Prineville Holiday Rentals

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Check prices for these dates

In two weeks
20 Feb - 22 Feb
In two months
3 Apr - 5 Apr
In three months
1 May - 3 May
In four months
29 May - 31 May

Our top choices for Prineville holiday rentals

Terrace/patio

Crooked River Ranch Cabins

Crooked River Ranch Cabins
3.0 star property
Terrebonne
9.6 out of 10, Exceptional, (217 reviews)
"All, it was a beautiful place to stay. "
United States
Erlen
The price is HK$580
HK$624 total
includes taxes & fees
8 Feb - 9 Feb
Crooked River Ranch Cabins
Interior

Clean, fully stocked home in Mitchell.

Clean, fully stocked home in Mitchell.
Mitchell
10.0 out of 10, Exceptional, (8 reviews)
"Super nice, clean home in a great spot for exploring John Day Fossil Beds. "
United States
Lori B.
The price is HK$1,266
HK$1,897 total
includes taxes & fees
8 Feb - 9 Feb
Clean, fully stocked home in Mitchell.
Terrace/patio

Wall Street Suites

Wall Street Suites
3.0 star property
River West
9.8 out of 10, Exceptional, (284 reviews)
"Great location. Large room and nice amenities!"
United States
Jeannie
Wall Street Suites
Interior

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay

2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
3.0 star property
Summit West
The price is HK$2,875
HK$7,371 total
includes taxes & fees
18 Feb - 19 Feb
2 Units Minutes to Old Bend Deck + Hot Tub 1216 Skyline Ranch by Avantstay
3 bedrooms

Backyard Oasis 8min to Town Fast Wi-fi

Backyard Oasis 8min to Town Fast Wi-fi
2.0 star property
Mountain View
The price is HK$1,002
HK$2,302 total
includes taxes & fees
8 Feb - 9 Feb
Backyard Oasis 8min to Town Fast Wi-fi
Outdoor dining

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views

The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
3.0 star property
Summit West
10.0 out of 10, Exceptional, (4 reviews)
"We really enjoyed our stay at Aerie Suites by AvantStay. The location is great—close to everything in Bend but still quiet and relaxing. The beds were very comfortable, and the modern finishes made the space feel fresh and welcoming. It was an easy, stress-free place to unwind and made for a perfect, relaxing weekend away."
United States
Lisa
The price is HK$1,578
HK$3,970 total
includes taxes & fees
18 Feb - 19 Feb
The Aerie Suites by AvantStay – Modern Comfort with Mountain Views
Interior

Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds

Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
Terrebonne
10.0 out of 10, Exceptional, (8 reviews)
"Amazing views were the best part, of course! Owners communicated with us well and we felt taken care of! We had a great stay! "
United States
Tonya
The price is HK$835
HK$1,873 total
includes taxes & fees
11 Feb - 12 Feb
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
Exterior detail

Bluebird Day - Treetop Studio

Bluebird Day - Treetop Studio
River West
9.6 out of 10, Exceptional, (19 reviews)
"Nice little hideaway. "
United States
Laurie M.
The price is HK$577
HK$1,707 total
includes taxes & fees
12 Feb - 13 Feb
Bluebird Day - Treetop Studio
Indoor pool, a heated pool

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!

Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
Redmond
10.0 out of 10, Exceptional, (64 reviews)
"Super nice, close to everything we needed! Super comfortable and clean.. Had everything in the kitchen we needed, cable TV, AC was money, etc. great place, gonna stay there again!"
United States
Conner
The price is HK$781
HK$2,167 total
includes taxes & fees
9 Feb - 10 Feb
Creekside Luxury @ Eaglecrest-Dog Friendly Escape!
Interior

West Ridge Craftsman with Amazing Views

West Ridge Craftsman with Amazing Views
Redmond
10.0 out of 10, Exceptional, (21 reviews)
"Great dog space and a few enjoyed hot tub!"
United States
Sharon P.
The price is HK$1,653
HK$5,489 total
includes taxes & fees
18 Feb - 19 Feb
West Ridge Craftsman with Amazing Views
Indoor pool

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!

Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Deschutes County
9.8 out of 10, Exceptional, (38 reviews)
"Great location to stay in Eagle Crest! "
United States
Robert P.
The price is HK$1,230
HK$3,073 total
includes taxes & fees
18 Feb - 19 Feb
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Pool

New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level

New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level
Redmond
10.0 out of 10, Exceptional, (27 reviews)
"Great location and fit our family perfectly. We’d definitely stay there again. "
United States
Bryan B.
The price is HK$1,558
HK$3,534 total
includes taxes & fees
8 Feb - 9 Feb
New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level
Exterior

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, (22 reviews)
"Very nice accomodations, plenty of room for our party of 6.Walking distance to pool and rec center. Would definately book this property again."
United States
Gordon C.
The price is HK$911
HK$2,666 total
includes taxes & fees
9 Feb - 10 Feb
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Interior

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay

2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay
3.0 star property
Summit West
The price is HK$3,782
HK$8,512 total
includes taxes & fees
26 Feb - 27 Feb
2 Units Deck, Hot Tub, Minutes to Old Bend 1212 Skyline Ranch by Avantstay
Terrace/patio

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples

Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Old Bend
9.4 out of 10, Exceptional, (85 reviews)
"Great stay. "
United States
John J.
The price is HK$653
HK$2,400 total
includes taxes & fees
19 Feb - 20 Feb
Historic Drake Cottage - Walk to Downtown Bend - Drake Park Across the Street - Perfect for Couples
Terrace/patio

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

The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
River West
10.0 out of 10, Exceptional, (148 reviews)
"We had an amazing stay! Great location, lovely property, and amazing hosts. If we decide to ever stay in Bend again this will definitely be our place to stay. "
United States
Samuel W.
The price is HK$2,813
HK$7,012 total
includes taxes & fees
2 Mar - 3 Mar
The Executive Lodge up in the West Hills and is 2 miles from downtown Bend.
Interior

Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger ~ Sauna!

Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger ~ Sauna!
Tumalo
10.0 out of 10, Exceptional, (44 reviews)
"Great property and location"
United States
Colleen F.
The price is HK$3,411
HK$6,761 total
includes taxes & fees
8 Feb - 9 Feb
Hot Tub ~ Riverfront ~ Dog Friendly ~ Solo Stove ~ EV Charger ~ Sauna!
Smart TV, fireplace, books

Romantic Resort Home Private Jacuzzi + Plush Robes

Romantic Resort Home Private Jacuzzi + Plush Robes
Redmond
9.8 out of 10, Exceptional, (27 reviews)
"Clean, convenient, well equipped and nicely furnished."
United States
Robert B.
The price is HK$668
HK$2,203 total
includes taxes & fees
19 Feb - 20 Feb
Romantic Resort Home Private Jacuzzi + Plush Robes

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, (127 reviews)
"Wonderful property. Highly recommend "
United States
Ron D.
The price is HK$1,230
HK$3,152 total
includes taxes & fees
12 Feb - 13 Feb
Remodeled cozy cabin on golf course with hot tub!
Terrace/patio

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 HK$2,305
HK$4,489 total
includes taxes & fees
8 Feb - 9 Feb
Private Retreat Steps to Smith Rock | Quiet Luxury & Hot Tub
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

Cascade Lodge

Cascade Lodge

10/10 Excellent
"Great stay "
matthew 2-night trip
Posted 2 days ago
Cascade Lodge

Find out more about Prineville

Search for holiday rentals in Prineville on Expedia! You can easily find your home rentals, villas, holiday apartments in Prineville using one of the methods below:

  • View our selection of featured holiday rentals in Prineville
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Look no further and take a look at our great range of rental properties in Prineville!

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?

SW Chamberlain Street | Southern Crossing | hot tub pet friendly (dog): This holiday home rental outside of Prineville is located on a river, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with 1 hot tub and a selection of books.

How many holiday rentals are there in Prineville?

Choose from 8 Expedia holiday rentals in Prineville for a memorable holiday.

What can I see and do in Prineville?

Ochoco National Forest 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 Wayside State Park and Prineville Reservoir 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.