A large, layered mountain with distinct geological formations.

Prineville Holiday Rentals

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Check prices for these dates

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

Our top choices for Prineville holiday 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
The price is HK$922
HK$991 total
includes taxes & fees
5 Jul - 6 Jul
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.
The price is HK$1,482
HK$2,347 total
includes taxes & fees
8 Jul - 9 Jul
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
The price is HK$1,894
HK$2,120 total
includes taxes & fees
28 Jun - 29 Jun
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
The price is HK$949
HK$2,189 total
includes taxes & fees
1 Jul - 2 Jul
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Seasonal outdoor pool, pool umbrellas, pool 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
The price is HK$725
HK$1,972 total
includes taxes & fees
5 Jul - 6 Jul
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.
The price is HK$1,305
HK$1,705 total
includes taxes & fees
1 Jul - 2 Jul
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.
The price is HK$1,129
HK$2,996 total
includes taxes & fees
28 Jun - 29 Jun
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.
The price is HK$1,058
HK$1,733 total
includes taxes & fees
29 Jun - 30 Jun
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.
The price is HK$1,499
HK$3,108 total
includes taxes & fees
1 Jul - 2 Jul
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.
The price is HK$1,253
HK$4,195 total
includes taxes & fees
30 Jun - 1 Jul
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.
The price is HK$1,397
HK$3,350 total
includes taxes & fees
5 Jul - 6 Jul
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.
The price is HK$3,580
HK$8,192 total
includes taxes & fees
28 Jun - 29 Jun
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.
The price is HK$1,137
HK$3,142 total
includes taxes & fees
27 Jul - 28 Jul
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.
The price is HK$627
HK$1,702 total
includes taxes & fees
5 Jul - 6 Jul
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.
The price is HK$1,029
HK$2,595 total
includes taxes & fees
30 Jun - 1 Jul
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
The price is HK$1,776
HK$3,823 total
includes taxes & fees
1 Jul - 2 Jul
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.
The price is HK$1,165
HK$2,795 total
includes taxes & fees
30 Jun - 1 Jul
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
The price is HK$1,796
HK$3,864 total
includes taxes & fees
1 Jul - 2 Jul
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.
The price is HK$2,397
HK$3,893 total
includes taxes & fees
1 Jul - 2 Jul
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

La Quinta Inn by Wyndham Bend

La Quinta Inn by Wyndham Bend

10/10 Excellent
"aewsome place to stay in Bend OR"
Reynald 1-night trip
Posted 2 hours ago
La Quinta Inn by Wyndham Bend

Find out more about Prineville

Search for holiday rentals in Prineville on Expedia! You can easily find your home rentals, villas, holiday apartments in Prineville using one of the methods below:

  • View our selection of featured holiday rentals in Prineville
  • Use the map to find apartments and other holiday homes in the Prineville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Prineville while they last

Look no further and take a look at our great range of rental properties in Prineville!

Frequently asked questions

Can I find holiday rentals in Prineville?

Yes, there are holiday rentals close to the most popular sights in Prineville, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Prineville has a good selection of restaurants. Make sure you have time to check out the riverfront and festivals during your trip.

What are some of the best holiday rentals that Prineville has to offer?

Golden Escape- Private Hot tub, Dog Friendly: This holiday home rental outside of Prineville is located near skiing, and has an indoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a patio, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Prineville?

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

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 holiday rentals like in Prineville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Prineville. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.