Prineville Holiday Rentals

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Holiday Rentals in Prineville

Studio Suite
Crooked River Ranch Cabins
3.0 star property
9.8 out of 10, Exceptional, (51)
"This place was awesome! We plan on coming back soon!"
The price is AU$260
includes taxes & fees
28 May - 29 May
Crooked River Ranch Cabins
Full-sized fridge, microwave, oven, stovetop
Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (205)
"We appreciated the large kitchen and proximity of parking to our door. No long walk down a dark hall. Great location close to downtown and the river. Would have been great if the heat was on in the room prior to check in (it was close to freezing and took a bit to warm up). Appreciated the pup friendly items and the coffee/tea/cocoa in the kitchen. "
The price is AU$484
includes taxes & fees
27 May - 28 May
Wall Street Suites
Exterior
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
9.8 out of 10, Exceptional, (31)
"My dog and I stayed for two nights and it was great. The condo is right next to the river and a trail that goes along the river. Pioneer park is also about a block away and was great for quick potty walks for my dog. Close to downtown and all the shops and restaurants."
The price is AU$353
includes taxes & fees
30 May - 31 May
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
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Property grounds
Riverside condo with balcony - near parks, breweries, shops, & dining
9.6 out of 10, Exceptional, (44)
"Close to downtown and River walk"
The price is AU$390
includes taxes & fees
28 May - 29 May
Riverside condo with balcony - near parks, breweries, shops, & dining
Aerial view
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
9.6 out of 10, Exceptional, (44)
"Great rooms, enjoyed the pool and hot tub and the easy access to the riverside walking paths!"
The price is AU$399
includes taxes & fees
6 June - 7 June
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Fridge, microwave, oven, stovetop
Gorgeous! Fenced Yard, AC, Convenient Location
10.0 out of 10, Exceptional, (9)
"This property is lovely and exactly as pictured. The place is very homey with comfortable beds and so many board games. My niece really enjoyed Operation. Communication with the property was immediate and super friendly. I would definitely stay again."
Gorgeous! Fenced Yard, AC, Convenient Location
Fridge, microwave, oven, stovetop
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
9.6 out of 10, Exceptional, (64)
"Great cozy weekend getaway with your partner! 8mins from downtown and close to everything. Nice quiet, safe neighborhood. Definitely recommend (:"
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
Exterior
"Mount Your Blessings"-Upscale condo on edge of downtown
9.6 out of 10, Exceptional, (18)
"Comfortable spot with a great use of space and design. Quick access to Deschutes river trail for pleasant walks along the river. Enjoyed my two nights."
The price is AU$389
includes taxes & fees
23 June - 24 June
"Mount Your Blessings"-Upscale condo on edge of downtown
Pool
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
9.0 out of 10, Wonderful, (12)
"It was clean, check in was easy. It was a good location. You can hear above you alot. Not a big deal in the daytime."
The price is AU$304
includes taxes & fees
30 May - 31 May
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Exterior
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks
9.4 out of 10, Exceptional, (17)
"We had a great weekend stay at this property. The check-in and check-out processes were flawless. The neighborhood was quit and it’s close to downtown. The home is super clean and the kitchen is well stocked. Perfect for a quick weekend getaway!"
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks
Fridge, microwave, oven, stovetop
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
9.4 out of 10, Exceptional, (6)
"This house is in an amazing location! Walking distance to several breweries, restaurants and shops. Having the paddle boards, tubes and bikes at the house made floating the river too easy."
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
Aerial view
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
9.4 out of 10, Exceptional, (26)
"The location for walking is great - easy walk into town or out into nature. Only recommendations would be to replace the mattress on the bed - not very comfortable and an extra blanket for the trundle bed - a half quilt and a throw not enough. Otherwise the room has everything needed for a few days or even weeks."
The price is AU$588
includes taxes & fees
7 June - 8 June
"Otter Sight" Riverside Cottage - Just Steps from the Deschutes
Property grounds
West Side, Walk to Newport and Downtown, Bocce Ball Court
9.6 out of 10, Exceptional, (47)
"Well stocked kitchen!!"
West Side, Walk to Newport and Downtown, Bocce Ball Court
Fridge, microwave, oven, stovetop
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
9.8 out of 10, Exceptional, (90)
"This property would be great for families. It was a little much for just the two of us."
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
Fridge, microwave, oven, stovetop
Pool Table, Gourmet Kitchen, Outdoor Living
9.4 out of 10, Exceptional, (59)
"The home worked well for our stay. The furniture was comphy and the kitchen was stocked well with supplies. The pool table was a lot of fun and the backyard was great. The management team was quick to respond with support. The alarm was a problem and the bathroom floors were dirty, left over hair and debris. No shampoo or soap was left for us. The master bedroom didnt not have any window covers the first night. The management team was quick to bring them over the next day but they were broken....
Pool Table, Gourmet Kitchen, Outdoor Living
Exterior
Walkable NWX & Galveston, A/C, Views, Fireplace, Updated, Bike & Running Trails
9.4 out of 10, Exceptional, (54)
"Spacious and nice house in quiet neighborhood. Minutes to beautiful parks ."
Walkable NWX & Galveston, A/C, Views, Fireplace, Updated, Bike & Running Trails
Fridge, microwave, oven, stovetop
Galveston Corridor! Backyard w Firepit. Dog Friendly. Workstation. Steps to Dining, Brews, Coffee
9.4 out of 10, Exceptional, (10)
"House is great and location is even better. Everything was clean and check in was easy. Would stay here again."
Galveston Corridor! Backyard w Firepit. Dog Friendly. Workstation. Steps to Dining, Brews, Coffee
Exterior
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
10.0 out of 10, Exceptional, (259)
"It was such a pleasure to stay here. The house was spacious (could easily host two families), clean, comfortable, and well-stocked -- esp the kitchen (utensils, cookware, appliances), but there were also board games, nice laundry machines, etc. And the location was great: walking distance to the river, some great food options, and some grass fields for the dog and kids. Overall, it was one of the best houses we have ever rented. We'd love to stay here again!"
Amazing West Side - 2 King Suites - Walk Everywhere 8 Person Hot Tub
Fridge, microwave, oven, stovetop
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
9.6 out of 10, Exceptional, (46)
"My buddies and I enjoyed our stay here for a long ski-trip weekend. The house was everything as advertised, clean, and convenient. The location is great, we walked to several breweries and the local food truck lot. Definitely recommend!"
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
Fridge, microwave, oven, stovetop
Perfect Bend Bungalow, Fireplace, A/C, Walk to Everything!
9.4 out of 10, Exceptional, (84)
"The house had a really great layout with the bedrooms all upstairs and a wide open downstairs area that was great for hanging out. Being able to walk to coffee shops and restaurants was a good bonus."
Perfect Bend Bungalow, Fireplace, A/C, Walk to Everything!
Don't see what you're looking for?
See all available properties in Prineville
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.

