Prineville Holiday Rentals

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Holiday Rentals in Prineville

Crooked River Ranch Cabins
View from room
Crooked River Ranch Cabins
3.0 star property
9.8 out of 10, Exceptional, (106)
"It was a wonderful time. Everything was great. The only negative aspect was that the shower was so cramped. Other than that, it was a very good stay. Would come back again."
The price is AU$154
includes taxes & fees
3 Dec - 4 Dec
Crooked River Ranch Cabins
Wall Street Suites
Full-sized fridge, microwave, oven, stovetop
Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (229)
"From the minute we checked in,Kristin welcomed us. She was so friendly and hospitable. The room was clean and everything wonderful! The bed was the most comfortable I have had in a hotel room or ode to it. It was so quiet and I slept well. We will be back!!"
The price is AU$282
includes taxes & fees
23 Nov - 24 Nov
Wall Street Suites
Walk To Downtown & The Last Blockbuster from recently renovated home
Terrace/patio
Walk To Downtown & The Last Blockbuster from recently renovated home
9.6 out of 10, Exceptional, (35)
"5 adults stayed at the house 10/11. We were attending the Bend fall festival and didnt want to have to drive home after. Convenient/clean, good communication with owner."
The price is AU$483
includes taxes & fees
8 Dec - 9 Dec
Walk To Downtown & The Last Blockbuster from recently renovated home
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Pool
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
9.0 out of 10, Wonderful, (23)
"I used this space a temporary home while in Bend and working remotely. The condo was exactly what I needed for myself, and then for my husband when he joined me later in the week. For those that are sensitive to sounds, be aware that this is a ground floor unit. While it was bothersome at times for me because it did get to be overly "obnoxious" from time to time, overall I was okay with the fact that you could hear the tenants' upstairs movements because that's just part of the "condo style"...
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
Fridge, microwave, oven, stovetop
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
9.4 out of 10, Exceptional, (26)
"Nice house, very clean, easy to communicate with host. Very comfortable, convenient location. "
Private Hot Tub & Deck, Family, Eagle Crest, Sunny Getaway!
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
Aerial view
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
9.6 out of 10, Exceptional, (42)
"Perfect condo for our stay in Bend! Short walk to downtown and lovely river sounds!"
The price is AU$315
includes taxes & fees
3 Dec - 4 Dec
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
West Side, Walk to Newport and Downtown, Bocce Ball Court
Exterior
West Side, Walk to Newport and Downtown, Bocce Ball Court
9.6 out of 10, Exceptional, (52)
"We need the house for a work trip. House was clean. It was a short job to the river house for the conference."
West Side, Walk to Newport and Downtown, Bocce Ball Court
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Outdoor dining
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
9.4 out of 10, Exceptional, (105)
"We just loved basing ourselves here while we were in Bend. Very well appointed and decorated. Loved having the garage and hot tub. Plenty of space for grandparents, parents and granddaughter and we all had our own bathrooms!"
Hot Tub, Updated, Outdoor Spaces, Steps to Old Mill and River
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
Fridge, microwave, oven, stovetop
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
9.6 out of 10, Exceptional, (71)
"I rented this little home because my daughter had surgery in Bend and I live in Texas. I came to help nurse her back to health after the surgery. She ended up co"
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
"Mount Your Blessings"-Upscale condo on edge of downtown
Terrace/patio
"Mount Your Blessings"-Upscale condo on edge of downtown
9.4 out of 10, Exceptional, (34)
"We really enjoyed the newly remodeled condo. The price was affordable. It is centrally located to the downtown area and the beautiful Deschutes River. We will definitely stay there again. "
"Mount Your Blessings"-Upscale condo on edge of downtown
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
Miscellaneous
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
9.6 out of 10, Exceptional, (18)
"Loved my week here with my pup. House was cozy & centrally located. For the most part, less than 7 minutes driving to anywhere I needed to go within the city limits. House was well-stocked, from the towels to blankets to kitchen utensils to laundry room detergent etc. I don’t normally write about kitchen appliances and utensils, but this was the best-stocked setup I’ve ever seen. I cook a lot, so I notice these things. Was impressed! I’d definitely came back and stay here again. "
LOCATION! Steps from Dining, Brews, Coffee. Firepit. Washer/Dryer. Dog Friendly. Bikes.
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
