River!

8.8 out of 10, Excellent, (13)
"Unit was just right, comfortable, clean, close to downtown. Was counting on swimming with grandkids but the pool was not open. Big disappointment. Host offered alternative option after I left, which was appreciated."
Riverfront Cottage with Private Patio on the Deschutes River!

Redmond House w/ Community Amenities Access

3.0 star property
10.0 out of 10, Exceptional, (1)
"Stay was great, House was in great condition, but an email to the host prior to our stay was not answered. Kitchen could use a bit of attention for people who enjoy cooking while a vacation, I don’t expect chef quality, but this kitchen had very low end cooking accessories, and no non-stick pan to cook eggs "
Redmond House w/ Community Amenities Access

Paradise in The Parks on Westside with summer pool and bike trails.

9.8 out of 10, Exceptional, (20)
"Came to Bend for a Golf event and this place was right around the corner from where we needed to be. Beautiful community, the pool is great with a little library box and hostess was very attentive and helpful."
Paradise in The Parks on Westside with summer pool and bike trails.

"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend

9.6 out of 10, Exceptional, (23)
"We were right on the river trail. Walked into town daily. Everything was great. Will stay again. It was a little difficult finding our room when arriving. Also, pool was closed as we booked to have a swim with our grandkids. Otherwise, a good value for our vacation dollar. "
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend

Snow is falling! Fresh Powder at Mt. Bachelor come ski and stay!

10.0 out of 10, Exceptional, (192)
"Best location, everything in-house needed for a wonderful visit with family and friends. Jackie's place is an extension of her own home."
Snow is falling! Fresh Powder at Mt. Bachelor come ski and stay!

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

9.6 out of 10, Exceptional, (162)
"This property has all you need. Comfortable and convenient."
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

Stunning Riverfront Condo - Sleeps 3

9.2 out of 10, Wonderful, (23)
"The view was for sure the best part of this cute little room. But the beds were so uncomfortable (why not a king bed)?! The seating was also uncomfortable. Just a few updates and it is spot on! Check in was a breeze! We showed up about 20 min early for check in. After driving through a blizzard( mini blizzard) the very nice girl at check in was so nice and and was a delight! It really is beautiful just a few updates."
The price is AED 327
AED 847 total
includes taxes & fees
24 Jan - 25 Jan
Stunning Riverfront Condo - Sleeps 3

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

10.0 out of 10, Exceptional, (30)
"My daughter and I enjoyed the house and thought it was very comfortable and clean! The only feedback I would say is to add a table lamp in family room because the ceiling lights could be pretty bright (unless I missed a dimmer option). And not sure if this is something typically provided, but we neglected to buy sugar for coffee and we assumed there would be some at the house. Loved the binder with info about the area and places to eat and shop as well as accessing that info online. Thanks!"
The price is AED 352
AED 1,003 total
includes taxes & fees
27 Jan - 28 Jan
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

Exceptional Downtown Cottage Retreat-Level II EV charger

10.0 out of 10, Exceptional, (197)
"We didn’t want to leave this sweet, comfortable, clean cottage! It was marvelous to leave the car at home and walk to the river front and so many delightful eateries. Don was a wonderful host who anticipated all our needs. The garden was divine with a stunning paper bark birch tree and a family of 4 deer outside the kitchen table window. This cottage was very well planned (outlets just where you need them) and well equipped (nice kitchenware!). We hope to return soon."
Exceptional Downtown Cottage Retreat-Level II EV charger

First Street Rapids and River Trail

9.8 out of 10, Exceptional, (24)
"Our experience could not have been better. The house was located in a quiet and beautiful neighborhood a mere five-minute walk from the First Street Rapids Park on the Deschutes River. The house was fully equipped with supplies and we did not lack for anything, particularly in the kitchen, which had every kitchen tool one could ever require. Our host was wonderful and accommodating. An added bonus was that the house was a 15-minute walk from Central Oregon Locavore, a co-op grocery store that...
First Street Rapids and River Trail

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

10.0 out of 10, Exceptional, (71)
"Loved this charming Bend home. Walkability to downtown and the river cannot be beat. The communication with the host was outstanding."
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

Pet Friendly Studio in Downtown Bend with Kitchenette and River View!

10.0 out of 10, Exceptional, (4)
"I was very pleased with bed , showers kitchen amenities. Staff was avaiable. I would recommend a different tv service along with easy info for remotes. I’ll be back"
Pet Friendly Studio in Downtown Bend with Kitchenette and River View!

Panoramic views of the rippling Deschutes River w/ pool access!

10.0 out of 10, Exceptional, (4)
"We loved the convenient location respective the amphitheater. We were able to walk to the concert and stop at one of favorite breweries along the way. The property was very quiet, peaceful, clean, and cozy. The bed is very comfy and the river view was lovely to wake up to. I would highly recommend this property !"
Panoramic views of the rippling Deschutes River w/ pool access!

Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!

9.8 out of 10, Exceptional, (111)
"This place was so great for our family get together at Christmas! It was clean, and perfectly decorated (including the holiday touches). The living room was cozy with the fireplace that could be flipped on without effort. Everything was provided, including cookware, dishes, plenty of towels. The hosts were easy to communicate with as well. Loved our stay! "
Cinder Cone- Salt Hot Tub, Gas Fireplace, 100+mbps Wifi, Bikes, Very Walkable!

Beautiful Ranch Home w/ Cascade Mountain View

3.0 star property
Beautiful Ranch Home w/ Cascade Mountain View

Heritage by Avantstay Luxe Oregon Retreat + Deck

3.0 star property
Heritage by Avantstay Luxe Oregon Retreat + Deck
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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Other property types in Prineville

Crooked River Ranch Cabins

3.0 star property
9.8 out of 10, Exceptional, (108)
"Excellent Place to stay for a Getaway "
The price is AED 342
AED 367 total
includes taxes & fees
24 Jan - 25 Jan
Crooked River Ranch Cabins

Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

9.8 out of 10, Exceptional, (81)
"Very nice property for 2 couples and dog friendly! Location was close to mill district and easy access to all of Bend and road to Bachelor. Super clean, nice hotub and fenced yard. Would stay again. "
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly

Bluebird Day - Kokanee Cottage

10.0 out of 10, Exceptional, (71)
"It was so cozy and we loved it! Great location, comfy beds and everything we needed as a home away from home! We definitely visit again!"
Bluebird Day - Kokanee Cottage
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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