A large, layered mountain with distinct geological formations.

Prineville Holiday Rentals

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Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Prineville holiday rentals

Exterior

1. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (304 reviews)
"Loved our one night stay. Rustic with impressive scenery"
United States
Ralph
The price is HK$849
HK$912 total
includes taxes & fees
1 Sept - 2 Sept
Crooked River Ranch Cabins
Interior

2. Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (24 reviews)
"We had everything we needed to cook and feel comfortable! "
United States
Kristen D.
The price is HK$1,412
HK$2,290 total
includes taxes & fees
17 Aug - 18 Aug
Clean, fully stocked home in Mitchell.
Interior

3. 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, (16 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
The price is HK$839
HK$2,087 total
includes taxes & fees
16 Aug - 17 Aug
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Interior

4. Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard

Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Redmond
9.8 out of 10, Exceptional, (53 reviews)
"Always a great place to stay! "
United States
Laura A.
The price is HK$648
HK$2,412 total
includes taxes & fees
16 Aug - 17 Aug
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
Exterior detail

5. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.6 out of 10, Exceptional, (26 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 HK$934
HK$1,595 total
includes taxes & fees
8 Sept - 9 Sept
Cozy Downtown Redmond Cottage
Interior

6. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (65 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is HK$1,059
HK$1,934 total
includes taxes & fees
31 Aug - 1 Sept
Downtown Hub - Dog Friendly
Paper towels, dining tables

7. Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (22 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 HK$1,569
HK$3,503 total
includes taxes & fees
24 Aug - 25 Aug
Spacious downtown pad - billiards/ping pong/sauna
Coffee/tea maker, fridge, microwave, stovetop

8. Family-Friendly Redmond Getaway: Walk to Dtwn

Family-Friendly Redmond Getaway: Walk to Dtwn
Redmond
10.0 out of 10, Exceptional, (31 reviews)
"It was a great house that was very clean and the beds were comfortable. Had a great time and would stay again. "
United States
Randy S.
The price is HK$1,295
HK$3,833 total
includes taxes & fees
18 Aug - 19 Aug
Family-Friendly Redmond Getaway: Walk to Dtwn
Terrace/patio

9. 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, (11 reviews)
"We had a fantastic stay, can't wait ti book another relaxing get away"
United States
Genoa H.
The price is HK$2,550
HK$5,420 total
includes taxes & fees
10 Sept - 11 Sept
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
A wooden interior with a high ceiling and a view of a green landscape through large windows.

10. 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, (139 reviews)
"We had a nice stay but I wouldn’t call it remodeled. All the appliances in the kitchen was super old and the fridge was falling apart and having a hard time keeping cool. Only 4 toilet rolls for the whole stay. But it was comfortable for the time we were there."
United States
Kerstin
The price is HK$1,518
HK$3,519 total
includes taxes & fees
17 Aug - 18 Aug
Remodeled cozy cabin on golf course with hot tub!
Outdoor dining

11. 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, (24 reviews)
"Our favorite location in Eagle Crest!"
United States
Susan W.
The price is HK$1,256
HK$2,896 total
includes taxes & fees
16 Aug - 17 Aug
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Pool

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (52 reviews)
"open living area"
United States
Laura
The price is HK$1,350
HK$3,152 total
includes taxes & fees
31 Aug - 1 Sept
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Exterior

13. 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, (26 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
The price is HK$1,569
HK$3,583 total
includes taxes & fees
17 Aug - 18 Aug
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Indoor pool, a heated pool

14. Riverfront Condo - Pet Friendly Near Downtown

Riverfront Condo - Pet Friendly Near Downtown
River West
9.2 out of 10, Wonderful, (76 reviews)
"Great stay! "
United States
Kara P.
The price is HK$541
HK$1,688 total
includes taxes & fees
31 Aug - 1 Sept
Riverfront Condo - Pet Friendly Near Downtown
Exterior

15. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (18 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 HK$1,625
HK$4,682 total
includes taxes & fees
16 Aug - 17 Aug
Eagle Crest Retreat | 6 Resort Passes Included
Exterior detail

16. 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, (148 reviews)
"Great location to downtown Bend. "
United States
Kristie R.
The price is HK$628
HK$1,703 total
includes taxes & fees
17 Aug - 18 Aug
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Interior

17. Riverfront Condo w/ Pool and Hot Tub Access

Riverfront Condo w/ Pool and Hot Tub Access
River West
9.6 out of 10, Exceptional, (7 reviews)
"When visiting Bend we always stay in this complex . Best views of the river, easy access to river walk trail. This condo was very clean, comfortable, and easy check in. "
United States
Anonymous traveller
The price is HK$549
HK$1,681 total
includes taxes & fees
18 Aug - 19 Aug
Riverfront Condo w/ Pool and Hot Tub Access
Dining

18. Riverside Cottage - Just Steps from the Deschutes

Riverside Cottage - Just Steps from the Deschutes
River West
9.4 out of 10, Exceptional, (64 reviews)
"Loved the location and hearing the River at night was so relaxing."
United States
Michele H.
The price is HK$541
HK$1,688 total
includes taxes & fees
30 Aug - 31 Aug
Riverside Cottage - Just Steps from the Deschutes
Smart TV, fireplace, DVD player

19. The Grizzly Hideout | Hot Tub + Kid & Dog Friendly

The Grizzly Hideout | Hot Tub + Kid & Dog Friendly
Redmond
10.0 out of 10, Exceptional, (3 reviews)
"This house was very inviting, comfortable and had just about everything you could possibly want, so thoughtful with all the little extras they provided Great home!"
United States
Shannon N.
The price is HK$2,266
HK$5,260 total
includes taxes & fees
8 Sept - 9 Sept
The Grizzly Hideout | Hot Tub + Kid & Dog Friendly
Smart TV, fireplace, DVD player

20. Hillside Haven: Tranquil NW Studio Near the River

Hillside Haven: Tranquil NW Studio Near the River
River West
10.0 out of 10, Exceptional, (27 reviews)
"This was a very clean place to stay with everything I needed. It was very comfortable and at a reasonable price. Would definately stay here again next time in Bend"
United States
Brian H.
The price is HK$2,090
HK$3,226 total
includes taxes & fees
10 Sept - 11 Sept
Hillside Haven: Tranquil NW Studio Near the River
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

Super 8 by Wyndham Redmond

Super 8 by Wyndham Redmond

10/10 Excellent
"Very clean"
SUSAN 1-night trip
Posted 2 hours ago
Super 8 by Wyndham Redmond

Find out more about Prineville

Search for holiday rentals in Prineville on Expedia! You can easily find your home rentals, villas, holiday apartments in Prineville using one of the methods below:

  • View our selection of featured holiday rentals in Prineville
  • Use the map to find apartments and other holiday homes in the Prineville neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Prineville while they last

Look no further and take a look at our great range of rental properties in Prineville!

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?

Lake house at Prineville Reservoir: This highly rated holiday home rental in Prineville is located on a lake, and has a patio, a selection of games 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.

How many holiday rentals are there in Prineville?

Choose from 11 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 National Forest and Ochoco Creek 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.