Compare best Airbnb in Prineville, OR from 100+ providers!

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Prineville, OR vacation rentals
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Best Vacation rentals and Airbnb offers in Prineville, OR

Choose the Right Family-Friendly Vacation Rentals in Prineville, OR

The right family vacation rental in Prineville, OR makes all the difference, keeping you close to top city attractions.

Beach Bungalow In Prineville, Or - Prineville, OR
9.7 99 reviews
Prineville, OR
10/06 – 10/11
$153/nighttotal: $765 (5 )

Beach Bungalow In Prineville, Or

1 2
apartment , Prineville
This charming house is located in Prineville, Oregon, within easy reach of downtown, rodeos, horse races, and the nearby mountains and lakes. It has consistently received excellent ratings for cleanliness, location, and overall experience.
The house offers two bedrooms and one bathroom, accommodating up to four guests comfortably. It features a full kitchen, laundry room, and a unique bathroom with a walk-in shower, making it a great option for families or groups looking for a comfortable and convenient stay.
Pioneer By Avantstay Magnificent Home Located In The Brasada Ranch Community - Prineville, OR
9.5 76 reviews
Prineville, OR
10/06 – 10/11
$949/nighttotal: $4745 (5 )

Pioneer By Avantstay Magnificent Home Located In The Brasada Ranch Community

4 2
house , Pronghorn
This family-friendly vacation home is located just 25 kilometers from Pronghorn Golf Courses, the Deschutes County Fairgrounds Expo Center, and Redmond Lockers and Custom Meats, offering a peaceful escape in the mountains. This property has received excellent ratings for user experience, location, and cleanliness.
The house features 4 bedrooms and 3 bathrooms spread across 2,760 square feet. Amenities include a swimming pool, jacuzzi, tennis court, fireplace, barbecue grills, and a fitness center, providing plenty of opportunities for relaxation and recreation.
Brasada Quail Run - Sleeps 10, Bicycles, Pingpong - Prineville, OR
10 7 reviews
Prineville, OR
10/06 – 10/11
$536/nighttotal: $2680 (5 )

Brasada Quail Run - Sleeps 10, Bicycles, Pingpong

4 2
apartment , Pronghorn
This four-bedroom, three-bathroom vacation home in Powell Butte, Oregon, is located within 15 miles of Redmond attractions like the Deschutes County Fairgrounds Expo Center and several golf courses, including the Pronghorn Golf Club.
This 10-guest property boasts two swimming pools (indoor and outdoor), a private garden with barbecue grills, free WiFi, and a fully equipped kitchen; nearby activities include exploring the Redmond Caves Recreation Area.
High Desert Home With Mountain Views - Prineville, OR
10 72 reviews
Prineville, OR
10/06 – 10/11
$364/nighttotal: $1820 (5 )

High Desert Home With Mountain Views

4 2
apartment , Pronghorn
This mountain vacation rental is located just 16 miles from Redmond, offering easy access to attractions like the Redmond Lockers and Custom Meats, Deschutes County Fairgrounds Expo Center, and Redmond Caves Recreation Area. Guests consistently rate this property as excellent, highlighting its comfortable accommodations and convenient amenities.
The house features 3 bedrooms and 2 bathrooms, comfortably accommodating up to 8 guests. Enjoy a fully equipped kitchen, a cozy fireplace, a private terrace, and a tennis court, perfect for relaxing and entertaining.

Best Prineville, OR vacation rentals with parking

Brasada Ranch | High Desert Modern Luxury | Sauna - Prineville, OR
10 16 reviews
Prineville, OR
10/06 – 10/11
$571/nighttotal: $2855 (5 )

Brasada Ranch | High Desert Modern Luxury | Sauna

4 2
apartment , Pronghorn
This Pronghorn mountain home, located within 16 miles of Redmond Caves Recreation Area and Pronghorn Golf Club, offers easy access to local attractions.
This 2850-square-foot vacation rental boasts four bedrooms, four bathrooms, a fitness center, swimming pool, and can comfortably accommodate eight guests with added amenities including a game room and barbecue grills.
Brasada Ranch Cabin, Queen Suite, Bunk Room, Private Decks, Patio, Resort Amenit - Prineville, OR
Prineville, OR
10/06 – 10/11
$581/nighttotal: $2905 (5 )

Brasada Ranch Cabin, Queen Suite, Bunk Room, Private Decks, Patio, Resort Amenit

2 2
cabin , Pronghorn
This Brasada Ranch Resort cabin in Powell Butte offers easy access to Bend's Old Mill District and is conveniently located near Pronghorn and Juniper golf courses.
The 1500-square-foot home features two bedrooms, two bathrooms, and sleeps eight, boasting a fully equipped kitchen, two fireplaces, a queen suite with a soaking tub, and access to resort amenities including pools, a fitness center, and a spa.
Panoramic Cascade Views From A Sprawling Residence In Brasada Ranch - Prineville, OR
9.8 14 reviews
Prineville, OR
10/06 – 10/11
$958/nighttotal: $4790 (5 )

