Prineville Holiday Rentals

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Our top choices for Prineville holiday rentals

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (217 reviews)
"All, it was a beautiful place to stay. "
United States
Erlen
The price is NZ$135
includes taxes & fees
8 Feb - 9 Feb
Crooked River Ranch Cabins

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (8 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is NZ$403
includes taxes & fees
7 Feb - 8 Feb
Clean, fully stocked home in Mitchell.

Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (284 reviews)
"Great location. Large room and nice amenities!"
United States
Jeannie
Wall Street Suites

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
3.0 star property
Summit West
The price is NZ$1,605
includes taxes & fees
18 Feb - 19 Feb
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

Backyard Oasis 8min to Town Fast Wi-fi

Backyard Oasis 8min to Town Fast Wi-fi
2.0 star property
Mountain View
The price is NZ$496
includes taxes & fees
8 Feb - 9 Feb
Backyard Oasis 8min to Town Fast Wi-fi

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
3.0 star property
Summit West
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at Aerie Suites by AvantStay. The location is great—close to everything in Bend but still quiet and relaxing. The beds were very comfortable, and the modern finishes made the space feel fresh and welcoming. It was an easy, stress-free place to unwind and made for a perfect, relaxing weekend away."
United States
Lisa
The price is NZ$856
includes taxes & fees
18 Feb - 19 Feb
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

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, (8 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 NZ$413
includes taxes & fees
11 Feb - 12 Feb
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds

Bluebird Day - Treetop Studio

Bluebird Day - Treetop Studio
River West
9.6 out of 10, Exceptional, (19 reviews)
"Nice little hideaway. "
United States
Laurie M.
The price is NZ$361
includes taxes & fees
19 Feb - 20 Feb
Bluebird Day - Treetop Studio

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
Redmond
10.0 out of 10, Exceptional, (64 reviews)
"Super nice, close to everything we needed! Super comfortable and clean.. Had everything in the kitchen we needed, cable TV, AC was money, etc. great place, gonna stay there again!"
United States
Conner
Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

West Ridge Craftsman with Amazing Views

West Ridge Craftsman with Amazing Views
Redmond
10.0 out of 10, Exceptional, (21 reviews)
"Great dog space and a few enjoyed hot tub!"
United States
Sharon P.
The price is NZ$1,182
includes taxes & fees
18 Feb - 19 Feb
West Ridge Craftsman with Amazing Views

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (38 reviews)
"Great location to stay in Eagle Crest! "
United States
Robert P.
The price is NZ$683
includes taxes & fees
9 Feb - 10 Feb
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level

New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level
Redmond
10.0 out of 10, Exceptional, (27 reviews)
"Great location and fit our family perfectly. We’d definitely stay there again. "
United States
Bryan B.
The price is NZ$751
includes taxes & fees
8 Feb - 9 Feb
New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level

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 accomodations, plenty of room for our party of 6.Walking distance to pool and rec center. Would definately book this property again."
United States
Gordon C.
The price is NZ$580
includes taxes & fees
9 Feb - 10 Feb
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay
3.0 star property
Summit West
The price is NZ$1,837
includes taxes & fees
26 Feb - 27 Feb
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

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, (85 reviews)
"Great stay. "
United States
John J.
The price is NZ$518
includes taxes & fees
15 Feb - 16 Feb
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

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, (148 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 price is NZ$1,480
includes taxes & fees
2 Mar - 3 Mar
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.

Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger ~ Sauna!

Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger ~ Sauna!
Tumalo
10.0 out of 10, Exceptional, (44 reviews)
"Great property and location"
United States
Colleen F.
Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger ~ Sauna!

Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (27 reviews)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
The price is NZ$473
includes taxes & fees
19 Feb - 20 Feb
Romantic Resort Home Private Jacuzzi + Plush Robes

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, (127 reviews)
"Wonderful property. Highly recommend "
United States
Ron D.
The price is NZ$656
includes taxes & fees
7 Feb - 8 Feb
Remodeled cozy cabin on golf course with hot tub!

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 NZ$992
includes taxes & fees
8 Feb - 9 Feb
Private Retreat Steps to Smith Rock | Quiet Luxury & 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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Find out more about Prineville

Everything you need to know about Prineville holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Prineville holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Prineville holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Prineville holiday rentals we have selected for you start as low as NZ$135 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 holiday 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 holiday.

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 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?

Bend Getaway in RiverWild-Walk to Deschutes River and Old Mill District: This holiday home rental outside of Prineville is located on a river, and has an outdoor 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. Kick off your shoes and enjoy yourself with a patio and 1 hot tub.

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?

Ochoco National Forest and Crooked River 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 Prineville Reservoir State Park.

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.