Holiday Homes in Prineville

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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Holiday Homes in Prineville and around

Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond
Fridge, microwave, oven, stovetop

Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond

10.0 out of 10, Exceptional, (1)
"Great condo. Owner was quick to respond to any issues. the condo worked so good for our family vacation. Would stay here again for next vacation. "
Charming 3-bedroom townhome with WiFi, fitness room in peaceful Redmond
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Outdoor dining

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

9.8 out of 10, Exceptional, (30)
"This was a great place for our family for spring break! We have friends that live nearby and we loved being their neighbors for our vacation! Nice layout and well equipped for everything."
The price is €325
includes taxes & fees
3 Sept - 4 Sept
Eagle Crest: Resort Amenities-Spa-9th Hole-Views!
Room with TWO Double-sized Beds, Pets OK with Additional Fee
1 bedroom, WiFi

Room with TWO Double-sized Beds, Pets OK with Additional Fee

9.6 out of 10, Exceptional, (15)
"Beautiful, quiet location with walking and hiking nearby. We didn't realize how remote this sight was so were unprepared for having no services available after our evening arrival. The office closed soon after arriving, so no access to ice, as did the resort services and store, so no food or drink. Guests should be warned to come prepared."
The price is €215
includes taxes & fees
20 Aug - 21 Aug
Room with TWO Double-sized Beds, Pets OK with Additional Fee
Smith Rock Hideout - Cascade mountain views!
Exterior

Smith Rock Hideout - Cascade mountain views!

10.0 out of 10, Exceptional, (3)
"Well utilized and fun little space for a getaway."
Smith Rock Hideout - Cascade mountain views!
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
Fridge, microwave, dishwasher, coffee/tea maker

1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.

10.0 out of 10, Exceptional, (25)
"I loved the location, the indoor and outdoor amenities, and the prompt communication from the host regarding check-in. "
The price is €193
includes taxes & fees
4 Sept - 5 Sept
1 bedroom Suite with a view of Mt. Bachelor in welcoming Bend OR.
Adorable Bend townhome with ideal location, kitchenette & central AC
Property grounds

Adorable Bend townhome with ideal location, kitchenette & central AC

8.0 out of 10, Very good, (34)
"This place was lovely, quiet, and private! We loved our stay. We did arrive 45 minutes early and the toilet was not cleaned, it had feces on it. "
The price is €150
includes taxes & fees
25 Aug - 26 Aug
Adorable Bend townhome with ideal location, kitchenette & central AC
Gather! A Welcoming Home - King Beds - Pool Table!
Fridge, microwave, oven, stovetop

Gather! A Welcoming Home - King Beds - Pool Table!

10.0 out of 10, Exceptional, (14)
"The young people in our group enjoyed the pool table, and I appreciated the fact that the kitchen was well stocked with appliances and utensils."
The price is €287
includes taxes & fees
3 Sept - 4 Sept
Gather! A Welcoming Home - King Beds - Pool Table!
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Fridge, microwave, oven, stovetop

Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger

9.8 out of 10, Exceptional, (17)
"The house was well appointed and clean. Beds were comfortable and location within Eagle Crest was great. The host was a great communicator and we had everything we needed and our questions were answered promptly. We will definitely rent this house again. "
Eagle Crest Retreat, HOT TUB, Dogs OK, EV Charger
Private Hot Tub! Beautiful Townhome at Eagle Crest - Remodeled ~ Fireplace
Interior

Private Hot Tub! Beautiful Townhome at Eagle Crest - Remodeled ~ Fireplace

9.8 out of 10, Exceptional, (72)
"Great stay - just as described"
The price is €494
includes taxes & fees
2 Sept - 3 Sept
Private Hot Tub! Beautiful Townhome at Eagle Crest - Remodeled ~ Fireplace
New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level
Pool

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

10.0 out of 10, Exceptional, (26)
"Love the place,this is our second year staying at this place.The house is clean and it had everything we needed.The host was so nice and helpful."
The price is €387
includes taxes & fees
3 Sept - 4 Sept
New! Eagle Crest ~ Private Home ~ Resort Access ~ Single Level
Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!
TV

Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!