Panoramic Cascade Views From A Sprawling Residence In Brasada Ranch

6 2
apartment , Pronghorn
This 4000 sq ft Pronghorn residence in Powell Butte offers unobstructed Cascade Mountain views and is a 30-minute drive from Bend's dining and breweries.
This family-friendly apartment sleeps 14 with 6 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a swimming pool, terrace, garden, sauna, and parking, plus access to Brasada Ranch Resort amenities.
Brasada Ranch Retreat  Hot Tub + Views + Resort Access | Hat Rock Loop - Prineville, OR
10 2 reviews
Prineville, OR
10/06 – 10/11
$386/nighttotal: $1930 (5 )

Brasada Ranch Retreat Hot Tub + Views + Resort Access | Hat Rock Loop

1 2
apartment , Pronghorn
This Pronghorn vacation home, near Powell Butte, Oregon, is a 25-minute drive from the Deschutes County Fair & Expo Center and a 28-minute drive from the Pronghorn Golf Club.
This 495-square-foot, one-bedroom, one-bathroom property sleeps two guests and features a kitchen with microwave and dishwasher, a swimming pool, a hot tub, a terrace, and free Wi-Fi; on-site amenities include a fitness center.

Frequently Asked Questions about vacation rentals in Prineville, OR

  • What are some interesting places to visit in or near Prineville, OR?

    Prineville is a great place to visit! You can check out the Prineville Reservoir, a popular spot for fishing and boating. If you're looking for something a bit more historical, visit the Ochoco Museum, where you can learn about the history of the area. For a unique experience, head to the Prineville Airport, where you can watch planes take off and land.
  • What are the best Airbnb and vacation rentals in Prineville, OR?

    Gateway To Painted Hills Downtown Prineville Loft, The Little House In Prineville and High Desert Inn are the most popular Airbnb and vacation rentals in Prineville, OR among travelers.

  • Which walking or cycling routes are the best in Prineville, OR?

    The Prineville River Trail is a great option for a leisurely walk or bike ride. It follows the Crooked River for a few miles and offers stunning views of the surrounding mountains. If you're looking for a more challenging ride, try the Prineville to Sisters bike route, which is about 40 miles long.
  • What are the most popular Airbnbs in Prineville, OR?

    Among the Airbnbs in Prineville, OR, Gateway To Painted Hills Downtown Prineville Loft, The Little House In Prineville and High Desert Oasis are the most popular ones.

  • What sports or outdoor activites can visitors enjoy in and around Prineville, OR?

    Prineville is a great place for outdoor enthusiasts! You can go hiking, fishing, camping, and horseback riding. If you're feeling adventurous, try rock climbing at Smith Rock State Park, which is just a short drive from Prineville. There are also plenty of opportunities for mountain biking and off-roading in the area.
  • What are the best rentals for families and kids in Prineville, OR?

    Cute And Updated Downtown Duplex and Vintage Vibes In Downtown P-town are the best vacation rentals for families and kids in Prineville, OR.

  • What other towns or cities can be easily accessed from Prineville, OR?

    Prineville is a great base for exploring central Oregon. You can easily drive to Bend, Redmond, and Sisters, all of which have their own unique charm. You can also visit the High Desert Museum, which is just a short drive from Prineville.
  • What are the best rentals or Airbnbs with a jacuzzi in Prineville, OR?

    The best vacation rental or Airbnb with a jacuzzi in Prineville, OR is The Little House In Prineville.

  • What amenities are commonly available in vacation rentals in Prineville, OR?

    Vacation rentals in Prineville typically offer a wide range of amenities, including kitchens, laundry facilities, and outdoor spaces. Some rentals also have hot tubs, fireplaces, and private decks. You can find vacation rentals of all sizes, from cozy cabins to spacious homes.
  • What time of year is best to rent a vacation rental Prineville, OR?

    The best time to visit Prineville is during the summer, when the weather is warm and sunny. However, spring and fall can also be great times to visit, as the crowds are smaller and the scenery is beautiful. If you're looking for a winter getaway, Prineville can be a good option, as the snow is usually light and there are plenty of opportunities for snowshoeing and cross-country skiing.

Destinations nearby

Guest-Favorite Vacation Rentals with a Terrace in Prineville, OR

Enjoy stunning views from your private terrace when you book one of these vacation rentals in Prineville, OR.

