Prineville Holiday Rentals

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Our top choices for Prineville holiday rentals

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (17 reviews)
"Nice!"
United States
Thomas
The price is AU$400
includes taxes & fees
15 June - 16 June
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, (248 reviews)
"Loved the wildlife and the canyon"
United States
Michael
The price is AU$162
includes taxes & fees
10 June - 11 June
Crooked River Ranch Cabins

Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (292 reviews)
"Great place, enjoyed our stay. Definitely will be back!"
United States
Ricky
The price is AU$423
includes taxes & fees
7 June - 8 June
Wall Street Suites

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
The price is AU$491
includes taxes & fees
7 June - 8 June
Spacious downtown pad - billiards/ping pong/sauna

Cozy Downtown Redmond Cottage

Cozy Downtown Redmond Cottage
Redmond
9.6 out of 10, Exceptional, (24 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 AU$350
includes taxes & fees
7 June - 8 June
Cozy Downtown Redmond Cottage

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, (133 reviews)
"House was immaculately clean, roomy and perfectly functional for our family of 4 adults. We didn't cook or use the TVs but kitchen looked well stocked."
United States
Joel
The price is AU$602
includes taxes & fees
9 June - 10 June
Remodeled cozy cabin on golf course with hot tub!

Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (37 reviews)
"The unit was clean, well supplied, well situated and it was very easy to communicate with our host."
United States
Ruth M.
Romantic Resort Home Private Jacuzzi + Plush Robes

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, (9 reviews)
"We had a fantastic stay, can't wait ti book another relaxing get away"
United States
Genoa H.
The price is AU$814
includes taxes & fees
30 June - 1 July
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub

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.
The price is AU$562
includes taxes & fees
7 June - 8 June
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

Family-Friendly Redmond Getaway: Walk to Dtwn

Family-Friendly Redmond Getaway: Walk to Dtwn
Redmond
10.0 out of 10, Exceptional, (28 reviews)
"Perfect house for our visit. "
United States
William M.
The price is AU$666
includes taxes & fees
7 June - 8 June
Family-Friendly Redmond Getaway: Walk to Dtwn

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, (55 reviews)
"Beautiful place, great for multiple families. "
United States
Shanna K.
The price is AU$1,114
includes taxes & fees
8 June - 9 June
Golf-Front Luxury | 3 King Suites | Private Hot Tub | Eagle Crest Resort

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)
"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.
The price is AU$1,075
includes taxes & fees
2 July - 3 July
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!
Redmond
9.2 out of 10, Wonderful, (14 reviews)
"Nice location. "
United States
Inna
The price is AU$506
includes taxes & fees
7 June - 8 June
Updated Eagle Crest Townhouse with resort amenities. Family friendly. Pond view!

The Executive Lodge up in the West Hills and 2 miles from downtown Bend.

The Executive Lodge up in the West Hills and 2 miles from downtown Bend.
River West
10.0 out of 10, Exceptional, (150 reviews)
"Very well stocked amenities!"
United States
Tyler M.
The price is AU$1,510
includes taxes & fees
7 June - 8 June
The Executive Lodge up in the West Hills and 2 miles from downtown Bend.

The Grizzly Hideout | Hot Tub + Kid & Dog Friendly

The Grizzly Hideout | Hot Tub + Kid & Dog Friendly
Redmond
10.0 out of 10, Exceptional, (3 reviews)
"This house was very inviting, comfortable and had just about everything you could possibly want, so thoughtful with all the little extras they provided Great home!"
United States
Shannon N.
The price is AU$890
includes taxes & fees
9 June - 10 June
The Grizzly Hideout | Hot Tub + Kid & Dog Friendly

Lg Fenced Yard I KING I Family Friendly I Midtown

Lg Fenced Yard I KING I Family Friendly I Midtown
Mountain View
9.8 out of 10, Exceptional, (12 reviews)
"We really enjoyed this property. It was very clean, as advertised, and convenient to many locations in Bend,"
United States
Anonymous traveller
Lg Fenced Yard I KING I Family Friendly I Midtown

Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC
Century West
9.6 out of 10, Exceptional, (45 reviews)
"Clean room, great location"
United States
Jefferson
The price is AU$547
includes taxes & fees
15 June - 16 June
Updated Mount Bachelor Village 2-bedroom Condo, Enjoy Resort Amenities! with AC

Lodge Vibes in the City - Large Log Home

Lodge Vibes in the City - Large Log Home
Mountain View
10.0 out of 10, Exceptional, (44 reviews)
"Great place! Would stay again. "
United States
nick c.
The price is AU$552
includes taxes & fees
17 June - 18 June
Lodge Vibes in the City - Large Log Home

Charming dog-friendly retreat near skiing & golf with views & fireplace

Charming dog-friendly retreat near skiing & golf with views & fireplace
Century West
9.4 out of 10, Exceptional, (23 reviews)
"Amazing neighborhood and the fireplace was the highlight of the stay."
United States
kendra k.
The price is AU$381
includes taxes & fees
15 June - 16 June
Charming dog-friendly retreat near skiing & golf with views & fireplace

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, (96 reviews)
"Cozy and had everything I needed. "
United States
Susan S.
Bluebird Day - Lava Hideaway, Retreat in Bend with King bed, perfect for couples!
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 holiday rentals

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

Prineville holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Prineville holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Prineville holiday rentals we have selected for you start as low as AU$162 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Prineville rentals

At Expedia, we put the best Prineville holiday 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 holiday.

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 holiday rentals in Prineville?

Yes, there are holiday rentals close to the most popular sights in Prineville, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Prineville has a good selection of restaurants. Make sure you have time to check out the riverfront and festivals during your trip.

What are some of the best holiday rentals that Prineville has to offer?

Lake Front House with Amazing View Near Bend Oregon: This highly rated holiday home rental in Prineville is located on a lake, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You can relax into your holiday with a garden and a selection of games.

How many holiday rentals are there in Prineville?

Choose from 9 Expedia holiday rentals in Prineville for a memorable holiday.

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 Wayside State Park.

What are holiday rentals like in Prineville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Prineville. Holiday rentals offer extras such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about a clean environment, holiday rentals can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a standard hotel, which is another reason why a holiday rental is an attractive choice for family gatherings.