Prineville Vacation Rentals

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Our top choices for Prineville vacation rentals

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (10 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is CA $250
CA $388 total
includes taxes & fees
Apr 1 - Apr 2
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, (229 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 CA $137
CA $148 total
includes taxes & fees
Apr 8 - Apr 9
Crooked River Ranch Cabins

Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (286 reviews)
"Great staff, and really enjoyed the room"
United States
JONAH
The price is CA $226
CA $252 total
includes taxes & fees
Apr 1 - Apr 2
Wall Street Suites

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, (419 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 CA $213
CA $430 total
includes taxes & fees
Apr 7 - Apr 8
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort

Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort
Redmond
10.0 out of 10, Exceptional, (51 reviews)
"This home is exquisite! Perfect for my and my extended family’s needs during the Thanksgiving holiday. "
United States
Katy N.
The price is CA $254
CA $939 total
includes taxes & fees
Apr 1 - Apr 2
Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort

Family-friendly Redmond Getaway: Walk to Dtwn

Family-friendly Redmond Getaway: Walk to Dtwn
3.0 star property
Redmond
The price is CA $254
CA $661 total
includes taxes & fees
Apr 1 - Apr 2
Family-friendly Redmond Getaway: Walk to Dtwn

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 CA $219
CA $571 total
includes taxes & fees
Apr 1 - Apr 2
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

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.
The price is CA $182
CA $513 total
includes taxes & fees
Apr 1 - Apr 2
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

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, (9 reviews)
"We had a fantastic stay, can't wait ti book another relaxing get away"
United States
Genoa H.
The price is CA $382
CA $806 total
includes taxes & fees
Apr 19 - Apr 20
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Redmond
9.8 out of 10, Exceptional, (19 reviews)
"The home was very clean, well appointed, and in a quiet area. We would definetly stay again and recommend to others. "
United States
Mark L.
The price is CA $238
CA $600 total
includes taxes & fees
Apr 4 - Apr 5
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite
River West
9.8 out of 10, Exceptional, (69 reviews)
"Needed a weekend get away and it was the perfect spot. The host was fantastic and easy to work with."
United States
Shila J.
The price is CA $201
CA $457 total
includes taxes & fees
Apr 1 - Apr 2
Westside Cottage │Fenced Yards │Hot Tub │One Block to Galveston │Guest Favorite

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, (21 reviews)
"Great place. Love the location. "
United States
Julie C.
The price is CA $176
CA $504 total
includes taxes & fees
Apr 1 - Apr 2
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

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

The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
River West
10.0 out of 10, Exceptional, (149 reviews)
"We had an amazing stay! Great location, lovely property, and amazing hosts. If we decide to ever stay in Bend again this will definitely be our place to stay. "
United States
Samuel W.
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.

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, (10 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 CA $202
CA $411 total
includes taxes & fees
Apr 30 - May 1
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds

Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (14 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 $124
CA $622 total
includes taxes & fees
Apr 1 - Apr 2
Eagle Crest Retreat | 6 Resort Passes Included

Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River

Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River
River West
9.8 out of 10, Exceptional, (68 reviews)
"Great location ! "
United States
Stephen H.
The price is CA $221
CA $499 total
includes taxes & fees
Apr 1 - Apr 2
Spacious Layout │West Side │Walk Everywhere │Hot Tub │One Block to River

Larkspur Trail 3 Bedroom Home by RedAwning

Larkspur Trail 3 Bedroom Home by RedAwning
3.5 star property
Larkspur
Larkspur Trail 3 Bedroom Home by RedAwning

Sunshine Retreat-Luxury Hot Tub, Game Room,AC

Sunshine Retreat-Luxury Hot Tub, Game Room,AC
Old Farm District
10.0 out of 10, Exceptional, (57 reviews)
"Very comfortable stay and the location can't be beat. Would stay again!"
United States
Alex A.
The price is CA $214
CA $613 total
includes taxes & fees
Apr 6 - Apr 7
Sunshine Retreat-Luxury Hot Tub, Game Room,AC

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 CA $219
CA $561 total
includes taxes & fees
Apr 5 - Apr 6
Remodeled cozy cabin on golf course with hot tub!

*NEW* Downtown Modern Nostalgia, completely updated and convenient

*NEW* Downtown Modern Nostalgia, completely updated and convenient
River West
9.6 out of 10, Exceptional, (40 reviews)
"Great location and perfect for our family!"
United States
Kate C.
The price is CA $236
CA $563 total
includes taxes & fees
Apr 1 - Apr 2
*NEW* Downtown Modern Nostalgia, completely updated and convenient
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

Find out more about Prineville

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation 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 or room. 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 vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . 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 . 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 vacation rental 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 vacation 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 short-term rentals, that won’t be hard to do.

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?

NW Trenton Treehouse | River West | Pet (dog) Friendly: This vacation home rental near Prineville is located on a river and has a patio, a garden, and a barbecue grill 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 you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

How many vacation rentals are there in Prineville?

Choose from 9 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.