Aerial view
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
9.6 out of 10, Exceptional, (21)
"A lovely few days visiting friends "
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Exterior
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
9.4 out of 10, Exceptional, (60)
"We walked to almost everything in town from here and the view is fantastic!"
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
Fridge, microwave, oven, stovetop
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
9.6 out of 10, Exceptional, (33)
"Its in a very nice neighborhood with some friendly people I see outside in front. The house is perfect for what I'm looking for with pet. I will come again with pet as I didn't at first. "
Hot Tub, AC, Beautiful, Fully Fenced Yard, Close to Everything!
Great Location, Fenced Yard, A/C, Light & Bright
Fridge, microwave, oven, stovetop
Great Location, Fenced Yard, A/C, Light & Bright
9.6 out of 10, Exceptional, (45)
"We rented this property for our adult kids and adult grandkids while celebrating our 50th Anniversary. The management staff was excellent, but the owner changed the sleeping availability from 8 adults to 6 without notifying us. Luckily 2 of the 8 were young adults and able to make a couple of roll away beds work. All in all the property was very clean and everyone was happy:)"
Great Location, Fenced Yard, A/C, Light & Bright
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Fridge, microwave, oven, stovetop
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
9.6 out of 10, Exceptional, (79)
"The townhouse was very clean and had everything we needed for our stay. We loved the layout and that each bedroom had an ensuite bathroom. We enjoyed using the hot tub.We had our 2 dogs with us and having a fenced in backyard was wonderful for traveling with dogs. The location was fantastic. Everything we did was never more than 15 minutes away. We would definitely stay here again."
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend
Outdoor dining
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend
9.6 out of 10, Exceptional, (20)
"We had an excellent time at this property! I wish we would’ve know that there were strict quiet hours starting at 9pm compared to the city mandate of 10pm as this was an issue one night while we were outside until 9:30pm. There was quick communication with the property host and all was clarified easily and respectfully. Would recommend for anyone as long as you are ok with the quiet hours! "
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend
Perfect Bend Bungalow, Fireplace, A/C, Walk to Everything!
Fridge, microwave, oven, stovetop
Perfect Bend Bungalow, Fireplace, A/C, Walk to Everything!
9.4 out of 10, Exceptional, (87)
"This house was perfect for our 2 day stay in Bend. Had everything we needed. Walking distance to everything Bend has to offer."
Perfect Bend Bungalow, Fireplace, A/C, Walk to Everything!
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
Interior
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
9.6 out of 10, Exceptional, (100)
"Great place close to restaurants and breweries. Short drive biking. "
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
Exterior
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
9.6 out of 10, Exceptional, (45)
"Perfect getaway for our anniversary; everything was perfect and just as advertised. "
"Cabin Leisure" Riverfront cottage just steps from Deschutes River
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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Other types of properties in Prineville you may be interested in

Country Inn & Suites by Radisson, Prineville, OR
Exterior
Country Inn & Suites by Radisson, Prineville, OR
2.5 star property
9.2 out of 10, Wonderful, (1002)
"Clean and quiet "
The price is AU$171
includes taxes & fees
12 Dec - 13 Dec
Country Inn & Suites by Radisson, Prineville, OR
Best Western Prineville Inn
Lobby
Best Western Prineville Inn
2.5 star property
8.6 out of 10, Excellent, (778)
"The staff was very kind . "
The price is AU$191
includes taxes & fees
24 Nov - 25 Nov
Best Western Prineville Inn
Econo Lodge
Standard Room, 1 Queen Bed, Non Smoking
Econo Lodge
2.0 star property
6.8 out of 10, (377)
"Nice and inexpensive "
The price is AU$104
includes taxes & fees
10 Dec - 11 Dec
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.
Beautiful view of the beach with palm trees

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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?

Perfect Retreat Luxury Home, Guest Quarters, A/C, Foosball, Ping Pong: This holiday home rental outside of Prineville is located in the mountains, and has a fireplace, a balcony 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. Make the most of games in this rental home to help you unwind.

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?

Ochoco Creek 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 Prineville Reservoir State Park and Ochoco National Forest.

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.