Prineville Vacation Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Prineville vacation rentals

A wooden interior with a large table, a chandelier, and a vase of flowers.

1. Private Ochoco Mountain Cabin Retreat. Five bedrooms 20 minutes from Prineville

Private Ochoco Mountain Cabin Retreat. Five bedrooms 20 minutes from Prineville
Prineville
The price is AEDĀ 873
AEDĀ 1,833 total
includes taxes & fees
7 Dec - 8 Dec
Private Ochoco Mountain Cabin Retreat. Five bedrooms 20 minutes from Prineville
A modern building with large windows and a flat roof.

2. Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (382 reviews)
"The place was great and we will be back."
United States
Brian
The price is AEDĀ 274
AEDĀ 294 total
includes taxes & fees
1 Dec - 2 Dec
Crooked River Ranch Cabins
A modern living room with a sofa, armchair, and dining area, featuring large windows and a view of a mountainous landscape.

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, (17 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 AEDĀ 484
AEDĀ 1,028 total
includes taxes & fees
12 Nov - 13 Nov
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

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, (56 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.

5. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (29 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.
Cozy Downtown Redmond Cottage
A living room with a sofa, a coffee table, a TV, and a dining area in the background.

6. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (73 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is AEDĀ 496
AEDĀ 852 total
includes taxes & fees
8 Nov - 9 Nov
Downtown Hub - Dog Friendly
View off the back deck of the 8th hole and mountains in the distance

7. Cabin at Brasada Ranch Resort/ 3 Master BD/3.5Ba w/golf course Views & Hot Tub

Cabin at Brasada Ranch Resort/ 3 Master BD/3.5Ba w/golf course Views & Hot Tub
Powell Butte
10.0 out of 10, Exceptional, (19 reviews)
"Perfect location and amenities"
United States
Rainbow S.
Cabin at Brasada Ranch Resort/ 3 Master BD/3.5Ba w/golf course Views & Hot Tub
A living room with a fireplace, a television, a sofa, and a coffee table.

8. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (44 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is AEDĀ 588
AEDĀ 1,300 total
includes taxes & fees
18 Nov - 19 Nov
Romantic Resort Home Private Jacuzzi + Plush Robes
A fire pit with chairs around it, a red umbrella, and wooden buildings in the background.

9. Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (310 reviews)
"Great! Will come again!"
United States
Wenzhong
The price is AEDĀ 524
AEDĀ 586 total
includes taxes & fees
30 Nov - 1 Dec
Wall Street Suites
A hotel room with a bed, a TV, a window with curtains, and a wooden headboard.

10. 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 AEDĀ 201
AEDĀ 248 total
includes taxes & fees
8 Nov - 9 Nov
King Bed|Non-Smoking
A kitchen with wooden cabinets, a microwave, a refrigerator, a stove, and a dining area with a table and chairs.

11. 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, (32 reviews)
"Great place for two friends to hang out. Quiet, clean, and comfortable. Would stay here again."
United States
Rick F.
The price is AEDĀ 280
AEDĀ 687 total
includes taxes & fees
8 Nov - 9 Nov
Hillside Loft- Spacious Studio, 100+mbps Wifi, Gas Fireplace, AC, Balcony
A modern house with a green door, number 1056, and a small patio with two chairs.

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

Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
River West
9.6 out of 10, Exceptional, (25 reviews)
"Wonderful accommodations in a great location!"
United States
Caroline W.
The price is AEDĀ 344
AEDĀ 918 total
includes taxes & fees
7 Nov - 8 Nov
Bluebird Day - Ogden Getaway, Cozy 1BR, perfect for couples seeking adventure!
An outdoor patio with a wooden table set for dining, a sofa, and a glass door leading to an interior space.

13. Aerie Residences by AvantStay

Aerie Residences by AvantStay
3.0 star property
Summit West
9.8 out of 10, Exceptional, (10 reviews)
"We really enjoyed our stay at Aerie Suites by AvantStay. The location is greatā€”close to everything in Bend but still quiet and relaxing. The beds were very comfortable, and the modern finishes made the space feel fresh and welcoming. It was an easy, stress-free place to unwind and made for a perfect, relaxing weekend away."
United States
Lisa
The price is AEDĀ 649
AEDĀ 1,636 total
includes taxes & fees
18 Nov - 19 Nov
Aerie Residences by AvantStay
A single-story house with a front porch, a garage, and a well-maintained lawn.

14. 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)
"nice lawn area to take dogs out to. was able to block our small dogs on to patio with portable kennal"
United States
Laura B.
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
A modern kitchen with a central island, pendant lighting, and white cabinets.

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

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (25 reviews)
"Great place to stay. We stayed with our four boys (21,20,18 and15). They enjoyed ping pong and the pool table. Livingroom was nice for relaxing. We would definitely stay again. Host was very responsive. House was very clean and well put together. Beds were comfortable and the house temperature was easy to control."
United States
Anonymous traveler
Spacious downtown pad - billiards/ping pong/sauna
An indoor swimming pool with a wooden ceiling and large windows.

16. Eagle Crest:9th Hole/Priv Hot Tub/Resort Amenities

Eagle Crest:9th Hole/Priv Hot Tub/Resort Amenities
Deschutes County
9.6 out of 10, Exceptional, (56 reviews)
"What a great place looking forward to coming back"
United States
Joseph O.
Eagle Crest:9th Hole/Priv Hot Tub/Resort Amenities
A wooden interior with a high ceiling and a view of a green landscape through large windows.

17. 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, (144 reviews)
"Was a nice get away! Perfect location to dip in the river or checkOut the caves. Loved the property, and will definitely recommend this place to others!"
United States
Jamie T.
The price is AEDĀ 579
AEDĀ 1,410 total
includes taxes & fees
7 Nov - 8 Nov
Remodeled cozy cabin on golf course with hot tub!
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

18. 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, (165 reviews)
"Great location!"
United States
Marc H.
The price is AEDĀ 338
AEDĀ 912 total
includes taxes & fees
5 Dec - 6 Dec
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A hot tub with a view of a mountain range.

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

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
Terrebonne
10.0 out of 10, Exceptional, (454 reviews)
"Excellent property and location. The views are incredible. The house is very clean and accommodating. Host was excellent in providing quick replies to any questions I had. Would highly recommend and go back!"
United States
Patrick Q.
The price is AEDĀ 562
AEDĀ 1,141 total
includes taxes & fees
9 Nov - 10 Nov
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace
A wooden cabin with a hot tub, patio furniture, and a covered outdoor area with a grill.

20. Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court

Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
Bend
10.0 out of 10, Exceptional, (154 reviews)
"If you are looking for peace and tranquility, this is it!"
United States
Bruce
Romantic Guest House on 20 acres - Hot tub, Wildlife, Amazing Pool, Tennis Court
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

A spacious lobby with a high ceiling, a fireplace, and a reception desk.
Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR
Prineville

10/10 Excellent

Really like this place. It is very clean, and they are very generous. You can take out everything from breakfast if you want.
United States
Minnie
Reviewed March 27, 2025
Country Inn & Suites by Radisson, Prineville, OR

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 13 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.