A large, layered mountain with distinct geological formations.

Prineville Vacation Rentals

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Check prices for these dates

In two weeks
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Prineville vacation rentals

Exterior

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (263 reviews)
"Nice location, very convenient to the resort. Comfortable bed and quiet. Few details that could improve experience like making sure body wash container is refilled as it was empty."
United States
Steve
$118 nightly
The price is $126
Jun 29 - Jun 30
Total with taxes and fees
Crooked River Ranch Cabins
Interior

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (19 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
$271 nightly
The price is $289
Jul 7 - Jul 8
Total with taxes and fees
Clean, fully stocked home in Mitchell.
Terrace/patio

Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (293 reviews)
"Great place, enjoyed our stay. Definitely will be back!"
United States
Ricky
$268 nightly
The price is $300
Jun 28 - Jun 29
Total with taxes and fees
Wall Street Suites
Interior

Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds

Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Terrebonne
10.0 out of 10, Exceptional, (13 reviews)
"We had an amazing stay. This property was a dream. Location, views, comfort, style, everything we could want was provided. The views fom both the patio and the lookout deck were fantastic. We will return!"
United States
Kristine
$254 nightly
The price is $278
Jul 1 - Jul 2
Total with taxes and fees
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Seasonal outdoor pool, pool umbrellas, sun loungers

Alpine Studio at Mount Bachelor

Alpine Studio at Mount Bachelor
3.0 star property
Century West
6.8 out of 10, (8 reviews)
"This stay was great location and nice neighborhood"
United States
Micheala
$226 nightly
The price is $253
Jul 5 - Jul 6
Total with taxes and fees
Alpine Studio at Mount Bachelor
Outdoor dining

Luxury in Bend, OR | Bunk Bed Room close to Nature

Luxury in Bend, OR | Bunk Bed Room close to Nature
Boyd Acres
9.0 out of 10, Wonderful, (45 reviews)
"Lovely stay!"
United States
John S.
$187 nightly
The price is $209
Jun 28 - Jun 29
Total with taxes and fees
Luxury in Bend, OR | Bunk Bed Room close to Nature
Exterior

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Redmond
10.0 out of 10, Exceptional, (24 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
$349 nightly
The price is $382
Jun 28 - Jun 29
Total with taxes and fees
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Exterior detail

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.6 out of 10, Exceptional, (25 reviews)
"House was very clean and nice, felt like home. Great location and the host was very attentive and professional. "
United States
Nicholas W.
$196 nightly
The price is $217
Jun 29 - Jun 30
Total with taxes and fees
Cozy Downtown Redmond Cottage
Smart TV

Gather! A Welcoming Home - King Beds - Pool Table!

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (29 reviews)
"The home was absolutely beautiful and I would definitely stay again"
United States
Lori K.
$333 nightly
The price is $372
Jul 14 - Jul 15
Total with taxes and fees
Gather! A Welcoming Home - King Beds - Pool Table!
Exterior

Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (16 reviews)
"We loved our stay at the Highland House. We will definitely stay here again. The Home was super clean and we loved the family room with all those amazing windows!! "
United States
allison g.
$492 nightly
The price is $539
Jun 30 - Jul 1
Total with taxes and fees
Eagle Crest Retreat | 6 Resort Passes Included
Smart TV, fireplace, books

Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (38 reviews)
"The unit was clean, well supplied, well situated and it was very easy to communicate with our host."
United States
Ruth M.
Romantic Resort Home Private Jacuzzi + Plush Robes
Golf

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Redmond
10.0 out of 10, Exceptional, (22 reviews)
"Great, cute property, tons of amenities near by and super cozy!"
United States
Alec C.
$378 nightly
The price is $414
Jul 1 - Jul 2
Total with taxes and fees
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Smart TV, fireplace, books, computer monitors

The Executive Lodge up in the West Hills and 2 miles from downtown Bend.

