Prineville Holiday Rentals

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Holiday Rentals in Prineville

Smith Rock Oasis w/ Hot Tub Steps to the Park

10.0 out of 10, Exceptional, (8)
"Great house, great location!"
The price is HK$2,755
HK$5,299 total
includes taxes & fees
31 Jul - 1 Aug
Smith Rock Oasis w/ Hot Tub Steps to the Park

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

10.0 out of 10, Exceptional, (6)
"We had an amazing time here. We got to enjoy the outdoors and come home to a relaxing, comfortable stay with amazing views. The house is extremely clean, and you can tell the owners put a lot of thought and effort into making this an enjoyable place to stay."
The price is HK$1,307
HK$2,479 total
includes taxes & fees
22 Jul - 23 Jul
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds

Room with TWO Double-sized Beds, Pets OK with Additional Fee

9.6 out of 10, Exceptional, (14)
"Fun place to stay and very clean."
The price is HK$1,562
HK$1,924 total
includes taxes & fees
20 Jul - 21 Jul
Room with TWO Double-sized Beds, Pets OK with Additional Fee

Charming duplex in NW Redmond, close to everything with peek-a-boo mountain view

The price is HK$2,307
HK$3,703 total
includes taxes & fees
18 Aug - 19 Aug
Charming duplex in NW Redmond, close to everything with peek-a-boo mountain view

Spacious downtown pad - billiards/ping pong/sauna

10.0 out of 10, Exceptional, (14)
"Very clean and spacious. Comfortable all around. Very convenient location and surprisingly quite. Would definitely stay again. "
The price is HK$2,352
HK$3,995 total
includes taxes & fees
21 Jul - 22 Jul
Spacious downtown pad - billiards/ping pong/sauna

Cozy Downtown Redmond Cottage

9.2 out of 10, Wonderful, (5)
"We enjoyed our stay here in Redmond. The house was cozy, clean, and comfortable. The gas fireplace was delightful and kept us warm. The beds were firm and comfortable. My daughter loved the attic bedroom up the steep stairs; the low ceiling made it feel like a nest. The bathroom shower had hot water and good pressure. Lots of thoughtful touches and nice decor. The owners have set this up well with quality appliances and fixtures. The neighborhood is quiet, except for a few trains that passed in...
The price is HK$1,578
HK$2,290 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Downtown Redmond Cottage

New house in Redmond, 15 minutes to Airport and Smith Rock

10.0 out of 10, Exceptional, (11)
"Great place for a one night trip. "
The price is HK$1,632
HK$4,544 total
includes taxes & fees
28 Jul - 29 Jul
New house in Redmond, 15 minutes to Airport and Smith Rock

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

10.0 out of 10, Exceptional, (395)
"Everything about this vacation home is wonderful. The views of the Cascade peaks are outstanding. It’s clean,, comfortable, peaceful, and well maintained by a knowledgeable and responsive owner (as opposed to a property manager). Have stayed here a number of times over many years and it’s still great."
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

The Roost: Mountain View Equine Oasis on 6 Acres

The price is HK$2,739
HK$4,568 total
includes taxes & fees
23 Jul - 24 Jul
The Roost: Mountain View Equine Oasis on 6 Acres

TheNest @ Eagle Crest Private Hot tub, deck & patio

10.0 out of 10, Exceptional, (25)
"We were in town for the state basketball tournament and this was the perfect location for us. The house was clean, and the communication with the owner was great!"
The price is HK$1,950
HK$4,868 total
includes taxes & fees
21 Jul - 22 Jul
TheNest @ Eagle Crest Private Hot tub, deck & patio

HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

10.0 out of 10, Exceptional, (12)
"Great location, place has everything you would need. Host is friendly and responsive. "
The price is HK$1,295
HK$2,931 total
includes taxes & fees
21 Jul - 22 Jul
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK

Updated Eagle Crest Townhouse with resort amenities

9.2 out of 10, Wonderful, (11)
"Great communication with host, check in was easy, place was updated and clean, and we loved the interior decor! Super cute place!"
The price is HK$2,331
HK$4,469 total
includes taxes & fees
25 Jul - 26 Jul
Updated Eagle Crest Townhouse with resort amenities

Romantic Resort Home Private Jacuzzi + Plush Robes

9.8 out of 10, Exceptional, (20)
"We had such a great stay and can’t wait to stay here again!! Lovely home in every way :) "
The price is HK$1,766
HK$3,541 total
includes taxes & fees
20 Jul - 21 Jul
Romantic Resort Home Private Jacuzzi + Plush Robes

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

9.8 out of 10, Exceptional, (28)
"This was a great place for our family for spring break! We have friends that live nearby and we loved being their neighbors for our vacation! Nice layout and well equipped for everything."
The price is HK$1,303
HK$3,372 total
includes taxes & fees
21 Jul - 22 Jul
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

New! Eagle Crest | Chalet | Resort Access | Golf | Game Room

2.0 star property
9.6 out of 10, Exceptional, (5)
"Beautiful home. Great place to stay."
The price is HK$2,083
HK$4,261 total
includes taxes & fees
23 Jul - 24 Jul
New! Eagle Crest | Chalet | Resort Access | Golf | Game Room

Modern Family Retreat in Eagle Crest - Cozy, Stylish & Fully Equipped

10.0 out of 10, Exceptional, (45)
"We stayed here with family and friends for the State AAU basketball tournament. We enjoyed the home, it was clean and had plenty of space for us all! "
The price is HK$1,554
HK$3,910 total
includes taxes & fees
20 Jul - 21 Jul
Modern Family Retreat in Eagle Crest - Cozy, Stylish & Fully Equipped

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

10.0 out of 10, Exceptional, (24)
"Love the place,this is our second year staying at this place.The house is clean and it had everything we needed.The host was so nice and helpful."
The price is HK$1,756
HK$3,834 total
includes taxes & fees
28 Jul - 29 Jul
New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

10.0 out of 10, Exceptional, (18)
"Love the property. House is perfect for our small family. "
The price is HK$1,831
HK$3,887 total
includes taxes & fees
27 Jul - 28 Jul
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

9.8 out of 10, Exceptional, (17)
"The house was well appointed and clean. Beds were comfortable and location within Eagle Crest was great. The host was a great communicator and we had everything we needed and our questions were answered promptly. We will definitely rent this house again. "
The price is HK$1,526
HK$3,510 total
includes taxes & fees
3 Aug - 4 Aug
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond

The price is HK$1,102
HK$3,442 total
includes taxes & fees
20 Jul - 21 Jul
Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond
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

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?

Historic Belle Millhouse in Bend, OR. Walk to Downtown.vrbo: This holiday home rental outside of Prineville is located on the waterfront, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Prineville?

Choose from 7 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.