Prineville Homes with Short Term Rentals Allowed Community Features

Prineville Homes with Short Term Rentals Allowed Community Features

Welcome to Prineville, Oregon, a hidden gem nestled in the heart of Crook County, where the rugged beauty of Central Oregon meets a vibrant community spirit. Known for its stunning landscapes, Prineville is surrounded by the breathtaking Ochoco National Forest, offering endless opportunities for outdoor adventures like hiking, fishing, and mountain biking. This charming city boasts a rich history, with its roots tracing back to the 1870s, and a thriving downtown area that features local shops, delightful eateries, and friendly faces.

For those considering a move or investment in Prineville, the homes with short-term rentals allowed are an exceptional opportunity. The community embraces a welcoming atmosphere, making it an ideal location for both residents and visitors alike. Imagine owning a beautiful home that not only serves as your personal sanctuary but also provides the potential for income through short-term rentals. With the growing tourism in the area, this option allows you to capitalize on the influx of travelers eager to explore the natural wonders surrounding Prineville.

Community features in this area are designed to enhance your living experience. Enjoy access to parks, recreational facilities, and a strong sense of community that fosters connection and support among neighbors. Whether you’re looking for a cozy cabin in the woods or a modern home close to town, Prineville offers a diverse range of properties that cater to every lifestyle.

Come discover why Prineville is not just a place to live, but a place to thrive! Your dream home awaits in this enchanting corner of Oregon.

Newest Prineville Homes with Short Term Rentals Allowed Community Features

$564,900
4 Beds ⋅ 3 Baths ⋅ 220225965 MLS
Experience the perfect blend of modern comfort and country living in this beautiful 2023 Palm Harbor triple-wide home on 4.95 acres, just 10 minutes from both Prineville Reservoir and downtown Prineville. Designed with space and style in mind, this home features a stunning Samsung Bespoke appliance package, granite counter tops, a pantry, and a spacious great room, plus a separate family/bonus room for added flexibility. The oversized primary suite is a true retreat with a massive walk-in closet and private bath. Enjoy ceiling fans throughout, a built-in coffee bar, and custom wood shelving that adds warmth and functionality. Freshly compacted gravel creates the perfect foundation for a future shop or additional parking. All appliances are included, making this property truly move-in ready. Bring your RVs, toys, animals, extended family or dreams of a shop (200 amp power in place) and enjoy the freedom of nearly 5 acres in a convenient Central Oregon location.

12028 SE Juniper Canyon Road, Prineville

Listing courtesy of John L Scott Bend.

$625,000
3 Beds ⋅ 2 Baths ⋅ 220225666 MLS
Timeless craftsmanship is evident in this solid, beautiful 1937 home. Situated on a .21 acre lot with 3 beds, and 2 full bathrooms, this inviting home blends original charm with thoughtful updates throughout. Inside, you'll find refinished hardwood floors, original wood windows, new carpet, a new natural gas furnace, & details that reflect the home's enduring quality - even a laundry chute! The spacious floor plan provides comfortable living while preserving the architectural character of its era. Outside, the fully fenced backyard creates a private retreat complete w/ established fruit trees, a garden area, & plenty of space to relax. A detached garage & alley access provide extra parking. Lifetime roof adds to the home's long-term value and peace of mind. With it's welcoming front porch, exceptional craftsmanship & blend of historic charm & modern updates, this is a rare opportunity!

840 E 1st Street, Prineville

Listing courtesy of Coldwell Banker Sun Country.

$550,000
3 Beds ⋅ 2 Baths ⋅ 220225482 MLS
Experience the best of Central Oregon living in this brand-new 3-bedroom, 2-bath home in Prineville, Oregon, situated on 1.86 fully fenced acres just minutes from Prineville Reservoir. Built for both comfort and functionality, this property features an incredible 50 x 30 shop with 14-foot roll-up doors, offering plenty of room for RVs, boats, trailers, and all your outdoor toys. A 2,500-gallon cistern is housed in a fully finished storage building, while the semicircle driveway with two gated entrances makes trailer access and parking effortless. Enjoy outdoor living on the expansive stamped concrete patio, complete with an outdoor shower and play structure. Inside, you'll love the spacious kitchen with abundant cabinetry and a large pantry, a generous mudroom/laundry room, and a thoughtful split-bedroom design that provides privacy between the primary suite and guest bedrooms. Your Central Oregon lifestyle starts here!

