Prineville Holiday Rentals

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Holiday Rentals in Prineville

Crooked River Ranch Cabins
3.0 star property
9.6 out of 10, Exceptional, (186)
"The cabins are clean and updated. We always enjoy the quiet and comfort here. This is our third stay as we’ve been looking at properties in the area. Love the Crooked River Ranch vibe!"
United States
Megan
The price is NZ$157
includes taxes & fees
1 Dec - 2 Dec
Crooked River Ranch Cabins
Canyon Rim at Eagle Crest
4.5 star property
9.4 out of 10, Exceptional, (26)
"Great location close to pool and outdoor activities. Would love to stay again. "
United States
Kindy
Canyon Rim at Eagle Crest
Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (275)
"This was a great place to stay "
United States
Tammy
Wall Street Suites
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC
2.0 star property
9.6 out of 10, Exceptional, (32)
"Nice property and nice amenities. "
United States
Betsy R.
The price is NZ$474
includes taxes & fees
4 Nov - 5 Nov
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC
Luxury in Bend, OR | Guestroom + Nature Experience
3.0 star property
9.0 out of 10, Wonderful, (37)
"Shopped Till I Dropped. Love Bend. Thank You. Good Price. Wonderful Room"
United States
Kathleen J.
The price is NZ$274
includes taxes & fees
5 Nov - 6 Nov
Luxury in Bend, OR | Guestroom + Nature Experience
Luxury in Bend, OR | Bunk Bed Room close to Nature
9.2 out of 10, Wonderful, (41)
"In town for a lacrosse tournament and this was the perfect spot! Clean and cozy! Restaurant was great!"
United States
Katie F.
The price is NZ$288
includes taxes & fees
5 Nov - 6 Nov
Luxury in Bend, OR | Bunk Bed Room close to Nature
Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
9.8 out of 10, Exceptional, (169)
"This was our first time staying in Redmond, came for my niece's wedding and the house worked out perfect for me and my adult children. It was roomy, clean and very comfortable! I would recommend staying here to anyone planning a visit. Cheers!"
United States
Steven M.
Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
Wren - Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
9.6 out of 10, Exceptional, (48)
"Beautiful home on a great setting. The house was clean and well maintained."
United States
Richard S.
Wren - Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
Bend River Retreat
4.0 star property
9.8 out of 10, Exceptional, (153)
"Great property great location, lots of room for a big group. "
United States
Scott S.
Bend River Retreat
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
10.0 out of 10, Exceptional, (410)
"Great house, phenomenal views!! Worked perfectly for our family "
United States
Ron O.
The price is NZ$541
includes taxes & fees
11 Nov - 12 Nov
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
9.8 out of 10, Exceptional, (133)
"Nice place. Perfect for a couple. Close to downtown restaurants and parks."
United States
Larry V.
The price is NZ$370
includes taxes & fees
2 Nov - 3 Nov
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
5 Minute Drive to Downtown Bend, Dog Friendly
9.8 out of 10, Exceptional, (82)
"We came to celebrate with a group of friends for a birthday! Nice rooms, nice firepit. Great location for a group gathering. "
United States
Michael H.
5 Minute Drive to Downtown Bend, Dog Friendly
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
3.0 star property
10.0 out of 10, Exceptional, (3)
"The Quilty of the condo. Beds were very comfortable. "
United States
Steve
The price is NZ$772
includes taxes & fees
3 Nov - 4 Nov
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
Luxury in Bend, OR | Deluxe Queen close to Nature
9.2 out of 10, Wonderful, (9)
"Great weekend get away for my best friend and our 2 boys. They loved the pool and the room was super cute with bunkbeds for them to enjoy"
United States
Awbree C.
The price is NZ$285
includes taxes & fees
5 Nov - 6 Nov
Luxury in Bend, OR | Deluxe Queen close to Nature
Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
10.0 out of 10, Exceptional, (186)
"Perfect family gathering place. Lots of room , very clean. Fun local restaurants in walking distance "
United States
Kathryne M.
Amazing West Side * 2 King Suites * Walk Everywhere * 8 Person Hot Tub
Luxury Eagle Crest Golf Retreat - 3 King Suites, Hot Tub, Scenic Deck
10.0 out of 10, Exceptional, (42)
"We loved this home, had a wonderful stay and would definitely stay here again!"
United States
Jasmine G.
Luxury Eagle Crest Golf Retreat - 3 King Suites, Hot Tub, Scenic Deck
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool
10.0 out of 10, Exceptional, (136)
"This is the perfect place to get away and relax. Great location and great property."
United States
Sandra M.
Fabulous Eagle Crest Resort Juniper Meadow, Private Hot Tub, Golf Course, Pool
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
10.0 out of 10, Exceptional, (31)
"Everything was in tip-top working order and the location was cozy and had a beautiful view"
United States
Sean
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
9.8 out of 10, Exceptional, (19)
"We stayed in this gorgeous cabin to attend a friends wedding occurring at Brasada Ranch. It was a perfect place to stay just minutes from the venue + accommodations (pool/golf etc.) and the house was extremely nice and well taken care of. Highly recommend!"
United States
Devon E.
Exquisite Luxury Home with Panoramic Mountain Views & First-Class Amenities
Amazing River Views with Private Hot Tub
9.8 out of 10, Exceptional, (196)
"It was a memorable trip and perfect location which is center for all the attractions of the bend"
United States
Manish J.
Amazing River Views with Private 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

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$157 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 River Retreat: This holiday home rental outside of Prineville is located on a river, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 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 an arcade/games room and 1 hot tub.

How many holiday rentals are there in Prineville?

Choose from 6 Expedia holiday rentals in Prineville for a memorable holiday.

What can I see and do in Prineville?

Ochoco Creek Park 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.