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Find Vacation Homes in Crook County, OR from $153

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Vacation Homes in Crook County

Sensational Designer's Townhouse in the heart of Eagle Crest.

Redmond
6.0 out of 10, (2)
"The home was clean, beautifully furnished, and located a short walk to the nearest sports center. Tons of room to spread out inside, with a fire pit and modern grill on the patio. The Eagle Crest community is a great place to spend some time, but you’ll definitely need your car to get around. Would definitely love to stay here again!"
United States
Louise C.
Sensational Designer's Townhouse in the heart of Eagle Crest.

Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub

River West
10.0 out of 10, Exceptional, (189)
"We had a great time - plenty of space for two families and great location. "
United States
Travis A.
Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub

5 Minute Drive to Downtown Bend, Dog Friendly

Southwest Bend
9.8 out of 10, Exceptional, (82)
"What a wonderful home. Spacious and room layout is ideal for large groups. Wi-Fi access met all of our needs especially for those of us who had remote work to do. This home perfectly located, it seemed as it was 10 min from all activities and food."
United States
Mindy K.
5 Minute Drive to Downtown Bend, Dog Friendly

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Terrebonne
10.0 out of 10, Exceptional, (411)
"We had a wonderful stay! Nice quiet location, comfortable house, everything we needed. Host was very communicative and helpful throughout. "
United States
Marinda J.
$289 nightly
The price is $311
Dec 15 - Dec 16
Total with taxes and fees
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Powell Butte
9.8 out of 10, Exceptional, (19)
"Awesome time! Will come back"
United States
Jack L.
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities

Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Bend
9.8 out of 10, Exceptional, (43)
"A nice experience "
United States
Britta L.
Stone - Tetherow, Hot Tub, Gas Fire Pit, BBQ, Executive Retreat

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Century West
10.0 out of 10, Exceptional, (100)
"Very nice spot! A Very convenient and a lovely place to spend a weekend outdoors!"
United States
Jami O.
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District

Century West
10.0 out of 10, Exceptional, (108)
"Beautiful home - Perfect location!!"
United States
Olivia M.
Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District

SW Chamberlain Street | Southern Crossing | hot tub pet friendly (dog)

Southern Crossing
9.8 out of 10, Exceptional, (48)
"Loved the property. Very clean and have very comfy beds. I love that it is so close to the Old Mill Town. "
United States
Martha B.
SW Chamberlain Street | Southern Crossing | hot tub pet friendly (dog)

Awbrey - Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

River West
9.8 out of 10, Exceptional, (113)
"Beautiful home with perfect access to downtown Bend. Quality kitchen utensils Great backyard - nice neighbors Architecture of home is really special "
United States
Nancy A.
Awbrey - Amazing! Steps to Downtown & River, Gorgeous, Newer, A/C

King bed, Fireplace, 100+mbps Wifi, AC, Big Yard, So Walkable

2.0 star property
Old Bend
9.8 out of 10, Exceptional, (18)
"Great stay. Nice and central to everything downtown Bend has to offer. "
United States
Josh W.
King bed, Fireplace, 100+mbps Wifi, AC, Big Yard, So Walkable

Elevated Escape | Modern 5BDR Retreat

Redmond
10.0 out of 10, Exceptional, (107)
"Easy check in and spacious kitchen."
United States
John R.
Elevated Escape | Modern 5BDR Retreat

NW Modern, River, Old Mill near Downtown

Southern Crossing
10.0 out of 10, Exceptional, (17)
"We had a wonderful stay at the cabin. The layout is great and the location couldn't be better if you're in town for a concert. I highly recommend this property and look forward to going back."
United States
Brady S.
$200 nightly
The price is $223
Dec 14 - Dec 15
Total with taxes and fees
NW Modern, River, Old Mill near Downtown

Lodge Vibes in the City - Large Log Home

Mountain View
10.0 out of 10, Exceptional, (35)
"Lots of space and easy access to town."
United States
Jason N.
$266 nightly
The price is $297
Dec 8 - Dec 9
Total with taxes and fees
Lodge Vibes in the City - Large Log Home

1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

Bend
10.0 out of 10, Exceptional, (31)
"I loved the location, the indoor and outdoor amenities, and the prompt communication from the host regarding check-in. "
United States
Nora
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

