A large, layered mountain with distinct geological formations.

Prineville Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Prineville vacation rentals

Interior

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 ￥16,690
￥41,351 total
includes taxes & fees
Sep 9 - Sep 10
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
Exterior detail

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 ￥22,189
￥35,743 total
includes taxes & fees
Sep 28 - Sep 29
Cozy Downtown Redmond Cottage
Interior

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 ￥21,074
￥38,467 total
includes taxes & fees
Sep 8 - Sep 9
Downtown Hub - Dog Friendly
Smart TV, fireplace, books

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 ￥14,767
￥45,088 total
includes taxes & fees
Oct 4 - Oct 5
Romantic Resort Home Private Jacuzzi + Plush Robes
Outdoor dining

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 ￥19,407
￥49,998 total
includes taxes & fees
Oct 4 - Oct 5
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
Paper towels, dining table

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 ￥31,220
￥69,859 total
includes taxes & fees
Sep 8 - Sep 9
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, (142 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 ￥24,586
￥62,988 total
includes taxes & fees
Sep 7 - Sep 8
Remodeled cozy cabin on golf course with hot tub!
Exterior

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 ￥22,314
￥80,530 total
includes taxes & fees
Sep 7 - Sep 8
Eagle Crest Retreat | 6 Resort Passes Included
Pool

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)
"open living area"
United States
Laura
The price is ￥26,849
￥62,543 total
includes taxes & fees
Sep 8 - Sep 9
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Exterior

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.
The price is ￥21,074
￥58,632 total
includes taxes & fees
Sep 7 - Sep 8
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Indoor pool, outdoor pool

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 ￥21,376
￥60,879 total
includes taxes & fees
Sep 7 - Sep 8
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Property grounds

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 ￥9,054
￥31,030 total
includes taxes & fees
Sep 20 - Sep 21
Ground level Condo near Downtown Bend
Exterior

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)
"Enjoyed stay and property was perfect for our needs"
United States
Evie K.
The price is ￥5,625
￥38,816 total
includes taxes & fees
Sep 14 - Sep 15
Brick Brownstone Living in the most desired neighborhood in Bend.
Coffee/tea maker, fridge, microwave, oven

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 ￥11,376
￥27,593 total
includes taxes & fees
Sep 8 - Sep 9
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
Exterior detail

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 ￥12,488
￥33,538 total
includes taxes & fees
Sep 23 - Sep 24
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
Terrace/patio

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.
The price is ￥49,796
￥102,035 total
includes taxes & fees
Sep 7 - Sep 8
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
Smart TV

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, (31 reviews)
"The home was absolutely beautiful and I would definitely stay again"
United States
Lori K.
The price is ￥20,251
￥49,589 total
includes taxes & fees
Sep 8 - Sep 9
Gather! A Welcoming Home - King Beds - Pool Table!
Exterior

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 ￥16,006
￥40,596 total
includes taxes & fees
Oct 5 - Oct 6
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
Coffee/tea maker, fridge, microwave, oven

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 ￥21,095
￥52,631 total
includes taxes & fees
Sep 7 - Sep 8
King bed - Pet Friendly - Jameson's Place
1 bedroom

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 ￥9,145
￥11,241 total
includes taxes & fees
Oct 4 - Oct 5
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

La Quinta Inn by Wyndham Bend

La Quinta Inn by Wyndham Bend

8/10 Good
"Our room and the breakfast area were very clean and nice, but the common areas could a deep cleaning."
Kerry 1-night trip
Posted 8 hours ago
La Quinta Inn by Wyndham Bend

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
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  • 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 vacation rentals in Prineville?

Yes, there are vacation rentals near well known attractions in Prineville, or you can select a more remote option if you want a relaxing place to stay. Our travelers say Prineville has a good selection of restaurants. Make sure you have time to check out the riverfront and festivals during your trip.

What's the top vacation rental that Prineville has to offer?

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

How many vacation rentals are there in Prineville?

Choose from 12 Expedia vacation rentals in Prineville for a memorable vacation.

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 vacation rentals like in Prineville?

Vacation rentals are private properties you can book for several days or longer in Prineville. Vacation rentals offer extras such as patios, hot tubs, and fire pits so your stay will be comfortable. If you're concerned about cleanliness, vacation rentals can provide a sense of safety away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also find more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for a family getaway.