Panoramic Cascade Views From A Sprawling Residence In Brasada Ranch - Prineville, OR
9.8 14 reviews
Prineville, OR
10/06 – 10/11
$958/nighttotal: $4790 (5 )

Panoramic Cascade Views From A Sprawling Residence In Brasada Ranch

6 2
apartment , Pronghorn
This 4000 sq ft Pronghorn residence in Powell Butte offers unobstructed Cascade Mountain views and is a 30-minute drive from Bend's dining and breweries.
This family-friendly apartment sleeps 14 with 6 bedrooms, 2 bathrooms, a full kitchen, air conditioning, a swimming pool, terrace, garden, sauna, and parking, plus access to Brasada Ranch Resort amenities.
Noble House By Stahancyk House - Prineville, OR
Prineville, OR
10/06 – 10/11
$442/nighttotal: $2210 (5 )

Noble House By Stahancyk House

1 2
house , Prineville
This house is located 17 miles from Redmond Municipal Airport.
This 1500 square foot vacation home offers 1 bedroom, 2 bathrooms, and accommodates up to 13 guests with complimentary WiFi, private parking, and a fully equipped kitchen.
Brasada Ranch Retreat  Hot Tub + Views + Resort Access | Hat Rock Loop - Prineville, OR
10 2 reviews
Prineville, OR
10/06 – 10/11
$386/nighttotal: $1930 (5 )

Brasada Ranch Retreat Hot Tub + Views + Resort Access | Hat Rock Loop

1 2
apartment , Pronghorn
This Pronghorn vacation home, near Powell Butte, Oregon, is a 25-minute drive from the Deschutes County Fair & Expo Center and a 28-minute drive from the Pronghorn Golf Club.
This 495-square-foot, one-bedroom, one-bathroom property sleeps two guests and features a kitchen with microwave and dishwasher, a swimming pool, a hot tub, a terrace, and free Wi-Fi; on-site amenities include a fitness center.
All Things Outdoor W Epic Mountain Views, Lakes, Breweries,wineries & More - Prineville, OR
10 4 reviews
Prineville, OR
10/06 – 10/11
$599/nighttotal: $2995 (5 )

All Things Outdoor W Epic Mountain Views, Lakes, Breweries,wineries & More

5 2
apartment , Prineville
This 4-bedroom house in Prineville provides 4200 square feet of living space and accommodates up to 10 guests, featuring air-conditioned bedrooms with fireplaces and balcony access offering scenic vistas. The property is situated near Ochoco Wayside State Park and Smith Rock State Park, with winter activities like cross-country skiing and snowboarding available nearby.

Top-Rated Pet-Friendly Vacation Rentals in Prineville, OR

Stay in a pet-friendly vacation rental in Prineville, OR situated near dog parks and city walks, ensuring a comfortable stay for both you and your pet.

The One Above The Rest W/game Room - Prineville, OR
9.9 77 reviews
Prineville, OR
10/06 – 10/11
$404/nighttotal: $2020 (5 )

The One Above The Rest W/game Room

1 2
apartment , Prineville
This apartment is located in downtown Prineville, close to restaurants, shops, and within easy reach of Bend, Smith Rock, and the Painted Hills. Guests have consistently rated this property excellent for its location, cleanliness, and overall experience.
The apartment features 4 bedrooms and 3 bathrooms, comfortably accommodating up to 14 guests. Amenities include a fully equipped kitchen, a game room with a pool table, darts, and arcade machines, a spacious living area, and a backyard currently under construction.
Court St. Cottage | Downtown Prineville - Prineville, OR
9.9 94 reviews
Prineville, OR
10/06 – 10/11
$285/nighttotal: $1425 (5 )

Court St. Cottage | Downtown Prineville

1 2
apartment , Prineville
Court Street Cottage is located in downtown Prineville, just a short walk from the historic Crook County Courthouse, offering easy access to restaurants, shops, and cafes. This charming cottage boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
This two-bedroom, two-bathroom vacation rental comfortably accommodates up to four guests. Enjoy amenities like a fully equipped kitchen, a private patio, and air conditioning, as well as access to nearby hiking, biking, and fishing opportunities in the Ochoco Mountains and Crooked River Backcountry.
Hot Tub & Golf Access Nearby | Starview At Brasada Ranch Resort By Avantstay - Prineville, OR
9.4 30 reviews
Prineville, OR
10/06 – 10/11
$1086/nighttotal: $5430 (5 )

Hot Tub & Golf Access Nearby | Starview At Brasada Ranch Resort By Avantstay

4 2
apartment , Pronghorn
This family-friendly vacation home is located just a short drive from Pronghorn Golf Courses, Redmond Lockers and Custom Meats, and the Deschutes County Fairgrounds Expo Center, all within 20 miles. The resort has excellent user ratings.
The Starview At Brasada Ranch Resort By Avantstay |Hottub & Close To Golf! offers 4 bedrooms and 3 bathrooms, accommodating up to 10 guests. Enjoy amenities like a hot tub, barbecue grills, a fitness center, a tennis court, and a swimming pool, perfect for a relaxing getaway.
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