Luxury Eagle Crest Golf Retreat - 3 King Suites, Hot Tub, Scenic Deck

Redmond
10.0 out of 10, Exceptional, (45)
"My daughter and granddaughters and I each had our own room in a beautiful house in a beautiful location. The living, dining and kitchen areas were perfect for our extended family gathering in the afternoon and evening."
United States
Marcieta
Luxury Eagle Crest Golf Retreat - 3 King Suites, Hot Tub, Scenic Deck

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

River West
10.0 out of 10, Exceptional, (33)
"Great hosts, clean, spacious and cozy spot right next to the deschutes river!"
United States
john r.
$136 nightly
The price is $153
Dec 11 - Dec 12
Total with taxes and fees
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby

Juniper Creek Inn - Eagle Crest on the Creek- Passes Included, No Resort Fees!

Redmond
10.0 out of 10, Exceptional, (169)
"Great place to stay for our group! I will stay here again!"
United States
Jeff L.
Juniper Creek Inn - Eagle Crest on the Creek- Passes Included, No Resort Fees!

Mirror Pond - Cozy Cabin Directly on Mirror Pond - Deschutes River!

River West
9.6 out of 10, Exceptional, (117)
"Check-in was easy, house was super clean and the location was walkable to downtown! "
United States
Christi F.
Mirror Pond - Cozy Cabin Directly on Mirror Pond - Deschutes River!

Romantic Resort Home Private Jacuzzi + Plush Robes

Redmond
9.8 out of 10, Exceptional, (26)
"Winter or summer we love staying in Eagle Crest. This home had everything we needed to stay through Christmas to visit with family in Redmond and Bend."
United States
Mellany H.
$302 nightly
The price is $330
Jan 4 - Jan 5, 2026
Total with taxes and fees
Romantic Resort Home Private Jacuzzi + Plush Robes
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

Find out more about Crook County

Booking Tips to Find the Best Crook County Vacation Homes


How much does it cost to rent a vacation home in Crook County?

You can find incredible Crook County vacation homes for all types of budgets: between $153 and $330 per night. The more amenities the rental has, and its proximity to popular places, the higher the price.


What is the best time to stay in a vacation home in Crook County?

If you are looking for a great deal on your vacation home in Crook County, consider visiting in , when prices are usually cheaper.


How many vacation homes are available for rent in Crook County?

There are 1130 rental houses to choose from for your trip. You’ll find holiday homes located throughout the city, near sightseeing spots, and close to local nature areas.


How do I find the best deal for a vacation home in Crook County?

Begin by entering your trip dates to see what type of Crook County rental houses are available. Use the map to zoom closer into the areas or zoom out to include more locations. Use the filters on the left side of your search results to narrow down by star rating, price, number of bedrooms, amenities, and more—Expedia makes it easy to score the best deal for your budget.


Why should I rent a vacation home in Crook County?

Booking Crook County vacation home rentals is the perfect way to spend a vacation because of the privacy, variety of amenities, and comfort you’ll have in your own space.


What amenities are available in a private vacation home?

When thinking about what you want in your Crook County rental house, dream big! Depending on your budget and the area, you’ll find amenities like a private pool, hot tub, free parking, fully-equipped kitchen, in-home washer and dryer, Wi-Fi, and a beautiful view or easy access to local sightseeing spots. You can even filter your search results by accessibility to ensure that everyone in your party will be comfortable.


Why should I book a vacation home with Expedia?

Expedia has some of the best selection and deals on available vacation homes in the area—and all in one place. We reward you with members points back on every booking and ensure you get the right accommodation for the best price. And you’ll save big when you bundle your travel together, like booking a car rental in Crook County along with your vacation property, into a Crook County vacation package.


Can I cancel my vacation home with Expedia?

Some accommodations are free to cancel and refundable if done so by a specific date, while others may be non-refundable. To make sure that you can get your money back on cancellations, use the “free cancellation” filter during your search. Contact our customer service portal if you need help.

Crook County Vacation Homes information

Number of reviews
1,550
Accommodation
1130 Vacation Homes
Lowest Price
$153
Highest Price
$330

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