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Compare 25 Chalets in Prineville with updated reviews, rates, and availability.

Lovely home w/ a cozy fireplace, deck, shared pool, gym, hot tub, & tennis
Lovely home w/ a cozy fireplace, deck, shared pool, gym, hot tub, & tennis
9.4 out of 10, Exceptional, (43)
"Online pictures of the property did not do it justice. Much larger than we expected and incredibly clean. It was the perfect base camp for our excursions to Redmond, Smith Rock, and Bend. Fantastic place at a fantastic price."
Lovely home w/ a cozy fireplace, deck, shared pool, gym, hot tub, & tennis
Resort-style condo with private hot tub, access to golf & hiking trails
Resort-style condo with private hot tub, access to golf & hiking trails
8.8 out of 10, Excellent, (39)
"Kinda booked this last minute to meet with friends . Process was super easy . No surprises. House was immaculate. The Creekside setting was a nice surprise and made the deck experience very enjoyable . I would stay here again ."
Resort-style condo with private hot tub, access to golf & hiking trails
Juniper Ridge Chalet at Eagle Crest Resort
Juniper Ridge Chalet at Eagle Crest Resort
10.0 out of 10, Exceptional, (15)
"This was the perfect space for my family and Molly was very responsive. We will be back!"
Juniper Ridge Chalet at Eagle Crest Resort
Charming resort home with fireplace, deck, gas grill, and gas stone fireplace
Charming resort home with fireplace, deck, gas grill, and gas stone fireplace
9.0 out of 10, Wonderful, (27)
"Nice and well maintained. 5 adults attending a sisters birthday and rodeo. Fun time"
Charming resort home with fireplace, deck, gas grill, and gas stone fireplace
Bright Cabin with Shared Pool, Hot Tub & Resort Amenities
Bright Cabin with Shared Pool, Hot Tub & Resort Amenities
8.8 out of 10, Excellent, (68)
"Clean, cute little townhouse right on the golfcourse. Close to Redmond and Bend."
Bright Cabin with Shared Pool, Hot Tub & Resort Amenities
New Build Chalet Privet Entry Great Location 3minDrive> OldMill Music 3Qbeds
Private kitchen
New Build Chalet Privet Entry Great Location 3minDrive> OldMill Music 3Qbeds
5.0 out of 10, (2)
"we arrived at the property to find another family already there. The owner had double booked, she did offer us another property but it was 1.5 hours away from the slopes! She refunded us but we then had to find a hotel. Very disappointing & not the trip we had planned. She has since removed the property from VRBO I believe. I am disappointed that VRBO did not monitor the booking process more carefully."
New Build Chalet Privet Entry Great Location 3minDrive> OldMill Music 3Qbeds
19th Hole Chalet - Eagle Crest Resort
Lots of natural light in the living room
19th Hole Chalet - Eagle Crest Resort
10.0 out of 10, Exceptional, (17)
"Chalet was just as nice or even nicer than the pictures. Very clean and well equipped home. We were only there for a weekend but thoroughly enjoyed our time there. We had to adjust our dates a couple of times and the owners were very responsive and kind."
19th Hole Chalet - Eagle Crest Resort
Golf course-view chalet with fireplace, pools, tennis, gym, golf, volleyball
Golf course-view chalet with fireplace, pools, tennis, gym, golf, volleyball
9.4 out of 10, Exceptional, (13)
"The house was amazing. It had everything we needed for a family of five. The rooms were clean. The beds were soft. The house is very beautiful with a cottage feel to it. And what I really enjoyed was a light filled family/living room. The neighborhood is very quiet, so it’s a perfect place to relax from a busy city and car noise. Our family also enjoyed the complementary pool and pickle ball court. We would definitely love to be back. The only trouble I had was checking in and checking out. I...
Golf course-view chalet with fireplace, pools, tennis, gym, golf, volleyball
All-season resort retreat with hot tub, fairway views, fireplace, & grill
All-season resort retreat with hot tub, fairway views, fireplace, & grill
9.2 out of 10, Wonderful, (12)
"Everything was great except that the hot tub only heated to 90 degrees. Much too cool for the outside temps. Despite numerous attempts to fix it, it never worked. The private hot tub was an important aspect in booking this location. Very disappointing. "
All-season resort retreat with hot tub, fairway views, fireplace, & grill
Beautifully updated, golf-course-front chalet with deck, pools, hot tubs & gyms
Beautifully updated, golf-course-front chalet with deck, pools, hot tubs & gyms
9.4 out of 10, Exceptional, (9)
"The house is perfectly located in the eagle crest neighborhood. It was clean, albeit a little dusty… but the house is great and hot tub was clean and we loved it! Would stay again in a heart beat."
Beautifully updated, golf-course-front chalet with deck, pools, hot tubs & gyms
Remodeled cozy cabin on golf course with hot tub!