The Executive Lodge up in the West Hills and 2 miles from downtown Bend.
River West
10.0 out of 10, Exceptional, (150 reviews)
"Very well stocked amenities!"
United States
Tyler M.
$907 nightly
The price is $1,014
Jun 28 - Jun 29
Total with taxes and fees
The Executive Lodge up in the West Hills and 2 miles from downtown Bend.
Smart TV, fireplace, books

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Plainview
10.0 out of 10, Exceptional, (14 reviews)
"Everything was amazing in this little cabin. The decor, the location, the amenities, the little personal touches she adds for each guest. I can’t say enough good things about this place. "
United States
Hannah P.
$366 nightly
The price is $401
Jul 27 - Jul 28
Total with taxes and fees
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
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, (141 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
$194 nightly
The price is $217
Jul 5 - Jul 6
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Outdoor dining

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Redmond
9.8 out of 10, Exceptional, (20 reviews)
"Great location. Quiet and peaceful. Responsive host and easy check in and out. "
United States
Maureen K.
$302 nightly
The price is $331
Jun 30 - Jul 1
Total with taxes and fees
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Terrace/patio

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (110 reviews)
"Clean, fantastic location, great parking, well equipped kitchen. A great cozy studio!"
United States
Michele
$436 nightly
The price is $488
Jul 1 - Jul 2
Total with taxes and fees
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Fridge, microwave, oven, stovetop

King bed - Pet Friendly - Jameson's Place

King bed - Pet Friendly - Jameson's Place
Larkspur
9.6 out of 10, Exceptional, (50 reviews)
"Thank you for the great stay. It was a lovely place and made our work trip much more tolerable!"
United States
Tyler C.
$319 nightly
The price is $356
Jun 30 - Jul 1
Total with taxes and fees
King bed - Pet Friendly - Jameson's Place
A wooden interior with a high ceiling and a view of a green landscape through large windows.

Remodeled cozy cabin on golf course with hot tub!

Remodeled cozy cabin on golf course with hot tub!
Redmond
9.2 out of 10, Wonderful, (134 reviews)
"House was immaculately clean, roomy and perfectly functional for our family of 4 adults. We didn't cook or use the TVs but kitchen looked well stocked."
United States
Joel
$448 nightly
The price is $491
Jul 7 - Jul 8
Total with taxes and fees
Remodeled cozy cabin on golf course with hot tub!
Interior

Quail Park Haven in NW! King Beds & Hot Tub

Quail Park Haven in NW! King Beds & Hot Tub
Summit West
10.0 out of 10, Exceptional, (16 reviews)
"Very clean and comfortable home in great condition. Highly recommend. "
United States
John L.
$500 nightly
The price is $560
Jul 1 - Jul 2
Total with taxes and fees
Quail Park Haven in NW! King Beds & Hot Tub
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 Prineville Hotel Reviews

Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR

10/10 Excellent
"Well maintained hotel. The room was clean. The breakfast was rich"
CHIHCHIEH 1-night trip
Posted 4 hours ago
Country Inn & Suites by Radisson, Prineville, OR

Find out more about Prineville

Everything you need to know about Prineville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Prineville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Prineville vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Prineville vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Prineville. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Prineville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $126 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Prineville rentals

At Expedia, we put the best Prineville vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Prineville rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Prineville vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Prineville. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Prineville?

Yes, there are vacation rentals near well known attractions in Prineville, or you can select a more remote option if you want a relaxing place to stay. Our travelers say Prineville has a good selection of restaurants. Make sure you have time to check out the riverfront and festivals during your trip.

What's the top vacation rental that Prineville has to offer?

Golden Escape- Private Hot tub, Dog Friendly: This vacation home rental near Prineville is located near skiing and has an indoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a patio, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Prineville?

Choose from 11 Expedia vacation rentals in Prineville for a memorable vacation.

What can I see and do in Prineville?

Crooked River and Ochoco Creek Park are a couple of scenic spots to enjoy the outdoors, whereas A.R. Bowman Museum is one of the cultural attractions. Other places in town to visit include Prineville Reservoir State Park and Ochoco National Forest.

What are vacation rentals like in Prineville?

Vacation rentals are private properties you can book for several days or longer in Prineville. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family getaway.