Cottages in Crook County

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Crook County cottages

TV

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, (134 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 781 total
includes taxes & fees
10 Feb - 11 Feb
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
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, (74 reviews)
"Beautiful little house within walking distance of everything in Downtown, Old Mill, and River West. "
United States
Carolyn A.
The price is AED 547
AED 1,143 total
includes taxes & fees
18 Feb - 19 Feb
Historic Downtown Location │Heart of Bend │Walk Everywhere │Hot Tub │High Demand
2 bedrooms, iron/ironing board, WiFi, bed sheets

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)
"Clean rooms. Great for family. "
United States
Haizhu Y.
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, (45 reviews)
"Great location, very clean and comfortable. Would stay again."
United States
Molly C.
The price is AED 333
AED 1,002 total
includes taxes & fees
10 Feb - 11 Feb
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere
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 (Multiple Bedrooms) | Interior

Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay

Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay
3.0 star property
Summit West
Sleeps 20, 4 Units 10bdr, Hot Tub, Near Old Bend + DT Aerie by Avantstay
House (3 Bedrooms) | Interior

Ski, Hike, Golf: Redmond Escape w/ Hot Tub!

Ski, Hike, Golf: Redmond Escape w/ Hot Tub!
3.0 star property
Redmond
4.0 out of 10, (1 review)
Ski, Hike, Golf: Redmond Escape w/ Hot Tub!
House (3 Bedrooms) | Front of property

Eagle Crest Retreat w/ Great Wifi & Resort Access!

Eagle Crest Retreat w/ Great Wifi & Resort Access!
3.0 star property
Redmond
10.0 out of 10, Exceptional, (1 review)
"Perfect place to stay with excellent communication about our stay. Great resort facilities with exercise equipment, swimming pools, indoor pickleball courts and tennis courts."
United States
susan
Eagle Crest Retreat w/ Great Wifi & Resort Access!
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
9.8 out of 10, Exceptional, (80 reviews)
"Perfect house! Everything you could possibly need is there. Loved it and would stay again!"
United States
Karen A.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown
House (3 Bedrooms) | Interior

Redmond Golf Getaway - Near Smith Rock State Park!

Redmond Golf Getaway - Near Smith Rock State Park!
3.0 star property
Redmond
Redmond Golf Getaway - Near Smith Rock State Park!
House (4 Bedrooms) | Front of property

Modern Eagle Crest Escape w/ Patio & 2 Balconies!

Modern Eagle Crest Escape w/ Patio & 2 Balconies!
3.0 star property
Redmond
Modern Eagle Crest Escape w/ Patio & 2 Balconies!
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, (66 reviews)
"This was one of the best vrbo experiences! Super easy check in- very pet friendly house but it was so clean you would think it was no pets allowed. The front yard was very cute and the back yard was private - perfect for a Hot tub. Both are fully fenced. Walking distance to town but also has some great restaurants right down the street. Will stay again!"
United States
Sarah V.
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
House (4 Bedrooms) | Interior

Heritage by Avantstay Luxe Oregon Retreat + Deck

Heritage by Avantstay Luxe Oregon Retreat + Deck
3.0 star property
Powell Butte
Heritage by Avantstay Luxe Oregon Retreat + Deck
Exterior

Modern cottage charm & walk to Downtown Bend

Modern cottage charm & walk to Downtown Bend
River West
9.4 out of 10, Exceptional, (20 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, (82 reviews)
"We thoroughly enjoyed our stay. Nice accommodations. "
United States
Wendie J.
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River
Outdoor dining

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

Paradise in The Parks on Westside with summer pool, bike trails and restaurants.
Century West
9.8 out of 10, Exceptional, (26 reviews)
"Great place to stay in a beautiful town. "
United States
David P.
Paradise in The Parks on Westside with summer pool, bike trails and restaurants.
House (3 Bedrooms) | Interior

Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is AED 672
AED 1,748 total
includes taxes & fees
19 Feb - 20 Feb
Family-friendly Redmond Getaway: Walk to Dtwn
Exterior

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
10.0 out of 10, Exceptional, (2 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is AED 329
AED 808 total
includes taxes & fees
10 Feb - 11 Feb
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Exterior

Award winning Downtown Cottage Retreat-Bachelor is open-EV charger

Award winning Downtown Cottage Retreat-Bachelor is open-EV charger
River West
10.0 out of 10, Exceptional, (209 reviews)
"Very nice place in Bend, we enjoyed our stay!"
United States
Paul C.
Award winning Downtown Cottage Retreat-Bachelor is open-EV charger
Exterior

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, (51 reviews)
"We had a great trip. The instructions and communication with the host were perfect. A"
United States
Dave M.
Contemporary Chic │West Side │Walk Everywhere │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 Crook County Hotel Reviews

Juniper Preserve

Juniper Preserve

10/10 Excellent
"Room was beautiful. Very well kept grounds. Peaceful area!"
Tom 1-night trip
Posted 2 days ago
Juniper Preserve