Holiday Rentals in Prineville

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Holiday Rentals in Prineville

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
Brasada Ranch High Desert Luxury Cabin
10.0 out of 10, Exceptional, (26)
"House is very comfortable, hot tub is awesome though a litte exposed to the street. Bed in master is very comftable."
The price is €460
includes taxes & fees
21 May - 22 May
Brasada Ranch High Desert Luxury Cabin
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
10.0 out of 10, Exceptional, (21)
"Overall everything was great. Any minor issues were resolved immediately. Great service. House was very convenient to local restaurants."
Hot Tub ~ Fireplace ~ Brand New Furnishings ~ Dog Friendly
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Pet Friendly Riverfront Condo, Downtown Bend
10.0 out of 10, Exceptional, (7)
"Location was outstanding! Riverview was awesome and close to everything! Only negative was the noise from guests staying above on our last night, other than that we loved our stay!"
Pet Friendly Riverfront Condo, Downtown Bend
Cute Westside Craftsman, Walk to Downtown, Large Garage, Cruiser Bikes!
10.0 out of 10, Exceptional, (159)
"The house is nice and cozy, great area within walking distance to downtown and a great trail that runs along the river. We had our pup with us and he loved the toy and treats that were there to welcome him!"
Cute Westside Craftsman, Walk to Downtown, Large Garage, Cruiser Bikes!
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 €110
includes taxes & fees
9 May - 10 May
Crooked River Ranch Cabins
Wall Street Suites
3.0 star property
9.8 out of 10, Exceptional, (203)
"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 €188
includes taxes & fees
7 May - 8 May
Wall Street Suites
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
9.8 out of 10, Exceptional, (87)
"We had a great time. Everything was what we wanted including the hot tub. The kitchen was fully loaded with anything you could need. The neighborhood is in walking distance of a lot of delicious restaurants."
A/C, Hot Tub, Ping Pong, Walk to Everything, Perfect Bend Westside Cottage
"Mount Your Blessings"-Upscale condo on edge of downtown
9.8 out of 10, Exceptional, (15)
"Would stay here again. Great location."
"Mount Your Blessings"-Upscale condo on edge of downtown
Charming 1 Bedroom Apartment in Historic Old Bend
9.8 out of 10, Exceptional, (6)
"Overall is a nice place to stay. Location close to old Bend is great for not having to drive much. Electric baseboards in an old building, so if it's winter plan to check in, crank the heaters up and go run around for a few hours."
The price is €178
includes taxes & fees
8 May - 9 May
Charming 1 Bedroom Apartment in Historic Old Bend
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
9.6 out of 10, Exceptional, (30)
"My friend and I stayed here and were pleasantly surprised by how the place was divvied up, we both had our own bed and our own bathroom. It was very nice."
The price is €235
includes taxes & fees
30 May - 31 May
"Slopey Seconds" Riverfront condo with balcony near downtown Bend
"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!"
"Slope Floats" Downtown Riverfront Condo. Best location in Bend!
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
9.6 out of 10, Exceptional, (68)
"We had a great time, the house was nice and check in/out was simple."
Hot tub, Steps to Old Mill, Close to Downtown, Fireplace, AC, Pet Friendly
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
Sleek & Modern, A/C, Cozy Retreat, Walk to Downtown
9.6 out of 10, Exceptional, (63)
"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
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
9.6 out of 10, Exceptional, (53)
"Exactly as described. Immaculate!"
Elegant & Spacious, 3 Master King Suites! Community Hot Tub (and Seasonal Pool)
"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 €258
includes taxes & fees
5 Jun - 6 Jun
"Riverrun Retreat" Cottage along the Deschutes River, near Downtown Bend
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
9.4 out of 10, Exceptional, (11)
"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 €182
includes taxes & fees
9 May - 10 May
"Leaf Your Troubles Behind"-Ground level condo near downtown Bend
Pool Table, Gourmet Kitchen, Outdoor Living
9.4 out of 10, Exceptional, (58)
"We rented this home because my daughter and her husband were having their first child and they needed to be close to St Charles. This home was very inviting, great rooms for being together and/or needing some private time. My husband and son in law fell in love with the “man cave” playing pool into the night, and I couldn’t even hear them! Kitchen was well stocked with great cooking equipment. We had told the hosts why we were coming and they left a cute little gift bag for baby and mom. I would...
Pool Table, Gourmet Kitchen, Outdoor Living
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
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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

Country Inn & Suites by Radisson, Prineville, OR
2.5 star property
9.2 out of 10, Wonderful, (975)
"Friendly staff. Nice, clean room. Comfy bed. "
Country Inn & Suites by Radisson, Prineville, OR
Best Western Prineville Inn
2.5 star property
8.8 out of 10, Excellent, (697)
"Clean easy parking "
Best Western Prineville Inn
Riverhouse on the Deschutes
3.5 star property
8.4 out of 10, Very good, (1256)
"Very great location to get to everywhere"
The price is €155
includes taxes & fees
12 May - 13 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.

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, apart-hotels, 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 favorite 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 depends 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 €110 per night. Entering your travel dates in the search wizard you might find 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.

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