Prineville Vacation Rentals

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Our top choices for Prineville vacation rentals

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (14 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
$273 nightly
The price is $291
May 21 - May 22
Total with taxes and fees
Clean, fully stocked home in Mitchell.

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (243 reviews)
"Loved the wildlife and the canyon"
United States
Michael
$110 nightly
The price is $118
May 21 - May 22
Total with taxes and fees
Crooked River Ranch Cabins

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, (23 reviews)
"Very nice location and place! Host was very accommodating and helpful! Pet-friendly and comfortable! "
United States
Shawna S.
$337 nightly
The price is $369
May 20 - May 21
Total with taxes and fees
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Redmond
9.8 out of 10, Exceptional, (19 reviews)
"The home was very clean, well appointed, and in a quiet area. We would definetly stay again and recommend to others. "
United States
Mark L.
$354 nightly
The price is $388
May 20 - May 21
Total with taxes and fees
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.4 out of 10, Exceptional, (23 reviews)
"House was very clean and nice, felt like home. Great location and the host was very attentive and professional. "
United States
Nicholas W.
$178 nightly
The price is $197
May 26 - May 27
Total with taxes and fees
Cozy Downtown Redmond Cottage

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, (424 reviews)
"Host had great communication. House was just perfect, clean, and had amazing views. I would highly recommend staying here to anyone visiting this area. "
United States
Mason W.
$320 nightly
The price is $344
May 25 - May 26
Total with taxes and fees
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

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

Gather! A Welcoming Home - King Beds - Pool Table!
Mountain View
10.0 out of 10, Exceptional, (28 reviews)
"The home was absolutely beautiful and I would definitely stay again"
United States
Lori K.
$279 nightly
The price is $312
May 20 - May 21
Total with taxes and fees
Gather! A Welcoming Home - King Beds - Pool Table!

Eagle Crest Retreat | 6 Resort Passes Included

Eagle Crest Retreat | 6 Resort Passes Included
Redmond
10.0 out of 10, Exceptional, (15 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.
$456 nightly
The price is $499
May 20 - May 21
Total with taxes and fees
Eagle Crest Retreat | 6 Resort Passes Included

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, (132 reviews)
"Wonderful property. Highly recommend "
United States
Ron D.
$369 nightly
The price is $404
May 21 - May 22
Total with taxes and fees
Remodeled cozy cabin on golf course with hot tub!

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, (12 reviews)
"We had an amazing stay. This property was a dream. Location, views, comfort, style, everything we could want was provided. The views fom both the patio and the lookout deck were fantastic. We will return!"
United States
Kristine
$425 nightly
The price is $466
Jun 6 - Jun 7
Total with taxes and fees
Spectacular Smith Rock Views on 5 Acres - Quiet and Modern w/ King Beds

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

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (42 reviews)
"Very clean, comfortable condo with everything you would need being away from home...would definitely recommend it to anyone."
United States
Shirley
$385 nightly
The price is $408
May 20 - May 21
Total with taxes and fees
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

Spacious downtown pad - billiards/ping pong/sauna

Spacious downtown pad - billiards/ping pong/sauna
Redmond
9.4 out of 10, Exceptional, (20 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
$348 nightly
The price is $385
Jun 1 - Jun 2
Total with taxes and fees
Spacious downtown pad - billiards/ping pong/sauna

Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort

Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort
Redmond
10.0 out of 10, Exceptional, (54 reviews)
"Beautiful place, great for multiple families. "
United States
Shanna K.
$713 nightly
The price is $781
May 26 - May 27
Total with taxes and fees
Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort

Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (33 reviews)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
$342 nightly
The price is $374
May 25 - May 26
Total with taxes and fees
Romantic Resort Home Private Jacuzzi + Plush Robes

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC
Plainview
10.0 out of 10, Exceptional, (14 reviews)
"Everything was amazing in this little cabin. The decor, the location, the amenities, the little personal touches she adds for each guest. I can’t say enough good things about this place. "
United States
Hannah P.
$345 nightly
The price is $377
May 20 - May 21
Total with taxes and fees
Cozy cabin just outside Sisters, pet friendly, great Mountain View’s, WiFi, & AC

Westside Bend: Walk to Eateries & Downtown!

Westside Bend: Walk to Eateries & Downtown!
River West
9.6 out of 10, Exceptional, (5 reviews)
"Really enjoyed staying here. The hosts were very friendly and great communicating with me. The house is set up very well for families. Being able to walk a few blocks to a variety of restaurants on Galveston is also great."
United States
Anonymous traveler
$324 nightly
The price is $362
May 20 - May 21
Total with taxes and fees
Westside Bend: Walk to Eateries & Downtown!

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, (109 reviews)
"Beautiful spot in Bend. "
United States
James
$258 nightly
The price is $288
May 20 - May 21
Total with taxes and fees
Perfect Couples Getaway! Walk to Dwntwn, Galveston Corridor & Drake Park, Parking, Air Conditioning

The French Farmhouse at Midtown Manor - Hot Tub!

The French Farmhouse at Midtown Manor - Hot Tub!
Larkspur
10.0 out of 10, Exceptional, (20 reviews)
"Loved it, would absolutely stay here again next time I'm in Bend. "
United States
Adam R.
$204 nightly
The price is $229
May 20 - May 21
Total with taxes and fees
The French Farmhouse at Midtown Manor - Hot Tub!

King bed - Pet Friendly - Jameson's Place

King bed - Pet Friendly - Jameson's Place
Larkspur
9.6 out of 10, Exceptional, (48 reviews)
"We needed a one night stay and this house was perfect. "
United States
Nancy B.
$302 nightly
The price is $338
May 26 - May 27
Total with taxes and fees
King bed - Pet Friendly - Jameson's Place

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, (137 reviews)
"Perfect two person little home. Cute and clean. Great location with plenty to see and do within walking distance. So glad we stayed here."
United States
Margaret E H.
$191 nightly
The price is $214
May 24 - May 25
Total with taxes and fees
Convenient & Cozy Cottage On Newport Near River, Downtown & Drake Park
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

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.

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 9 Expedia vacation rentals in Prineville for a memorable vacation.

What can I see and do in Prineville?

Crooked River and Steins Pillar Trailhead 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 Wayside State 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.