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Compare 894 Vacation Homes in Prineville with updated reviews, rates, and availability.

Bend River Retreat

4.0 star property
9.8 out of 10, Exceptional, (140)
"The owner was most helpful in sorting a few small problems. Some of the bathrooms were slow to drain."
Bend River Retreat

Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

9.6 out of 10, Exceptional, (74)
"The house was nicely updated with lots of warmth. The area was really quiet despite it's proximity to Reed Markt, a local arterial Rd with direct access to Mt Bachelor, Deschutes River and High Lakes. You can walk form the private path nearby into the Old Mill. Loved having the hot tub after a day of snowboarding and my teen girls felt safe. Staff was very attentive and kind. Overall a great stay. "
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

9.6 out of 10, Exceptional, (20)
"This trip, we needed a house for co-workers on a week-long business trip. The house was spacious, well-appointed, and conveniently located for us. There were enough bathrooms for everyone and plenty of personal space. Our admin person even had a small office for the bulk of her work. The walking trails were great for morning runs too! Looking forward to coming back with another group or our kids for a vacation!"
Fantastic Eagle Crest Home! Resort Pool, Fitness Center, Golf, Pickleball. Fireplace. Quiet Street.

NW McCann | 2 Bed, 1 Bath

9.8 out of 10, Exceptional, (46)
"We enjoyed our stay. It looks like a small cottage but its much bigger than it appears. Its well equipped with fun decor. It even has a garage for people with smaller vehicles than my truck!A block away from the dechutes and an easy walk todowntown with many restaurants and coffee places within an easy walk. Also, an easy drive to bachelor."
NW McCann | 2 Bed, 1 Bath

Sensational Designer's Townhouse in the heart of Eagle Crest.

6.0 out of 10, (2)
"The home was clean, beautifully furnished, and located a short walk to the nearest sports center. Tons of room to spread out inside, with a fire pit and modern grill on the patio. The Eagle Crest community is a great place to spend some time, but you’ll definitely need your car to get around. Would definitely love to stay here again!"
Sensational Designer's Townhouse in the heart of Eagle Crest.

Stay In The Heart Of Bend, Walk Everywhere!

9.8 out of 10, Exceptional, (171)
"House was great and we enjoyed the hot tub. We went to a concert at the amphitheater and shopped in Bend, all in walking distance. Could not beat the location. Appreciated having two rooms, a kitchen, two bathrooms, and we could all be together. Wonderful stay, thank you!"
Stay In The Heart Of Bend, Walk Everywhere!

Bluebird Day - Crater Retreat

10.0 out of 10, Exceptional, (56)
"We loved this VRBO! Perfect location to walk to all sorts of places in Bend. VRBO itself was terrific - updated home, clean, organized, and a perfect home base for our vacation! "
Bluebird Day - Crater Retreat

Gorgeous! Golf, Tennis, Pickleball, Pool, Hot Tub

10.0 out of 10, Exceptional, (33)
"Comfortable, clean, very cute! Next to good hills for walking."
Gorgeous! Golf, Tennis, Pickleball, Pool, Hot Tub

Walk To Downtown & The Last Blockbuster from recently renovated home

9.6 out of 10, Exceptional, (45)
"It’s a nice clean spot. No big issues. (Couldn’t find the light switch for the dining room table) "
The price is SAR 521
SAR 1,247 total
includes taxes & fees
1 Apr - 2 Apr
Walk To Downtown & The Last Blockbuster from recently renovated home

Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend

9.8 out of 10, Exceptional, (22)
"My friends and I visited for a long weekend and were so impressed with both the property and the property manager! The house was gorgeous, clean and stocked with everything we needed. The manager made sure to check in with us about anything that we needed and was extremely quick with communication. We will definitely be back sometime!"
Hot Tub, Gorgeous, Updated, Westside Trail, Explore Bend

Bluebird Day - Star Cottage

9.8 out of 10, Exceptional, (40)
"The house is very cute, cozy and clean. The fully fenced backyard was great for our dogs and also very clean. Kitchen was well appointed and beds were very comfortable. Would stay here again!"
Bluebird Day - Star Cottage

