Prineville Holiday Rentals

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Check prices for these dates

In two weeks
10 Apr - 12 Apr
In two months
22 May - 24 May
In three months
19 Jun - 21 Jun
In four months
17 Jul - 19 Jul

Our top choices for Prineville holiday rentals

Terrace/patio

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (226 reviews)
"It was a beautiful room and very clean. I will definitely come to the cabins again!! Thank you for a great stay!! "
United States
Lindsay
The price is HK$729
HK$784 total
includes taxes & fees
29 Mar - 30 Mar
Crooked River Ranch Cabins
Interior

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (9 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is HK$1,410
HK$2,136 total
includes taxes & fees
8 Apr - 9 Apr
Clean, fully stocked home in Mitchell.
Interior

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

Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
Terrebonne
10.0 out of 10, Exceptional, (9 reviews)
"Amazing views were the best part, of course! Owners communicated with us well and we felt taken care of! We had a great stay! "
United States
Tonya
The price is HK$838
HK$1,912 total
includes taxes & fees
30 Mar - 31 Mar
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
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, (22 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Exterior

Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (14 reviews)
"Beautiful property!"
United States
Chris M.
The price is HK$832
HK$3,654 total
includes taxes & fees
30 Mar - 31 Mar
Eagle Crest Retreat | 6 Resort Passes Included
Paper towels, dining tables

Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.8 out of 10, Exceptional, (19 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 HK$705
HK$1,896 total
includes taxes & fees
25 Mar - 26 Mar
Spacious downtown pad - billiards/ping pong/sauna
Smart TV, fireplace, DVD player, offices

Eagle Crest Retreat on Golf course, Private w/View

Eagle Crest Retreat on Golf course, Private w/View
Redmond
The price is HK$862
HK$3,002 total
includes taxes & fees
29 Mar - 30 Mar
Eagle Crest Retreat on Golf course, Private w/View
Exterior detail

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (20 reviews)
"The home was clean and in a great location. "
United States
LesLee W.
The price is HK$799
HK$1,316 total
includes taxes & fees
31 Mar - 1 Apr
Cozy Downtown Redmond Cottage
Interior

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Redmond
9.8 out of 10, Exceptional, (43 reviews)
"Always a great place to stay! "
United States
Laura A.
The price is HK$823
HK$2,618 total
includes taxes & fees
30 Mar - 31 Mar
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
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, (26 reviews)
"Great home! Very spacious and in a beautiful neighborhood! We enjoyed our stay!"
United States
Erica R.
The price is HK$1,108
HK$2,599 total
includes taxes & fees
28 Mar - 29 Mar
Gather! A Welcoming Home - King Beds - Pool Table!
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, (30 reviews)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
The price is HK$1,163
HK$2,792 total
includes taxes & fees
24 Mar - 25 Mar
Romantic Resort Home Private Jacuzzi + Plush Robes
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, (47 reviews)
"We needed a one night stay and this house was perfect. "
United States
Nancy B.
The price is HK$867
HK$2,373 total
includes taxes & fees
29 Mar - 30 Mar
King bed - Pet Friendly - Jameson's Place
Living area

The Bears' Den | Hot Tub + Kid & Dog Friendly

The Bears' Den | Hot Tub + Kid & Dog Friendly
Redmond
The price is HK$1,135
HK$3,919 total
includes taxes & fees
2 Apr - 3 Apr
The Bears' Den | Hot Tub + Kid & Dog Friendly
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, (134 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
The price is HK$627
HK$1,683 total
includes taxes & fees
26 Mar - 27 Mar
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Smart TV, fireplace, offices

Dog Ok | 5min to Restaurants | Patio

Dog Ok | 5min to Restaurants | Patio
Mountain View
10.0 out of 10, Exceptional, (22 reviews)
"Great house and location! Communication with host was awesome. We would definitely stay here again!"
United States
Consurco I.
The price is HK$922
HK$2,399 total
includes taxes & fees
25 Mar - 26 Mar
Dog Ok | 5min to Restaurants | Patio
Exterior detail

Large cabin with hot tub

Large cabin with hot tub
Bend
9.4 out of 10, Exceptional, (124 reviews)
"Everything was great, and just as decribed. "
United States
Katie W.
The price is HK$1,175
HK$4,392 total
includes taxes & fees
30 Mar - 31 Mar
Large cabin with hot tub

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, (128 reviews)
"Wonderful property. Highly recommend "
United States
Ron D.
The price is HK$1,234
HK$3,161 total
includes taxes & fees
26 Mar - 27 Mar
Remodeled cozy cabin on golf course with hot tub!
Outdoor spa tub

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

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Terrebonne
10.0 out of 10, Exceptional, (418 reviews)
"Fantastic spot, wouldn’t change a thing. The house is super well equipped, close to town, quiet and comfortable. "
United States
Kristin W.
The price is HK$1,198
HK$2,425 total
includes taxes & fees
30 Mar - 31 Mar
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Indoor pool

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (39 reviews)
"Very clean, comfortable condo with everything you would need being away from home...would definitely recommend it to anyone."
United States
Shirley
The price is HK$1,234
HK$3,193 total
includes taxes & fees
27 Mar - 28 Mar
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
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)
"This place is just lovely - cute inside, great yard, many thoughtful touches. We’d definitely stay here again! "
United States
Austin Q.
The price is HK$1,093
HK$3,058 total
includes taxes & fees
29 Mar - 30 Mar
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
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

Holiday Inn Express & Suites Bend South by IHG

Holiday Inn Express & Suites Bend South by IHG

4/10 Poor
"Older property in a bad location, not sure why it was rated so high. The bed was super uncomfortable. Breakfast ran out of food an hour before close time (4 out of 5 hot pans were empty). Would not recommend."
Lisa 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Bend South by IHG

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
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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?

NW Trenton Treehouse | River West | Pet (dog) Friendly: This holiday home rental outside of Prineville is located on a river, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

How many holiday rentals are there in Prineville?

Choose from 9 Expedia holiday rentals in Prineville for a memorable holiday.

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 Wayside 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.