17045 SE Ute Road, Prineville

Listing courtesy of Cascade Hasson SIR.

$275,000
1 Beds ⋅ 1 Baths ⋅ 220225057 MLS
Discover the perfect blend of charm and efficiency with this adorable tiny home in Prineville, Oregon! Built in 2018, this 1-bedroom, 1-bath home is ideal as a starter home, downsizing opportunity, or investment property in the heart of Central Oregon. Rustic wood beam vaulted ceilings create a warm, inviting feel, while the open-concept kitchen with breakfast bar flows seamlessly into the living area. The home includes a stacked washer and dryer, making it truly move-in ready. Step outside to enjoy the welcoming front deck, a fully fenced backyard, and a storage building for all your tools and outdoor gear. Whether you're looking for an affordable home or a great rental opportunity, this charming Prineville, Oregon property is one you won't want to miss!

299 SE Togo Lane, Prineville

Listing courtesy of Cascade Hasson SIR.

$430,000
3 Beds ⋅ 2 Baths ⋅ 220225059 MLS
Discover this beautifully updated 3-bedroom, 2-bath home in Prineville, Oregon, nestled in a quiet cul-de-sac just minutes from downtown and the popular Barnes Butte Trail System. This move-in-ready Central Oregon home features a new roof, new flooring, and two fully remodeled bathrooms with stylish walk-in showers, all completed within the past two years. Enjoy year-round comfort with central A/C, a gas furnace, gas water heater, and a cozy gas fireplace. The low-maintenance, fully fenced backyard is perfect for relaxing or entertaining and includes a large storage building for tools, hobbies, or outdoor gear. Whether you're searching for a primary residence, retirement home, or investment property in Prineville, Oregon, this updated home offers modern upgrades, a desirable location, and easy access to parks, shopping, schools, and outdoor recreation in the heart of Central Oregon.

758 NE Sandstone Court, Prineville

Listing courtesy of Cascade Hasson SIR.

$325,000
2 Beds ⋅ 1 Baths ⋅ 220225058 MLS
Discover this charming 2-bedroom, 1-bath home in Prineville, Oregon, offering comfort, character, and an unbeatable location close to shopping, restaurants, parks, and all the conveniences of town. This inviting Central Oregon home features beautiful wood floors, a cozy gas fireplace, and a spacious primary bedroom that provides a relaxing retreat. Newer windows bring in abundant natural light while improving energy efficiency, and the newer back deck is the perfect place to enjoy morning coffee, entertain friends, or unwind after a day exploring everything Prineville and Central Oregon have to offer. A single-car garage provides convenient parking and extra storage. Whether you're a first-time homebuyer, looking to downsize, or searching for an investment opportunity, this move-in-ready home offers exceptional value in one of Central Oregon's most welcoming communities.

445 SE Fairview Street, Prineville

Listing courtesy of Cascade Hasson SIR.

$449,900
3 Beds ⋅ 2 Baths ⋅ 220225055 MLS
Welcome home to this charming property in Prineville, Oregon, offering space, flexibility, and endless possibilities in the heart of Central Oregon. The oversized private primary suite features a large walk-in closet and en-suite bath, making it an ideal in-law suite or potential ADU. The enormous laundry/mud room provides exceptional storage and could easily be transformed into a home office, craft room, or additional living space. The updated kitchen opens to a cozy living room with a gas fireplace, while the expansive family room with custom built-ins offers the perfect space for entertaining, movie nights, or even a pool table. Outside, enjoy a fully fenced .33-acre lot with a private backyard, mature shade trees, fenced garden area, play structure, and a large storage building. Don't miss this unique opportunity in desirable Prineville, Oregon!

206 SW Claypool Street, Prineville

Listing courtesy of Cascade Hasson SIR.

