A large, layered mountain with distinct geological formations.

Prineville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for Prineville vacation rentals

A modern building with large windows and a flat roof.

1. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (361 reviews)
"I booked this last minute was the perfect place exactly what I needed"
United States
Monika
The price is CA $133
CA $143 total
includes taxes & fees
Nov 1 - Nov 2
Crooked River Ranch Cabins
A single-story house with a gray exterior, a front door, and a small porch.

2. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (28 reviews)
"What a great location, walk all over town for coffee in the morning and food and drinks in the evening. Home is well stocked and comfortable."
United States
Taylor H.
The price is CA $162
CA $282 total
includes taxes & fees
Nov 2 - Nov 3
Cozy Downtown Redmond Cottage
A living room with a fireplace, a television, a sofa, and a coffee table.

3. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (41 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is CA $148
CA $431 total
includes taxes & fees
Oct 18 - Oct 19
Romantic Resort Home Private Jacuzzi + Plush Robes
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

4. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (71 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is CA $192
CA $348 total
includes taxes & fees
Oct 12 - Oct 13
Downtown Hub - Dog Friendly
A deck with a hot tub, table, chairs, and an umbrella.

5. 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, (25 reviews)
"Our favorite location in Eagle Crest!"
United States
Susan W.
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A modern building with an outdoor seating area featuring Adirondack chairs and a fire pit.

6. Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub

Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
Terrebonne
10.0 out of 10, Exceptional, (12 reviews)
"We had a fantastic stay, can't wait ti book another relaxing get away"
United States
Genoa H.
The price is CA $396
CA $901 total
includes taxes & fees
Oct 28 - Oct 29
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

7. Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Redmond
9.4 out of 10, Exceptional, (18 reviews)
"Great space! Exactly what we needed!"
United States
Nicole L.
The price is CA $169
CA $524 total
includes taxes & fees
Oct 6 - Oct 7
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

8. 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, (161 reviews)
"Great location!"
United States
Marc H.
The price is CA $114
CA $308 total
includes taxes & fees
Oct 6 - Oct 7
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A large indoor swimming pool with a wooden ceiling and large windows.

9. Creekside Townhouse w/ Patio & Resort Amenities

Creekside Townhouse w/ Patio & Resort Amenities
Redmond
10.0 out of 10, Exceptional, (80 reviews)
"Centrally located for all our golf outings and the place was perfect!"
United States
STAN L.
Creekside Townhouse w/ Patio & Resort Amenities
A modern kitchen with a central island, pendant lighting, and white cabinets.

10. Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (25 reviews)
"Location was nice being close to everything and the property was very inviting. If i come again, i would stay again if available = )"
United States
Sheila
The price is CA $426
CA $817 total
includes taxes & fees
Oct 11 - Oct 12
Spacious downtown pad - billiards/ping pong/sauna
A modern two-story house with a stone foundation, a garage, and a landscaped yard.

11. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (22 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.
The price is CA $191
CA $721 total
includes taxes & fees
Oct 6 - Oct 7
Eagle Crest Retreat | 6 Resort Passes Included
A hotel room with a bed, bedside tables, a chair, a small table, and a window with curtains.

12. King Bed|Non-Smoking

King Bed|Non-Smoking
Madras OR
10.0 out of 10, Exceptional, (47 reviews)
"Felt completely duped by the property description. The staff was nice but the property was not great at all."
United States
Michael S.
The price is CA $78
CA $96 total
includes taxes & fees
Oct 6 - Oct 7
King Bed|Non-Smoking
A single-story house with a front porch, a garage, and a well-maintained lawn.

13. 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, (27 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is CA $192
CA $535 total
includes taxes & fees
Oct 6 - Oct 7
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
A two-story house with green doors and a covered patio area.

14. Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Old Bend
9.4 out of 10, Exceptional, (100 reviews)
"We loved our stay here! The place was very clean and very comfortable and the location was incredible! We were right along the Deschutes River and could easily walk to downtown and a variety of restaurants and shops. The communication as well with the hosts was top-notch! We definitely will be returning!"
United States
Lauren C.
The price is CA $109
CA $442 total
includes taxes & fees
Oct 6 - Oct 7
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
A wooden interior with a high ceiling and a view of a green landscape through large windows.

15. 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, (143 reviews)
"We had a nice stay but I wouldn’t call it remodeled. All the appliances in the kitchen was super old and the fridge was falling apart and having a hard time keeping cool. Only 4 toilet rolls for the whole stay. But it was comfortable for the time we were there."
United States
Kerstin
The price is CA $224
CA $575 total
includes taxes & fees
Oct 11 - Oct 12
Remodeled cozy cabin on golf course with hot tub!
An indoor swimming pool with a wooden ceiling and large windows.

16. Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (54 reviews)
"Loved the location! Very clean & comfortable."
United States
Julie K.
The price is CA $245
CA $573 total
includes taxes & fees
Oct 6 - Oct 7
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
A modern living room with a fireplace, a balcony with curtains, and a dining area with a table and chairs.

17. Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend

Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
River West
9.6 out of 10, Exceptional, (49 reviews)
"Rental was clean and affordable on a nice location.Nothing particularly fancy, but worth the price."
United States
Joel H.
Riverside Condo- Sweet & Sunny, AC, 100+mbps Wifi, Top Floor, 3 blks to Bend
A balcony with a view of a river, trees, and a small building.

18. Condo near Downtown Bend - Top-floor with Riverview!

Condo near Downtown Bend - Top-floor with Riverview!
River West
9.4 out of 10, Exceptional, (62 reviews)
"We enjoyed our stay. The view from the balcony of the dam and rapids was beautiful. The property is right on the river trail. The cute rock chuck colony out back was a bonus. So cute! Everything was clean and the beds were comfy. "
United States
James D.
Condo near Downtown Bend - Top-floor with Riverview!
A kitchen with wooden cabinets, a microwave, a refrigerator, a stove, and a dining area with a table and chairs.

19. Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
10.0 out of 10, Exceptional, (31 reviews)
"Great place for two friends to hang out. Quiet, clean, and comfortable. Would stay here again."
United States
Rick F.
The price is CA $104
CA $252 total
includes taxes & fees
Oct 6 - Oct 7
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
A fire pit with chairs around it, a red umbrella, and wooden buildings in the background.

20. Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (308 reviews)
"Great! Will come again!"
United States
Wenzhong
The price is CA $231
CA $259 total
includes taxes & fees
Oct 17 - Oct 18
Wall Street Suites
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

High Desert Inn

High Desert Inn

10/10 Excellent
"Huge rooms with a great hot shower. Easy access to the ice machine … we had a big issue with these travelling the States for 2 months with either in reception & closed or outside & locked. Comfy beds & great TV reception. Fabulous place next door for dinner although my breakfast was inedible… soggy French toast .. Yuk!!"
Lesley 1-night trip
Posted less than an hour ago
High Desert Inn

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Prineville vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Prineville vacation rentals we have selected for you start as low as CA $143 per night. Entering your travel dates in the search wizard 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. 

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?

HotTub, Near Old Bend & Downtown | Aerie 2BDR King: This vacation home rental near Prineville offers a balcony, a hot tub, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

How many vacation rentals are there in Prineville?

Choose from 13 Expedia vacation rentals in Prineville for a memorable vacation.

What can I see and do in Prineville?

Crooked River and Prineville Reservoir State 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 Ochoco National Forest and Ochoco Creek Park.

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.