A large, layered mountain with distinct geological formations.

Holiday Homes in Prineville

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Prineville holiday homes

A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

1. 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.
The price is AU$434
includes taxes & fees
13 Oct - 14 Oct
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.

2. Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (28 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 AU$270
includes taxes & fees
2 Nov - 3 Nov
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, (71 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is AU$355
includes taxes & fees
12 Oct - 13 Oct
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, (43 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
The price is AU$411
includes taxes & fees
19 Oct - 20 Oct
Romantic Resort Home Private Jacuzzi + Plush Robes
A patio area with outdoor furniture, a stone fireplace, and string lights.

5. Peaceful Brasada Oasis | Hot Tub & Views

Peaceful Brasada Oasis | Hot Tub & Views
Powell Butte
9.0 out of 10, Wonderful, (2 reviews)
The price is AU$1,004
includes taxes & fees
13 Oct - 14 Oct
Peaceful Brasada Oasis | Hot Tub & Views
A deck with a hot tub, table, chairs, and an umbrella.

6. 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, (26 reviews)
"Our favorite location in Eagle Crest!"
United States
Susan W.
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

7. 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)
"This was a nice spot to stay with easy access to local attractions. The condo overlooks a small pond that provided lots of bird watching opportunities. We enjoyed our stay."
United States
Jennifer A.
The price is AU$514
includes taxes & fees
12 Oct - 13 Oct
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A modern kitchen with a central island, pendant lighting, and white cabinets.

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

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.6 out of 10, Exceptional, (25 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$812
includes taxes & fees
18 Oct - 19 Oct
Spacious downtown pad - billiards/ping pong/sauna
A spacious living area with a leather sofa, a dining table, and a bar area with stools.

9. Eagle Crest Retreat on Golf course, Private w/View

Eagle Crest Retreat on Golf course, Private w/View
Redmond
10.0 out of 10, Exceptional, (5 reviews)
"Wonderful Stay in this great house. Plenty of room, great deck, comfy furniture. Everything I was hoping for. The host (Heather) was easy to work with, friendly, and clear. The free access the to great Rec center was a nice added bonus. A!"
United States
Paul T.
The price is AU$524
includes taxes & fees
12 Oct - 13 Oct
Eagle Crest Retreat on Golf course, Private w/View
A spacious living room with a fireplace, a large clock, and a balcony with outdoor furniture.

10. Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond

Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond
Redmond
9.4 out of 10, Exceptional, (3 reviews)
"Great condo. Owner was quick to respond to any issues. the condo worked so good for our family vacation. Would stay here again for next vacation. "
United States
Sue R.
The price is AU$578
includes taxes & fees
12 Oct - 13 Oct
Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond
A single-story house with a front porch, a garage, and a well-maintained lawn.

11. 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 wooden deck with outdoor furniture, overlooking a grassy area with trees and a clear sky.

12. Eagle Crest Hole in One!

Eagle Crest Hole in One!
Redmond
10.0 out of 10, Exceptional, (4 reviews)
"This property was perfect for us. Great place to stay. "
United States
Laurie R.
The price is AU$562
includes taxes & fees
12 Oct - 13 Oct
Eagle Crest Hole in One!
An indoor swimming pool with a wooden ceiling and large windows.

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (55 reviews)
"Loved the location! Very clean & comfortable."
United States
Julie K.
The price is AU$560
includes taxes & fees
12 Oct - 13 Oct
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
A modern two-story house with a stone foundation, a garage, and a landscaped yard.

14. Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (22 reviews)
"Wonderful owners that have everything you need and more to have a great stay at the top of eagle crest! Close to lakeside pool and only 8 minutes to the golf course."
United States
Jordan K.
The price is AU$710
includes taxes & fees
12 Oct - 13 Oct
Eagle Crest Retreat | 6 Resort Passes Included
A building with a green door and a wooden exterior.

15. Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!

Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
Old Bend
9.6 out of 10, Exceptional, (99 reviews)
"We loved staying here! Location was great and we were able to enjoy the walking paths and local shops!"
United States
Abbie L.
The price is AU$417
includes taxes & fees
3 Nov - 4 Nov
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
A two-story house with a balcony, a garage, and a covered outdoor area.

16. New Listing! Dog Friendly, Mountain-Modern Retreat in Bend. Property with views

New Listing! Dog Friendly, Mountain-Modern Retreat in Bend. Property with views
Bend
10.0 out of 10, Exceptional, (2 reviews)
"Very clean and tastefully updated. Location was great for our needs and very quiet."
United States
Thom S.
The price is AU$352
includes taxes & fees
9 Nov - 10 Nov
New Listing! Dog Friendly, Mountain-Modern Retreat in Bend. Property with views
Pool

17. 3 BR Pet-Friendly Townhouse @ Juniper Preserve Resort

3 BR Pet-Friendly Townhouse @ Juniper Preserve Resort
Pronghorn
The price is AU$1,109
includes taxes & fees
3 Nov - 4 Nov
3 BR Pet-Friendly Townhouse @ Juniper Preserve Resort
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

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

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (33 reviews)
"The home was absolutely beautiful and I would definitely stay again"
United States
Lori K.
Gather! A Welcoming Home - King Beds - Pool Table!
A spacious log cabin interior with a wooden floor, a leather sofa, a dining area, and a kitchen.

19. Lodge Vibes in the City - Large Log Home

Lodge Vibes in the City - Large Log Home
Mountain View
10.0 out of 10, Exceptional, (56 reviews)
"Great place! Would stay again. "
United States
nick c.
The price is AU$457
includes taxes & fees
12 Oct - 13 Oct
Lodge Vibes in the City - Large Log Home
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Prineville Hotel Reviews

Hotel Peppertree Bend, BW Premier Collection

Hotel Peppertree Bend, BW Premier Collection

10/10 Excellent
"Great stay, had excellent room and amenities. Breakfast was good and area clean. What really nice its out of the main Bend traffic area."
Victor 1-night trip
Posted 8 hours ago
Hotel Peppertree Bend, BW Premier Collection

Find out more about Prineville

Prineville Holiday Homes information

Number of reviews
518
Accommodation
910 Holiday Homes
Lowest Price
AU$270
Highest Price
AU$1,109