$829,000
5 Beds ⋅ 3 Baths ⋅ 220224166 MLS
New Custom Home sits on over a quarter acre w/ a new ADU! This is two homes on one lot. The main house spans 1,591 sq ft. while the ADU offers an additional 700 sq ft. House showcases custom cedar ceiling panels in the hallway, living room and bedroom w/ elegant white beams. Kitchen is highlighted by a large island and butcher block counters. Home has a spacious laundry room. Dining area and island are adorned w/crystal light fixtures. Central heating & cooling split systems and gas fireplaces. Yards are professionally landscaped in front/rear yards. Sprinklers installed throughout the entire property. Large porch in front/back. ADU has a garage and heated storage area. Offset your mortgage or utilize it for multi-generational living, all without the constraints of any HOA fees. ADU has a smart waterfall workstation kitchen sink and beautiful laminate granite look counters. Homes have smart garage door openers and feature a heated garage w/ work station sinks. 7/15/26 completion

1938 NE Laughlin Road, Prineville

Listing courtesy of Realty One Group Discovery.

$1,650,000
4 Beds ⋅ 4 Baths ⋅ 220224079 MLS
This fully turnkey waterfront retreat sits on 1.08 private acres and offers proven short-term rental performance. Completely remodeled, the home was redesigned so nearly every room captures sweeping lake views. Property has years of financial history showing approximately $150,000 in rental income with strong summer occupancy & established bookings. This is a rare opportunity to own a lifestyle property with meaningful income potential. The home comfortably hosts 18-20 guests & features a main-level primary suite with heated floors & lake views, multiple guest rooms, and a custom bunk room. A spacious deck overlooks the water, while manicured lawn areas provide space for entertaining & relaxed lakeside afternoons. The oversized 3-car garage fits a boat & Sprinter van, and a flexible ADU above with private access. A 48-foot floating dock, two wells, cistern, and lake-fed filtration complete this exceptional lakefront offering.

10550 N Ochoco Highway, Prineville

Listing courtesy of The Agency Bend.

$5,500,000
3 Beds ⋅ 3 Baths ⋅ 220223785 MLS
Discover the beauty and potential of this incredible 2,090-acre ranch featuring 180 acres of irrigation and Ochoco Creek running through the property. The centerpiece is a stunning 3,200 sq ft custom log home, complemented by a charming 1,966 sq ft cottage--ideal for guests or multi-generational living. Historic charm abounds with an early 1900s barn, chicken coop, multiple ponds, and natural springs. Bonus: 9.87 acres zoned RR1 (1-acre min) offers exciting future development potential. A rare opportunity to own a legacy property--schedule your private tour today!

16305 N East Ochoco Highway, Prineville

Listing courtesy of Cascade Hasson SIR.

$1,250,000
220223699 MLS
3 duplexes on 3 seperate tax lots, sold together but can be financed seperatly with standard 30 year mortgages. 2 bed, 1 bath units with attached garage and lots of additional parking. Built in 1994 and well maintained with 2 units updated with flooring and interior paint. Remainder in good condition. On treed and landscaped lots with fencing. Landlord pays water, sewer and garbage. Tenants water and maintain landscaping on there unit. Property is on city water and sewer. All tenants have been in units for over a year and are due for a rent raise.

2334 NW McDougal Court 2320,2326,2334 Unit 2320,2326,2334, Prineville

Listing courtesy of RCI Real Estate Services, LLC.

$460,000
3 Beds ⋅ 2 Baths ⋅ 220223136 MLS
Breathtaking Prineville Reservoir views & endless outdoor recreation await! Situated on two lots totaling .36 acres, this renovated 3-bedroom, 2-bath home offers 1,792 sq ft of living space overlooking the lake. Just minutes to Jasper Point & Prineville Reservoir State Park boat launches, Ideal full-time residence, vacation getaway, or weekend retreat. Upper level features an open floor plan w/ stunning lake views, remodeled kitchen, cherry cabinetry, Corian counters, lg island w/eating bar, built-in china hutch, butler's area w/sink, dining area, LR w/ ductless heating/cooling, 2 bedrooms, bath & slider outdoors to capture lake views. Lower level includes a cozy FM RM, knotty pine ceilings, mini-split, bedroom, bath, utility & slider to lg paver patio. Detached garage w/workbench, carport, power for RV hookup, RV parking, terraced outdoor spaces & room to relax after a day of boating, fishing, kayaking & exploring Central Oregon's outdoor playground.

12276 SE Vista Loop, Prineville

Listing courtesy of Coldwell Banker Bain.

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