10.0 out of 10, Exceptional, (6)
"Very pleased with the cleanliness and place in general, location is very key as well."
The price is €306
includes taxes & fees
24 Aug - 25 Aug
Hello Mellow Yellow - 2 King Bed, Dog Friendly, Walkable!
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
Fridge, microwave, oven, stovetop

Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK

9.8 out of 10, Exceptional, (20)
"Love the property. House is perfect for our small family. "
Eagle Crest Desert Sky Retreat - HOT TUB, Dogs OK
New house in Redmond, 15 minutes to Airport and Smith Rock
Interior

New house in Redmond, 15 minutes to Airport and Smith Rock

10.0 out of 10, Exceptional, (12)
"Great place for a one night trip. "
The price is €508
includes taxes & fees
1 Sept - 2 Sept
New house in Redmond, 15 minutes to Airport and Smith Rock
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
Interior

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

10.0 out of 10, Exceptional, (7)
"Amazing views were the best part, of course! Owners communicated with us well and we felt taken care of! We had a great stay! "
Spectacular Smith Rock Views on Property - Quiet and Modern w/ King Beds
Charming duplex in NW Redmond, close to everything with peek-a-boo mountain view
Fridge, microwave, oven, stovetop

Charming duplex in NW Redmond, close to everything with peek-a-boo mountain view

10.0 out of 10, Exceptional, (1)
"We absorb loved staying here in Redmond. The home was clean and quiet. "
The price is €305
includes taxes & fees
1 Sept - 2 Sept
Charming duplex in NW Redmond, close to everything with peek-a-boo mountain view
Lodge Vibes in the City - Large Log Home
Interior

Lodge Vibes in the City - Large Log Home

10.0 out of 10, Exceptional, (26)
"We needed an affordable space that would accommodate 3 adults with separate bath facilities, relatively near our meeting venue just outside of Bend. This was the perfect place (way better than 3 separate hotel rooms) and the owners were magnificent in their responsiveness and clear directions. The guest book was super helpful and comprehensive, too."
The price is €269
includes taxes & fees
2 Sept - 3 Sept
Lodge Vibes in the City - Large Log Home
TheNest @Eagle Crest! Your gateway stop to R&R: Private Hot tub, deck & patios
Interior

TheNest @Eagle Crest! Your gateway stop to R&R: Private Hot tub, deck & patios

10.0 out of 10, Exceptional, (28)
"We were in town for the state basketball tournament and this was the perfect location for us. The house was clean, and the communication with the owner was great!"
The price is €521
includes taxes & fees
21 Aug - 22 Aug
TheNest @Eagle Crest! Your gateway stop to R&R: Private Hot tub, deck & patios
Cute, Quiet & Private Bungalow - Newly Remodeled
TV, fireplace

Cute, Quiet & Private Bungalow - Newly Remodeled

10.0 out of 10, Exceptional, (13)
Cute, Quiet & Private Bungalow - Newly Remodeled
Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
Property grounds

Retreat on the Butte: On The Creek Luxury, Town Home with hot tub

9.8 out of 10, Exceptional, (165)
"Property was great! Everyone was comfortable. "
Retreat on the Butte: On The Creek Luxury, Town Home with hot tub
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
Fridge, microwave, oven, stovetop

Eagle Crest Spacious Retreat - HOT TUB, Dogs OK

9.8 out of 10, Exceptional, (16)
"Great home and location. "
The price is €435
includes taxes & fees
20 Aug - 21 Aug
Eagle Crest Spacious Retreat - HOT TUB, Dogs OK
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

Red Lion Inn & Suites Deschutes River Bend

Red Lion Inn & Suites Deschutes River Bend

10/10 Excellent
"Very good stay Went for a concert, the staff were friendly and easy to talk to, overall very pleased with the experience will leave in my highlighted parts to visit again soon"
Naomi 1-night trip
Posted 23 hours ago
Red Lion Inn & Suites Deschutes River Bend