Cottages in Crook County

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Check prices for these dates

In two weeks
29 May - 31 May
In two months
10 Jul - 12 Jul
In three months
7 Aug - 9 Aug
In four months
4 Sep - 6 Sep

Our top choices for Crook County cottages

Exterior

First Street Rapids and River Trail

First Street Rapids and River Trail
River West
9.8 out of 10, Exceptional, (31 reviews)
"The place was easy to find, great location, very close to the river. The home was very cute and great for two couples. The beds were not great but that is my only complaint. "
United States
Ezra S.
First Street Rapids and River Trail
Exterior detail

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

Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Old Bend
9.6 out of 10, Exceptional, (173 reviews)
"Great location! "
United States
Rachel N.
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries
Property grounds

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

Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Old Bend
10.0 out of 10, Exceptional, (52 reviews)
"Perfect location and accommodations! Would definitely stay here again!"
United States
Christina R.
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
Exterior detail

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, (137 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
The price is AED 294
AED 797 total
includes taxes & fees
21 May - 22 May
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Exterior

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes

Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
River West
10.0 out of 10, Exceptional, (209 reviews)
"Very nice place in Bend, we enjoyed our stay!"
United States
Paul C.
Immaculate Downtown Cottage Retreat- EV charger. Walk downtown in 4 minutes
Exterior

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

Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
River West
10.0 out of 10, Exceptional, (82 reviews)
"Place was super clean and was perfect for our family. "
United States
Bo S.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
Terrace/patio

Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (31 reviews)
"Was a nice view of the river and close to downtown. We enjoyed our stay."
United States
darlene r.
Riverfront Cottage - Steam Room & Pet Friendly!
Exterior

Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (10 reviews)
"The cottage was just the right size for two people. We really liked the location as we could walk to restaurants and pubs. The neighborhood was quiet and welcoming. We would stay here again."
United States
Eric T.
Sweet craftsman bungalow in the heart of Bend
Exterior

Rustic Cottage with views of the Deschutes River!

Rustic Cottage with views of the Deschutes River!
River West
9.6 out of 10, Exceptional, (11 reviews)
"Nice place, great views and walking distance to downtown."
United States
Eric H.
Rustic Cottage with views of the Deschutes River!
Exterior

Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.6 out of 10, Exceptional, (8 reviews)
"A very cute, clean, and quiet stay. The staff was friendly and helpful."
United States
Dan S.
Pet Friendly Riverside Studio in Downtown Bend
Exterior

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

Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!
River West
9.8 out of 10, Exceptional, (126 reviews)
"The place is adorable, very well maintained and the shower pressure is fantastic! It’s in a great neighborhood that’s walking distance to so many great spots, including the river and bike/walking path that takes you toward downtown. We had a great time and would definitely stay here again. "
United States
Taren B.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!
Front of property

Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay

Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay
3.0 star property
Powell Butte
10.0 out of 10, Exceptional, (1 review)
"Brasda is a beautifull resort; with nice restaurats; golf, spa and other facilities. this particular unit is very well equiped, nicelly decorated and very confortable"
United States
Jabar
Brasada Ranch Retreat w/ Hot Tub + Views Resort Access w/ Pools, Horseback Riding, Sports, and More Hat Rock Loop by Avantstay
Property grounds

Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
10.0 out of 10, Exceptional, (5 reviews)
"Great property "
United States
Linda D.
Fir Millhouse - Lovely historic cottage in downtown Bend
Exterior

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, (70 reviews)
"Erin was a good host. This cottage had everything we needed for our short stay in Bend and it was very clean. "
United States
Kelly B.
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
Exterior

Modern cottage charm & walk to Downtown Bend

Modern cottage charm & walk to Downtown Bend
River West
9.2 out of 10, Wonderful, (22 reviews)
"Great central location, easy walk downtown. A/C was great during a very hot week. All necessities and a great hot tub to end long days. "
United States
Michael M.
Modern cottage charm & walk to Downtown Bend
Exterior

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, (84 reviews)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Exterior

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, (77 reviews)
"Charming and well-appointed cottage in a fabulous location. We had a great holiday there. "
United States
David W.
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
Iron/ironing board, free WiFi, bed sheets

Riverfront Studio with Trail access!

Riverfront Studio with Trail access!
River West
9.0 out of 10, Wonderful, (2 reviews)
"This is an older property but it was jn the perfect spot and was a great value. Beautiful view of the spillway right outside the window. We walked to downtown in about 10 minutes. The bed was comfortable which is hige for me. "
United States
Jennifer M.
Riverfront Studio with Trail access!
House (2 Bedrooms) | Interior

Redmond House w/ Community Amenities Access

Redmond House w/ Community Amenities Access
3.0 star property
Redmond
10.0 out of 10, Exceptional, (2 reviews)
"The house looks new. Beautiful in & out. Could use a new BBQ but other than that. Wonderful!"
United States
TIM
Redmond House w/ Community Amenities Access
House (3 Bedrooms) | Interior

Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
Family-friendly Redmond Getaway: Walk to Dtwn
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 Crook County Hotel Reviews

Campfire Hotel

Campfire Hotel

10/10 Excellent
"So clean and comfortable, great spot."
Lauren 3-night trip
Posted 9 hours ago
Campfire Hotel