A large, layered mountain with distinct geological formations.

Prineville Holiday Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Prineville holiday rentals

A modern building with large windows and a flat roof.

1. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (355 reviews)
"Very good Cabins.."
United States
Madan
The price is HK$775
HK$833 total
includes taxes & fees
4 Oct - 5 Oct
Crooked River Ranch Cabins
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

2. 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, (54 reviews)
"Great location and amazing property!"
United States
Kim b.
Impeccable Guest House, New Furnishing, Near Downtown. EV Charger, Dog Friendly, Deck, Enclosed Yard
A single-story house with a gray exterior, a front door, and a small porch.

3. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.2 out of 10, Wonderful, (27 reviews)
"What a great location, walk all over town for coffee in the morning and food and drinks in the evening. Home is well stocked and comfortable."
United States
Taylor H.
The price is HK$1,232
HK$1,977 total
includes taxes & fees
14 Oct - 15 Oct
Cozy Downtown Redmond Cottage
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

4. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (71 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is HK$1,059
HK$1,907 total
includes taxes & fees
13 Oct - 14 Oct
Downtown Hub - Dog Friendly
A living room with a fireplace, a television, a sofa, and a coffee table.

5. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (41 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is HK$741
HK$2,272 total
includes taxes & fees
21 Oct - 22 Oct
Romantic Resort Home Private Jacuzzi + Plush Robes
A wooden interior with a high ceiling and a view of a green landscape through large windows.

6. 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, (143 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$1,236
HK$3,166 total
includes taxes & fees
13 Oct - 14 Oct
Remodeled cozy cabin on golf course with hot tub!
A modern two-story house with a stone foundation, a garage, and a landscaped yard.

7. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (22 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$1,050
HK$3,915 total
includes taxes & fees
13 Oct - 14 Oct
Eagle Crest Retreat | 6 Resort Passes Included
A deck with a hot tub, table, chairs, and an umbrella.

8. 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, (25 reviews)
"Our favorite location in Eagle Crest!"
United States
Susan W.
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A large indoor swimming pool with a wooden ceiling and large windows.

9. Creekside Townhouse w/ Patio & Resort Amenities

Creekside Townhouse w/ Patio & Resort Amenities
Redmond
10.0 out of 10, Exceptional, (80 reviews)
"Centrally located for all our golf outings and the place was perfect!"
United States
STAN L.
The price is HK$1,020
HK$2,581 total
includes taxes & fees
7 Oct - 8 Oct
Creekside Townhouse w/ Patio & Resort Amenities
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window with a view of trees.

10. Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Redmond
9.8 out of 10, Exceptional, (23 reviews)
"We had a great time at this property. It was stocked with everything we need and extremely clean. We would definitely stay here again. "
United States
Sara B.
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
A modern building with an outdoor seating area featuring Adirondack chairs and a fire pit.

11. 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, (12 reviews)
"We had a fantastic stay, can't wait ti book another relaxing get away"
United States
Genoa H.
The price is HK$2,056
HK$4,809 total
includes taxes & fees
28 Oct - 29 Oct
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
A riverside hotel with a waterfall, a stone bridge, and a well-maintained lawn.

12. Riverfront Condo - Pet Friendly Near Downtown

Riverfront Condo - Pet Friendly Near Downtown
River West
9.4 out of 10, Exceptional, (78 reviews)
"Wonderful location and comfortable accommodations. I wouldn’t hesitate to stay again!"
United States
Keri K.
Riverfront Condo - Pet Friendly Near Downtown
A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

13. Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Redmond
9.4 out of 10, Exceptional, (18 reviews)
"Nice location. "
United States
Inna
The price is HK$932
HK$2,850 total
includes taxes & fees
13 Oct - 14 Oct
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

14. 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, (158 reviews)
"Great location!"
United States
Marc H.
The price is HK$628
HK$1,686 total
includes taxes & fees
7 Oct - 8 Oct
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A modern living room with a stone fireplace, a flat-screen TV, a staircase, and a large window.

15. Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
3.0 star property
Mountain View
The price is HK$1,146
HK$3,967 total
includes taxes & fees
4 Oct - 5 Oct
Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
An indoor swimming pool with a wooden ceiling and large windows.

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (53 reviews)
"Loved the location! Very clean & comfortable."
United States
Julie K.
The price is HK$1,349
HK$3,109 total
includes taxes & fees
13 Oct - 14 Oct
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
A modern kitchen with a central island, pendant lighting, and white cabinets.

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

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (24 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$2,346
HK$4,438 total
includes taxes & fees
13 Oct - 14 Oct
Spacious downtown pad - billiards/ping pong/sauna
A spacious log cabin interior with a wooden floor, a leather sofa, a dining area, and a kitchen.

18. Lodge Vibes in the City - Large Log Home

Lodge Vibes in the City - Large Log Home
Mountain View
10.0 out of 10, Exceptional, (55 reviews)
"Great place! Would stay again. "
United States
nick c.
The price is HK$1,403
HK$2,693 total
includes taxes & fees
13 Oct - 14 Oct
Lodge Vibes in the City - Large Log Home
A two-story house with green doors and a covered patio area.

19. Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (115 reviews)
"Excellent stay in every way."
United States
Michael M.
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

20. Gather! A Welcoming Home - King Beds - Pool Table!

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (32 reviews)
"The home was absolutely beautiful and I would definitely stay again"
United States
Lori K.
The price is HK$1,152
HK$2,580 total
includes taxes & fees
11 Oct - 12 Oct
Gather! A Welcoming Home - King Beds - Pool Table!
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

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?

HotTub, Near Old Bend & Downtown | Aerie 2BDR King: This holiday home rental outside of Prineville offers a balcony, 1 hot tub and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

How many holiday rentals are there in Prineville?

Choose from 13 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.