A large, layered mountain with distinct geological formations.

Prineville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Prineville vacation 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, (344 reviews)
"Very good Cabins.."
United States
Madan
The price is ￥15,170
￥16,308 total
includes taxes & fees
Oct 14 - Oct 15
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.

2. 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 ￥38,157
￥67,013 total
includes taxes & fees
Oct 9 - Oct 10
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds
A modern kitchen with a dining area, wooden cabinets, a black refrigerator, and a ceiling fan.

3. Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
9.8 out of 10, Exceptional, (24 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is ￥27,650
￥44,335 total
includes taxes & fees
Sep 20 - Sep 21
Clean, fully stocked home in Mitchell.
A single-story house with a gray exterior, a front door, and a small porch.

4. 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 ￥16,968
￥29,829 total
includes taxes & fees
Sep 21 - Sep 22
Cozy Downtown Redmond Cottage
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

5. Downtown Hub - Dog Friendly

Downtown Hub - Dog Friendly
Redmond
10.0 out of 10, Exceptional, (66 reviews)
"Great house great place to stay! "
United States
Matt w.
The price is ￥20,737
￥37,344 total
includes taxes & fees
Sep 28 - Sep 29
Downtown Hub - Dog Friendly
A living room with a fireplace, a television, a sofa, and a coffee table.

6. 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 ￥13,687
￥43,583 total
includes taxes & fees
Oct 5 - Oct 6
Romantic Resort Home Private Jacuzzi + Plush Robes
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, (20 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 ￥20,564
￥77,160 total
includes taxes & fees
Sep 16 - Sep 17
Eagle Crest Retreat | 6 Resort Passes Included
A wooden interior with a high ceiling and a view of a green landscape through large windows.

8. 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 ￥24,194
￥61,984 total
includes taxes & fees
Sep 21 - Sep 22
Remodeled cozy cabin on golf course with hot tub!
A deck with a hot tub, table, chairs, and an umbrella.

9. 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 ￥19,410
￥49,682 total
includes taxes & fees
Oct 4 - Oct 5
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A hotel room with a bed, bedside tables, a chair, a small table, and a window with curtains.

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 ￥8,679
￥10,705 total
includes taxes & fees
Oct 4 - Oct 5
King Bed|Non-Smoking
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 ￥21,014
￥59,679 total
includes taxes & fees
Sep 16 - Sep 17
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A modern kitchen with stainless steel appliances, dark wood cabinets, and a granite countertop.

12. Family-Friendly Redmond Getaway: Walk to Dtwn

Family-Friendly Redmond Getaway: Walk to Dtwn
Redmond
10.0 out of 10, Exceptional, (31 reviews)
"It was a great house that was very clean and the beds were comfortable. Had a great time and would stay again. "
United States
Randy S.
Family-Friendly Redmond Getaway: Walk to Dtwn
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, (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 ￥26,421
￥61,209 total
includes taxes & fees
Sep 24 - Sep 25
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
A modern kitchen with a central island, pendant lighting, and white cabinets.

14. 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 ￥30,722
￥68,066 total
includes taxes & fees
Sep 28 - Sep 29
Spacious downtown pad - billiards/ping pong/sauna
A wooden cabin with a porch, outdoor seating, and a staircase leading to the entrance.

15. North Sister - Bungalow Charm, Fireplace, Queen bed, Parking

North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
Old Bend
9.0 out of 10, Wonderful, (4 reviews)
"Perfect place for a night to work/visit Bend. Lovely neighborhood."
United States
Amy M.
The price is ￥18,753
￥40,583 total
includes taxes & fees
Sep 16 - Sep 17
North Sister - Bungalow Charm, Fireplace, Queen bed, Parking
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

16. 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 ￥19,908
￥48,920 total
includes taxes & fees
Sep 16 - Sep 17
Gather! A Welcoming Home - King Beds - Pool Table!
A house with a covered porch, a brick pathway, and surrounding greenery.

17. Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp

Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp
Orchard District
10.0 out of 10, Exceptional, (47 reviews)
"Great stay! The house is wonderful and exactly as described. The neighborhood is also very nice. Would 100% recommend!"
United States
Jady C.
The price is ￥26,284
￥68,766 total
includes taxes & fees
Sep 16 - Sep 17
Parkridge at Pilot Butte - Warm & Modern Bend Ski/Outdoor Basecamp
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, (155 reviews)
"Great location!"
United States
Marc H.
The price is ￥12,289
￥33,347 total
includes taxes & fees
Sep 23 - Sep 24
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A two-story house with green doors and a covered patio area.

19. Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Old Bend
9.4 out of 10, Exceptional, (99 reviews)
"We loved our stay here! The place was very clean and very comfortable and the location was incredible! We were right along the Deschutes River and could easily walk to downtown and a variety of restaurants and shops. The communication as well with the hosts was top-notch! We definitely will be returning!"
United States
Lauren C.
The price is ￥16,992
￥54,606 total
includes taxes & fees
Sep 23 - Sep 24
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
A riverside walkway with a bridge, surrounded by autumn foliage and residential buildings.

20. Riverfront Studio in Downtown Bend

Riverfront Studio in Downtown Bend
River West
8.8 out of 10, Excellent, (16 reviews)
"I enjoyed the view of the river"
United States
Jim M.
Riverfront Studio in Downtown Bend
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

10/10 Excellent
"We had a nice, clean room, friendly staff and good breakfast."
Anna 1-night trip
Posted 10 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
  • 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 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.