Panoramic stylish images of the Painted Hills Unit at the John Day Fossil Beds. Listed as one of the seven wonders of Oregon. Located outside the rustic town of Mitchell in Wheeler County.

Prineville Holiday Rentals

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Our top choices for Prineville holiday rentals

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (18 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is NZ$497
includes taxes & fees
7 July - 8 July
Clean, fully stocked home in Mitchell.

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (255 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 NZ$220
includes taxes & fees
7 July - 8 July
Crooked River Ranch Cabins

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

Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (21 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 NZ$472
includes taxes & fees
28 June - 29 June
Spacious downtown pad - billiards/ping pong/sauna

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.6 out of 10, Exceptional, (24 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 NZ$462
includes taxes & fees
6 July - 7 July
Cozy Downtown Redmond Cottage

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, (24 reviews)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

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 NZ$780
includes taxes & fees
24 June - 25 June
Remodeled cozy cabin on golf course with hot tub!

EC Bunk House 11255 | Hot tub | Peaceful Retreat

EC Bunk House 11255 | Hot tub | Peaceful Retreat
Redmond
The price is NZ$1,032
includes taxes & fees
30 June - 1 July
EC Bunk House 11255 | Hot tub | Peaceful Retreat

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 NZ$711
includes taxes & fees
23 June - 24 June
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (45 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 NZ$710
includes taxes & fees
23 June - 24 June
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

Riverfront Condo Next to Park and Downtown Bend

Riverfront Condo Next to Park and Downtown Bend
River West
8.6 out of 10, Excellent, (33 reviews)
"We enjoyed our stay. Have stayed at this property in the past and love the location and proximity to everything downtown."
United States
Jessica F.
Riverfront Condo Next to Park and Downtown Bend

Family-Friendly Redmond Getaway: Walk to Dtwn

Family-Friendly Redmond Getaway: Walk to Dtwn
Redmond
10.0 out of 10, Exceptional, (28 reviews)
"Perfect house for our visit. "
United States
William M.
The price is NZ$837
includes taxes & fees
5 July - 6 July
Family-Friendly Redmond Getaway: Walk to Dtwn

Oak Millhouse - Beautifully restored home in Downtown Old Bend

Oak Millhouse - Beautifully restored home in Downtown Old Bend
Old Bend
10.0 out of 10, Exceptional, (1 review)
"I love this place! Clean, lovely, dead end street, backyard, close to town and great food, close to skiing, and great bathtub i will be staying here again"
United States
Loryn Z.
Oak Millhouse - Beautifully restored home in Downtown Old Bend

Downtown Corner Studio With 270-Degree River View

Downtown Corner Studio With 270-Degree River View
River West
8.8 out of 10, Excellent, (15 reviews)
"Perfect for our week stay."
United States
Elizabeth B.
Downtown Corner Studio With 270-Degree River View

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

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Redmond
9.2 out of 10, Wonderful, (14 reviews)
"Nice location. "
United States
Inna
The price is NZ$755
includes taxes & fees
24 June - 25 June
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

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, (140 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 NZ$371
includes taxes & fees
5 July - 6 July
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park

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 NZ$654
includes taxes & fees
24 June - 25 June
Gather! A Welcoming Home - King Beds - Pool Table!

Dog Ok | 5min to Restaurants | Patio

Dog Ok | 5min to Restaurants | Patio
Mountain View
10.0 out of 10, Exceptional, (23 reviews)
"Nice home. Enjoyed our stay. "
United States
Grover K.
The price is NZ$667
includes taxes & fees
23 June - 24 June
Dog Ok | 5min to Restaurants | Patio

Sweet craftsman bungalow in the heart of Bend

Sweet craftsman bungalow in the heart of Bend
River West
10.0 out of 10, Exceptional, (11 reviews)
"Great place. Central to everything. "
United States
Eric S.
Sweet craftsman bungalow in the heart of Bend

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

Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
River West
10.0 out of 10, Exceptional, (41 reviews)
"Great location with a beautiful walk along the river to downtown Bend for dinners. Very quiet location. Excellent communication from the owner. "
United States
Brian L.
The price is NZ$678
includes taxes & fees
5 July - 6 July
Cozy Up at a Nature Inspired Boutique Studio in the Trees - River Nearby
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Top Prineville Hotel Reviews

Find out more about Prineville

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Prineville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Prineville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Prineville. Seeing all the best attractions is bound to make you fall in love with Prineville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Prineville short-term rentals, that won’t be hard to do.

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 8 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.