A large, layered mountain with distinct geological formations.

Prineville Vacation Rentals

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Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

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, (352 reviews)
"Very good Cabins.."
United States
Madan
$110 nightly
The price is $118
Oct 5 - Oct 6
Total with taxes and fees
Crooked River Ranch Cabins
A spacious kitchen with a dining area, a cozy seating area with a couch and chairs, and a large window with a mountain view.

2. 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.
$262 nightly
The price is $290
Sep 27 - Sep 28
Total with taxes and fees
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.

3. 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.
$183 nightly
The price is $202
Oct 27 - Oct 28
Total with taxes and fees
Cozy Downtown Redmond Cottage
A large wooden barn-style sliding door in a room with light-colored wooden flooring and a blue curtain.

4. 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.
$215 nightly
The price is $238
Sep 28 - Sep 29
Total with taxes and fees
Downtown Hub - Dog Friendly
A living room with a fireplace, a television, a sofa, and a coffee table.

5. Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (41 reviews)
"Very well appointed and great location. Would definitely stay there again. Thanks Katya!"
United States
Sue S.
$249 nightly
The price is $273
Oct 19 - Oct 20
Total with taxes and fees
Romantic Resort Home Private Jacuzzi + Plush Robes
A wooden interior with a high ceiling and a view of a green landscape through large windows.

6. 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
$346 nightly
The price is $378
Oct 4 - Oct 5
Total with taxes and fees
Remodeled cozy cabin on golf course with hot tub!
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, (22 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.
$430 nightly
The price is $471
Oct 1 - Oct 2
Total with taxes and fees
Eagle Crest Retreat | 6 Resort Passes Included
A deck with a hot tub, table, chairs, and an umbrella.

8. 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, (25 reviews)
"Our favorite location in Eagle Crest!"
United States
Susan W.
$278 nightly
The price is $305
Oct 4 - Oct 5
Total with taxes and fees
HOT TUB, Eagle Crest Condo on Golf Course, DOGS OK
A large indoor swimming pool with a wooden ceiling and large windows.

9. Creekside Townhouse w/ Patio & Resort Amenities

Creekside Townhouse w/ Patio & Resort Amenities
Redmond
10.0 out of 10, Exceptional, (80 reviews)
"Centrally located for all our golf outings and the place was perfect!"
United States
STAN L.
$296 nightly
The price is $313
Oct 7 - Oct 8
Total with taxes and fees
Creekside Townhouse w/ Patio & Resort Amenities
A kitchen with wooden cabinets, stainless steel appliances, a granite countertop, and a window with a view of trees.

10. Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Redmond
9.8 out of 10, Exceptional, (22 reviews)
"We had a great time at this property. It was stocked with everything we need and extremely clean. We would definitely stay here again. "
United States
Sara B.
$362 nightly
The price is $396
Sep 28 - Sep 29
Total with taxes and fees
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
A modern building with an outdoor seating area featuring Adirondack chairs and a fire pit.

11. 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.
$555 nightly
The price is $580
Oct 21 - Oct 22
Total with taxes and fees
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
A riverside hotel with a waterfall, a stone bridge, and a well-maintained lawn.

12. Riverfront Condo - Pet Friendly Near Downtown

Riverfront Condo - Pet Friendly Near Downtown
River West
9.4 out of 10, Exceptional, (78 reviews)
"Wonderful location and comfortable accommodations. I wouldn’t hesitate to stay again!"
United States
Keri K.
$181 nightly
The price is $203
Sep 27 - Sep 28
Total with taxes and fees
Riverfront Condo - Pet Friendly Near Downtown
A hotel with a swimming pool, a covered patio, and a well-maintained lawn.

13. 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
$314 nightly
The price is $344
Sep 29 - Sep 30
Total with taxes and fees
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
A single-story house with a dark blue exterior, a front door, two windows, and a small porch.

14. 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, (158 reviews)
"Great location!"
United States
Marc H.
$190 nightly
The price is $213
Sep 28 - Sep 29
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
A modern living room with a stone fireplace, a flat-screen TV, a staircase, and a large window.

15. Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn

Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
3.0 star property
Mountain View
$452 nightly
The price is $506
Oct 4 - Oct 5
Total with taxes and fees
Bend Home w/ Patio + Fire Pits < 3 Mi to Dtwn
An indoor swimming pool with a wooden ceiling and large windows.

16. 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)
"Loved the location! Very clean & comfortable."
United States
Julie K.
$370 nightly
The price is $372
Oct 4 - Oct 5
Total with taxes and fees
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
A modern kitchen with a central island, pendant lighting, and white cabinets.

17. 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
$483 nightly
The price is $534
Oct 1 - Oct 2
Total with taxes and fees
Spacious downtown pad - billiards/ping pong/sauna
A spacious log cabin interior with a wooden floor, a leather sofa, a dining area, and a kitchen.

18. Lodge Vibes in the City - Large Log Home

Lodge Vibes in the City - Large Log Home
Mountain View
10.0 out of 10, Exceptional, (55 reviews)
"Great place! Would stay again. "
United States
nick c.
$276 nightly
The price is $309
Sep 28 - Sep 29
Total with taxes and fees
Lodge Vibes in the City - Large Log Home
A two-story house with green doors and a covered patio area.

19. Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
Old Bend
9.8 out of 10, Exceptional, (115 reviews)
"Excellent stay in every way."
United States
Michael M.
$252 nightly
The price is $282
Sep 28 - Sep 29
Total with taxes and fees
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning
A living room with a fireplace, a television mounted above it, and a cozy seating area with a sofa and a coffee table.

20. 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.
$270 nightly
The price is $302
Sep 29 - Sep 30
Total with taxes and fees
Gather! A Welcoming Home - King Beds - Pool Table!
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

Hotel Peppertree Bend, BW Premier Collection

Hotel Peppertree Bend, BW Premier Collection

10/10 Excellent
"Very clean and updated property. We were very pleased overall. We will stay again when passing through."
Anthony 1-night trip
Posted 1 hour ago
Hotel Peppertree Bend, BW Premier Collection

Find out more about Prineville

Everything you need to know about Prineville vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Prineville vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Prineville vacation 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 low season months. For more hustle and bustle, you may prefer to visit Prineville in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $118 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Prineville rentals

At Expedia, we put the best Prineville vacation 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 vacation.

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.

Explore a world of travel with Expedia

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 Meadow Lakes Golf Course and Ochoco National Forest.

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.