A large, layered mountain with distinct geological formations.

Prineville Holiday Rentals

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Check prices for these dates

In two weeks
25 Sept - 27 Sept
In two months
6 Nov - 8 Nov
In three months
4 Dec - 6 Dec
In four months
1 Jan - 3 Jan

Our top choices for Prineville holiday rentals

A modern living room with a sofa, armchair, and dining area, featuring large windows and a view of a mountainous landscape.

1. 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)
"This was an amazing place. The house was beautiful and the location even better. Strongly recommend this place"
United States
eva j.
The price is AU$385
includes taxes & fees
17 Sept - 18 Sept
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
A single-story house with a gray exterior, a front door, and a small porch.

2. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.2 out of 10, Wonderful, (27 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 AU$313
includes taxes & fees
6 Oct - 7 Oct
Cozy Downtown Redmond Cottage
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

3. 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 AU$346
includes taxes & fees
8 Sept - 9 Sept
Downtown Hub - Dog Friendly
A living room with a fireplace, a television, a sofa, and a coffee table.

4. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (40 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is AU$398
includes taxes & fees
6 Oct - 7 Oct
Romantic Resort Home Private Jacuzzi + Plush Robes
A deck with a hot tub, table, chairs, and an umbrella.

5. 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 AU$431
includes taxes & fees
8 Sept - 9 Sept
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A modern kitchen with a central island, pendant lighting, and white cabinets.

6. 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 AU$576
includes taxes & fees
8 Sept - 9 Sept
Spacious downtown pad - billiards/ping pong/sauna
A wooden interior with a high ceiling and a view of a green landscape through large windows.

7. 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 AU$553
includes taxes & fees
15 Sept - 16 Sept
Remodeled cozy cabin on golf course with hot tub!
A modern two-story house with a stone foundation, a garage, and a landscaped yard.

8. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (19 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 AU$703
includes taxes & fees
8 Sept - 9 Sept
Eagle Crest Retreat | 6 Resort Passes Included
An indoor swimming pool with a wooden ceiling and large windows.

9. 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)
"Perfect location close to Redmond. Grandkids loved the community pool and we enjoyed the trail system at Eaglecrest."
United States
Debra L.
The price is AU$545
includes taxes & fees
8 Sept - 9 Sept
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
A single-story house with a front porch, a garage, and a well-maintained lawn.

10. 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, (27 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

11. 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 AU$532
includes taxes & fees
8 Sept - 9 Sept
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A paved walkway beside a river with a bridge, surrounded by autumn-colored trees and residential buildings.

12. Ground level Condo near Downtown Bend

Ground level Condo near Downtown Bend
River West
8.8 out of 10, Excellent, (57 reviews)
"This condo was perfect for our stay and was very comfortable!"
United States
Samantha P.
The price is AU$277
includes taxes & fees
20 Sept - 21 Sept
Ground level Condo near Downtown Bend
A brick building with multiple windows and a staircase leading to the entrance.

13. Brick Brownstone Living in the most desired neighborhood in Bend.

Brick Brownstone Living in the most desired neighborhood in Bend.
Southern Crossing
10.0 out of 10, Exceptional, (48 reviews)
"Aaron was a great host! Place was even better than pictured. Great location and easy parking!"
United States
Alyssa M.
The price is AU$343
includes taxes & fees
14 Sept - 15 Sept
Brick Brownstone Living in the most desired neighborhood in Bend.
A kitchen with wooden cabinets, a microwave, a refrigerator, a stove, and a dining area with a table and chairs.

14. Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony

Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
River West
10.0 out of 10, Exceptional, (29 reviews)
"The location and space was great for our quick getaway to Bend"
United States
Jeff P.
The price is AU$248
includes taxes & fees
8 Sept - 9 Sept
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

15. 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, (153 reviews)
"Great location!"
United States
Marc H.
The price is AU$301
includes taxes & fees
23 Sept - 24 Sept
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A modern building with an outdoor seating area featuring Adirondack chairs and a fire pit.

16. 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.
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

17. 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 AU$438
includes taxes & fees
8 Sept - 9 Sept
Gather! A Welcoming Home - King Beds - Pool Table!
A modern house with a green door, number 1056, and a small patio with two chairs.

18. Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
River West
9.8 out of 10, Exceptional, (24 reviews)
"We loved our stay in this tiny house. Quiet neighborhood yet only a block from The Newport Market and Backporch Roasters. Nice to stroll along the river with your coffee.Mattress and pillows excellent and big fluffy towels too.very clean.would love to come back"
United States
Ann C.
The price is AU$363
includes taxes & fees
8 Sept - 9 Sept
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
A kitchen with a large island, bar stools, a stainless steel refrigerator, and wooden cabinets.

19. King bed - Pet Friendly - Jameson's Place

King bed - Pet Friendly - Jameson's Place
Larkspur
9.8 out of 10, Exceptional, (54 reviews)
"Loved our stay here!!!"
United States
Simply L.
The price is AU$466
includes taxes & fees
8 Sept - 9 Sept
King bed - Pet Friendly - Jameson's Place
A hotel room with a bed, bedside tables, a chair, a small table, and a window with curtains.

20. King Bed|Non-Smoking

King Bed|Non-Smoking
Madras OR
10.0 out of 10, Exceptional, (47 reviews)
"Felt completely duped by the property description. The staff was nice but the property was not great at all."
United States
Michael S.
The price is AU$100
includes taxes & fees
4 Oct - 5 Oct
King Bed|Non-Smoking
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

Riverhouse Lodge

Riverhouse Lodge

10/10 Excellent
"Great experience front check-in til departure. Rooms were clean and well stocked, hotel restaurant was delicious and pool amenities wonderful."
Jessie 2-night trip
Posted less than an hour ago
Riverhouse Lodge

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 favourite 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 depend 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 AU$147 per night. Entering your travel dates in the search wizard might find you 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?

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 12 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.