Prineville Holiday Rentals

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Holiday Rentals in Prineville

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
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
Exterior
River View Condo, Close To Town/Mountain, Private Hot Tub
10.0 out of 10, Exceptional, (150)
"We stayed a long weekend with friends in April. Having two bedrooms with bathrooms each was convenient. The view to the river out the great room windows was beautiful and the sound of the river off the deck was relaxing. Deer come right up to the deck. The river trail is accessible and a great way to walk to the parks and Mill District for lunch. Close to everything but feels secluded. Small kitchen, but it has everything you might need to make easy meals. Hot tub was clean and stars at night...
River View Condo, Close To Town/Mountain, Private Hot Tub
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Fridge, microwave, oven, stovetop
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
10.0 out of 10, Exceptional, (22)
"Though a short stay of 3 nights. It was easy to find, and in a quiet neighborhood. The house amenities were great, and we will stay again if needed in the future."
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
Indoor pool, a lap pool
Brasada Ranch High Desert Luxury Cabin
10.0 out of 10, Exceptional, (28)
"Really enjoyed the relaxation Brasada provided!"
The price is NZ$785
per night
29 May - 30 May
Brasada Ranch High Desert Luxury Cabin
Fridge, microwave, dishwasher, coffee/tea maker
Tranquil Tumalo Home
10.0 out of 10, Exceptional, (9)
"Great spot, amazing night sky's"
The price is NZ$377
per night
21 May - 22 May
Tranquil Tumalo Home
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 NZ$192
per night
22 May - 23 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 NZ$332
per night
19 May - 20 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 NZ$390
per night
30 May - 31 May
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
Exterior
"Mount Your Blessings"-Upscale condo on edge of downtown
9.8 out of 10, Exceptional, (17)
"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."
"Mount Your Blessings"-Upscale condo on edge of downtown
Fridge, microwave, oven, stovetop
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
9.8 out of 10, Exceptional, (89)
"Perfect location for a short stay with friends (with older kids--11 and 14). Loved the short walk to the Victorian Cafe, Drake Park, and the easy drive to Bachelor for some spring skiing! Highly recommend."
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
Property grounds
Riverside condo with balcony - near parks, breweries, shops, & dining
9.6 out of 10, Exceptional, (43)
"Close to downtown and River walk"
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 NZ$426
per night
6 Jun - 7 Jun
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
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
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
Inviting home with private hot tub & deck - walk to cafes, breweries & the river
9.6 out of 10, Exceptional, (45)
"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
Property grounds
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
9.6 out of 10, Exceptional, (54)
"Exactly as described. Immaculate!"
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
Aerial view
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
9.6 out of 10, Exceptional, (15)
"comfortable, get location for dogs"
The price is NZ$363
per night
23 May - 24 May
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aerial view
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
9.6 out of 10, Exceptional, (34)
"This is right on the Deschutes river, 180 degree view in main room. Close to so many things to do. Was an awesome birthday getaway!"
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
Exterior
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks
9.4 out of 10, Exceptional, (16)
"This home was perfect for our needs. My parents had treatment scheduled for a month at the local hospital and this house had all the necessities they needed to feel at home. Surrounded by all the stores and shopping, It was convenient. Communication with the management was excellent and efficient Would definitely stay again!"
Close to Downtown, Newly Renovated, Walk to Shopping, Dining, Drinks
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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.

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, (979)
"Room was clean. Mini fridge and microwave in room. Big, comfortable room with plenty of lighting. Small divided bathroom (sink outside of toilet and tub) making it easy for two people to get ready at the same time. "
The price is NZ$225
per night
21 May - 22 May
Country Inn & Suites by Radisson, Prineville, OR
Lobby
Best Western Prineville Inn
2.5 star property
8.8 out of 10, Excellent, (705)
"Amazing stay especially for the price. Room was clean and spacious, breakfast was amazing; it wasn’t just cereal or waffles like most hotels, they actually cooked eggs, potatoes, sausage/bacon as well as had waffles, cereal, juice, coffee, bagels, yogurt and more. The pool/hot tub was clean and they had adult only hours which was nice (hot tub could’ve been hotter but was still nice and warm). They have a washer/dryer available and soap you can purchase for it. The fridge in the room took a bit...
The price is NZ$233
per night
23 May - 24 May
Best Western Prineville Inn
Serves lunch, dinner and happy hour
Riverhouse on the Deschutes
3.5 star property
8.4 out of 10, Very good, (1255)
"Great time! Lovely place, good food, helpful staff."
The price is NZ$241
per night
20 May - 21 May
Riverhouse on the Deschutes
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Prineville holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Prineville. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Prineville. Seeing all the best attractions is bound to make you fall in love with Prineville. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Prineville short-term rentals, that won’t be hard to do.

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