Exquisite home with hot tub, golf on-site, pool, tennis, & washer/dryer

9.0 out of 10, Wonderful, (21)
"Great location, easy check in and out process, beautiful home! Will stay again if back in the area!"
Exquisite home with hot tub, golf on-site, pool, tennis, & washer/dryer

Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

10.0 out of 10, Exceptional, (375)
"We will definitely be returning. Thank you!"
The price is SAR 656
SAR 1,262 total
includes taxes & fees
16 Mar - 17 Mar
Central Oregon Escape - Mountain Views - Hot Tub - AC and Fireplace

Bends Westside Kaleana's Garden Cottage … check out our winter rates

10.0 out of 10, Exceptional, (131)
"We had a great stay at this beautiful well located house in Bend. If you are looking for a home base to park the car and walk everywhere this is it. "
Bends Westside Kaleana's Garden Cottage … check out our winter rates

Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

10.0 out of 10, Exceptional, (81)
"Absolutely the perfect spot to enjoy all things Bend. Wonderfully stocked kitchen, excellent linens, beds, couches and everything that makes you feel like home away from home! Thank you!"
Minutes to Deschutes River Trail with Hot Tub & Fire Pit!

NW Riverside | Old Bend | Pet (dog) friendly | Walk Everywhere!

9.4 out of 10, Exceptional, (22)
"Love the location and convenience of the fenced yard. Nice, comfy home. Would definitely stay there again."
NW Riverside | Old Bend | Pet (dog) friendly | Walk Everywhere!

Old Mill Townhome Steps from River and Trails, Shops, Restaurants, Fireplace, A/C, Dog Friendly.

9.8 out of 10, Exceptional, (45)
"We had a wonderful stay at the Old Mill Townhome when we visited in February! Not only was communication fantastic and super clear, but the unit was immaculate and so well laid out and equipped! The location is perfect - walking distance to various shops, etc. and a quick drive to anything else you might want. Our family was so happy that we will be booking this unit again when we come to Bend in the spring."
Old Mill Townhome Steps from River and Trails, Shops, Restaurants, Fireplace, A/C, Dog Friendly.

1123 Aerie Buyout | 2 Units, 5BDR w/ Hot Tub | Mins to Old Bend

1123 Aerie Buyout | 2 Units, 5BDR w/ Hot Tub | Mins to Old Bend

New Furniture & Beds! Hot Tub ~ Bend Home ~ Foosball Table ~ Bonus Room

9.8 out of 10, Exceptional, (29)
"The house was gorgeous, roomy, and so comfortable! Communication with the host/management was prompt and helpful and went above and beyond on the first day to make our arrival such a breeze. Our entire stay was fantastic and the place had everything we needed, including complimentary coffee. We would definitely book again. Thank you! "
New Furniture & Beds! Hot Tub ~ Bend Home ~ Foosball Table ~ Bonus Room

Bluebird Day - Ogden Getaway

10.0 out of 10, Exceptional, (7)
"Cute place it was exactly what we were looking for. Bed was very warm and everything was really clean. Will definitely be saving your listing for future visits. "
The price is SAR 326
SAR 917 total
includes taxes & fees
9 Mar - 10 Mar
Bluebird Day - Ogden Getaway
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

3.0 star property
9.8 out of 10, Exceptional, (112)
"Excellent Place to stay for a Getaway "
The price is SAR 388
SAR 417 total
includes taxes & fees
7 Mar - 8 Mar
Crooked River Ranch Cabins

Bend River Retreat

4.0 star property
9.8 out of 10, Exceptional, (140)
"The owner was most helpful in sorting a few small problems. Some of the bathrooms were slow to drain."
Bend River Retreat

Hot Tub, Amazing Walkable Location, Views, Fenced Backyard

9.6 out of 10, Exceptional, (74)
"The house was nicely updated with lots of warmth. The area was really quiet despite it's proximity to Reed Markt, a local arterial Rd with direct access to Mt Bachelor, Deschutes River and High Lakes. You can walk form the private path nearby into the Old Mill. Loved having the hot tub after a day of snowboarding and my teen girls felt safe. Staff was very attentive and kind. Overall a great stay. "
Hot Tub, Amazing Walkable Location, Views, Fenced Backyard
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.