Prineville Holiday Home Travel Info

Popular accommodation
Prineville private holiday homes
Known landmarks
Ochoco Wayside State Park, A.R. Bowman Museum and Ochoco Creek Park
International airports
Redmond, OR (RDM-Robert's Field) and Prineville, OR (PRZ-Crook County)

Other types of properties in Prineville you may be interested in

Exterior
Country Inn & Suites by Radisson, Prineville, OR
2.5 star property
9.2 out of 10, Wonderful, (982)
"The hotel had an indoor pool, hot tub and an exercise place. Coffee and cookies in the lobby all the time. Excellent breakfast, lots of choices and the staff was around to refill everything. "
The price is AU$216
includes taxes & fees
27 May - 28 May
Country Inn & Suites by Radisson, Prineville, OR
Lobby
Best Western Prineville Inn
2.5 star property
8.8 out of 10, Excellent, (709)
"Rooms are big. "
The price is AU$216
includes taxes & fees
27 May - 28 May
Best Western Prineville Inn
Standard Room, 1 Queen Bed, Non Smoking
Econo Lodge
2.0 star property
6.8 out of 10, (299)
"I found some clothing under the bed. Bed was too soft and not comfortable. Not all outlets were working. The manager was very helpful in getting the TV to work - the remote should be replaced as the batteries are taped in."
The price is AU$161
includes taxes & fees
28 May - 29 May
Econo Lodge
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.

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$260 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?

West Side, Walk to Newport and Downtown, Bocce Ball Court: This holiday home rental outside of Prineville is located near skiing, and offers a selection of games, laundry facilities and cable TV to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals are there in Prineville?

Choose from 12 Expedia holiday rentals in Prineville for a memorable holiday.

What can I see and do in Prineville?

Prineville Reservoir State Park and Crooked River 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 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.

Recent reviews of Prineville properties
Expedia verified reviews

Country Inn & Suites by Radisson, Prineville, OR

Country Inn & Suites by Radisson, Prineville, OR

5/5 Excellent
"The hotel had an indoor pool, hot tub and an exercise place. Coffee and cookies in the lobby all the time. Excellent breakfast, lots of choices and the staff was around to refill everything. "
A verified traveller stayed at Country Inn & Suites by Radisson, Prineville, OR
Posted 11 hours ago
Country Inn & Suites by Radisson, Prineville, OR