A historic building with a prominent clock tower, surrounded by well-maintained lawns and tall trees.

Cottages in Crook County

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Our top choices for Crook County cottages

1. 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, (165 reviews)
"Great location!"
United States
Marc H.
The price is AED 338
AED 912 total
includes taxes & fees
5 Dec - 6 Dec
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

2. 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)
"Yes perfect place to stay ."
United States
Arthur G.
The price is AED 547
AED 1,176 total
includes taxes & fees
8 Nov - 9 Nov
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

3. 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, (69 reviews)
"Wonderful location! We would stay here again!"
United States
Sarah R.
The price is AED 409
AED 1,115 total
includes taxes & fees
8 Nov - 9 Nov
Aspen House- Sweet, Modern Downtown Cottage, 100+mbps Wifi, A/C, Walk Everywhere

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

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.6 out of 10, Exceptional, (8 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is AED 455
AED 891 total
includes taxes & fees
8 Nov - 9 Nov
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

5. Cottage along Deschutes River Trail w Epic Views

Cottage along Deschutes River Trail w Epic Views
River West
9.4 out of 10, Exceptional, (12 reviews)
"Great location with walking path on Deschutes river just outside, making it easy to walk along river and to town. Quiet location except the soothing sound of the river. Nice size room, and like kitchenette."
United States
Mike
Cottage along Deschutes River Trail w Epic Views

6. 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, (183 reviews)
"Great stay. Clean, easy and good location."
United States
Clay W.
Prime Location Near River, Downtown, Old Mill And All Your Favorite Breweries

7. 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, (90 reviews)
"This is a sweet, clean and comfortable place with everything we needed and in a great location. Thanks for hosting us."
United States
Paula A.
Vintage Awbrey- Fireplace, Hot Tub, AC, 100+mbps Wifi, Bikes, Walk Downtown

8. Fir Millhouse - Lovely historic cottage in downtown Bend

Fir Millhouse - Lovely historic cottage in downtown Bend
Old Bend
9.8 out of 10, Exceptional, (12 reviews)
"Great stay and property"
United States
Mordechai K.
Fir Millhouse - Lovely historic cottage in downtown Bend

9. 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, (131 reviews)
"This was a very comfortable and charming cottage and the backyard was very convenient since we had our dog with us. Wonderful stay!"
United States
Susan N.
Cinder Cone - Salt Hot Tub, Gas Fireplace, 100+ Mbps Wifi, Bikes, Very Walkable!

10. First Street Rapids and River Trail

First Street Rapids and River Trail
River West
10.0 out of 10, Exceptional, (51 reviews)
"Property was neat, clean and very well equipped. Great host and great central location for our needs. Would definitely stay there again."
United States
david
First Street Rapids and River Trail

11. Walk to downtown and amphitheater

Walk to downtown and amphitheater
River West
9.6 out of 10, Exceptional, (43 reviews)
"Convenient location and very well appointed ! Great communication with host too!"
United States
jules w.
The price is AED 643
AED 1,069 total
includes taxes & fees
9 Nov - 10 Nov
Walk to downtown and amphitheater

12. Pet Friendly Riverside Studio in Downtown Bend

Pet Friendly Riverside Studio in Downtown Bend
River West
9.6 out of 10, Exceptional, (19 reviews)
"Great location, comfortable and slightly better equipped than a motel room."
United States
Carl F.
Pet Friendly Riverside Studio in Downtown Bend

13. Westside Vibes - walkable w/ salt water hot tub too!

Westside Vibes - walkable w/ salt water hot tub too!
River West
10.0 out of 10, Exceptional, (1 review)
Westside Vibes - walkable w/ salt water hot tub too!

14. Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend
Bend
10.0 out of 10, Exceptional, (28 reviews)
"We enjoyed our time at the Badlands Saloon vacation rental. Allison was super helpful and welcoming. The place is spacious on beautiful land. Our dog enjoyed herself too. Hope to visit again one day. Definitely, one of the best rentals we have stayed in so far!"
United States
Karen C.
Dog-Friendly Ranch Cottage w/ Yard ~ 13 Mi to Bend

15. 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, (93 reviews)
"Nice bungalow in great location."
United States
Donna T.
The price is AED 547
AED 1,237 total
includes taxes & fees
30 Nov - 1 Dec
Historic Downtown │Walk Everywhere │Private Hot Tub │One Block to River

16. Riverfront Cottage - Steam Room & Pet Friendly!

Riverfront Cottage - Steam Room & Pet Friendly!
River West
9.2 out of 10, Wonderful, (39 reviews)
"Super cozy spot on the river to spend a few days. Perfect location near shops and restaurants. Amazing shower and very responsive hosts."
United States
Kris M.
Riverfront Cottage - Steam Room & Pet Friendly!

17. Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome

Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome
River West
10.0 out of 10, Exceptional, (226 reviews)
"Great spot to stay in Bend. The place is clean and comfortable and well located to walk downtown or to the river. Host is kind and accommodating."
United States
Samuel D.
Immaculate Cottage-EV charger-4 mins walk downtown-extended stays welcome

18. 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, (6 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 AED 367
AED 789 total
includes taxes & fees
8 Nov - 9 Nov
Oak Millhouse - Beautifully restored home in Downtown Old Bend

19. Modern cottage charm & walk to Downtown Bend

Modern cottage charm & walk to Downtown Bend
River West
9.2 out of 10, Wonderful, (22 reviews)
"Relaxing and warm home that is super close to downtown Bend. The beds were comfortable and the hot tub was hot!"
United States
Sarah G.
Modern cottage charm & walk to Downtown Bend

20. 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
9.8 out of 10, Exceptional, (67 reviews)
"Perfect Location!!"
United States
Rocky A.
Trendy West Side │Walk to Breweries & Food Carts │Hot Tub │Fenced Outdoor Space
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

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