Living Room with new flat screen tv and extremely fast wifi.
Remodeled cozy cabin on golf course with hot tub!
9.2 out of 10, Wonderful, (111)
"We had a terrific stay at the chalet. The kitchen was well supplied with dishes, utensils and cooking pans. The weather was nice. The upstairs bedroom was warm the first couple of night and the nest wasn’t working because of the internet being down due to a fire on highway 97. It was back up the second day."
Remodeled cozy cabin on golf course with hot tub!
Lovely home with fireplace, deck, grill, shared pool, tennis, and hot tubs
Lovely home with fireplace, deck, grill, shared pool, tennis, and hot tubs
8.6 out of 10, Excellent, (45)
"Overall this stay was excellent. The downstairs living room furniture isn’t super comfy and cozy and could use a couch refresh. "
Lovely home with fireplace, deck, grill, shared pool, tennis, and hot tubs
Gorgeous chalet w/private deck, fireplace, 3 pools, and gym
Gorgeous chalet w/private deck, fireplace, 3 pools, and gym
9.4 out of 10, Exceptional, (14)
"This chalet was absolutely beautiful! The first night I had a doe and two fawns visit me in the back deck. Then I got a visit from the neighbors kitty."
Gorgeous chalet w/private deck, fireplace, 3 pools, and gym
Dog-friendly home on the pond/creek with access to resort pools/golf/gym
Dog-friendly home on the pond/creek with access to resort pools/golf/gym
9.0 out of 10, Wonderful, (39)
"We enjoyed our stay. Only thing is when I asked if the access to the golf courses are free meaning no green fee, the person I talked to said it is free. Turns out it is not and like all golf courses we have to schedule tee time. To make the most out of it my family just used the putting green. Also the TV in the main bedroom does not have sounds."
Dog-friendly home on the pond/creek with access to resort pools/golf/gym
Inviting chalet with private hot tub, grill, 3 pools, hot tub, gym, & tennis
Inviting chalet with private hot tub, grill, 3 pools, hot tub, gym, & tennis
9.6 out of 10, Exceptional, (44)
"This property was clean and beautiful. We very much enjoyed our time here. It was relaxing and a lot of fun. Having some games to play was nice as well."
Inviting chalet with private hot tub, grill, 3 pools, hot tub, gym, & tennis
Relaxing golf course-front home with private hot tub, firepit, & shared pool
Relaxing golf course-front home with private hot tub, firepit, & shared pool
9.4 out of 10, Exceptional, (16)
"Perfect for our family with 4 kids! A great spot to vacation, and we will be back!"
Relaxing golf course-front home with private hot tub, firepit, & shared pool
Log decor home w/ private hot tub, deck & shared pools/tennis
Log decor home w/ private hot tub, deck & shared pools/tennis
7.8 out of 10, Good, (41)
"Easy drive to Bend. Quiet, clean condo. Thanks!"
Log decor home w/ private hot tub, deck & shared pools/tennis
Eagle Crest Chalet with HOT TUB and Cabin Vibes
Beautiful living room with a cozy fireplace.
Eagle Crest Chalet with HOT TUB and Cabin Vibes
10.0 out of 10, Exceptional, (1)
"Loved how clean the house was!!"
Eagle Crest Chalet with HOT TUB and Cabin Vibes
Robin Hood Retreat - 3 BR, 2 Bath Chalet in Eagle Crest w/ Level 2 EV charging
Exterior
Robin Hood Retreat - 3 BR, 2 Bath Chalet in Eagle Crest w/ Level 2 EV charging
2.0 star property
Robin Hood Retreat - 3 BR, 2 Bath Chalet in Eagle Crest w/ Level 2 EV charging
2 Bedroom Chalet at Eagle Crest Resort in Central Oregon
Pool
2 Bedroom Chalet at Eagle Crest Resort in Central Oregon
2 Bedroom Chalet at Eagle Crest Resort in Central Oregon
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 property types in Prineville

Crooked River Ranch Cabins
Terrace/patio
Crooked River Ranch Cabins
3.0 star property
9.8 out of 10, Exceptional, (106)
"Meagan was great!!! Loved the space & wildlife!!"
The price is AED 380
AED 409 total
includes taxes & fees
17 Nov - 18 Nov
Crooked River Ranch Cabins
Wall Street Suites
Living area
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 AED 663
AED 741 total
includes taxes & fees
17 Nov - 18 Nov
Wall Street Suites
River View Condo, Close To Town/Mountain, Private Hot Tub
Tube Floating on the Deschutes River - a MUST do summer activity!
River View Condo, Close To Town/Mountain, Private Hot Tub
10.0 out of 10, Exceptional, (171)
"This is a beautiful property- very well stocked with everything we might need- great location- Excellent communication with managers- We will definitely stay there again "
River View Condo, Close To Town/Mountain, Private 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.