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Pet-friendly holiday rentals in Prineville

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Quick stats about holiday rentals that are pet-friendly in Prineville

  • Total holiday rentals

    Explore 10 holiday rentals in Prineville

  • Nightly prices starting at

    Prineville holiday rentals start at €86 per night before taxes and fees

  • Verified guest reviews

    Over 790 verified reviews to help you choose

  • Family-friendly holiday rentals

    10 properties offer extra space & child-friendly amenities

  • Wifi availability

    10 of Prineville holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Prineville rentals

  • 4.8 Average rating

    Prineville stays are highly rated by guests – averaging 4.8 out of 5!

Top-rated pet-friendly home rentals in Prineville

Guests agree: these pet-friendly homes are highly rated for location, cleanliness and more.

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Top guest favourite
The lookout tower is framed by green trees, featuring multiple wooden decks and a spacious entryway. Steps lead up to the main entrance, and large windows provide glimpses of the interior overlooking the natural landscape.
Home in Terrebonne

Cozy Three Story Lookout Tower

Thank you for your interest in The Cozy Lookout Tower! Our unique vacation home is really a destination location rather than just a place to stay while you explore the area. Many of our guests are repeat guests that use our home as a place to recharge, relax, cook, read, talk, play games and connect with that special someone. There are some lovely hikes in the area, we encourage you to bring your dog and enjoy the beautiful surroundings by taking some hikes then returning for a soak in the tub!

4.98 out of 5 average rating, 983 reviews
Top guest favourite
Home in Bend

Butler Corner - New, Clean & Minutes From Downtown

Relax and enjoy all that Central Oregon has to offer in this nice, clean and newer 2019 built home. Butler Corner is located in Midtown and sits on a corner lot in a nice quiet and charming neighborhood just minutes from Downtown. We invite you to stay a while in this comfortable space and think of it as your home away from home. ***Please keep an eye out for posted road signs, I recommend using Google or Apple Maps to help navigate the temporary one-way directions. Completion late Fall 2026

4.97 out of 5 average rating, 245 reviews
Guest favourite
A cozy living area features a spacious bed with a plaid bedding set, situated beside a large window that allows natural light to fill the room. A comfortable recliner sits nearby, complemented by rustic wood accents and a decorative area rug.
Ranch in Prineville

Cozy ranch bunkhouse in Ochocos at Wine Down Ranch

With 2100 acres nestled against the Ochoco NF, our ranch is a family-owned working ranch. Dark sky certified. Amazing view of the Milky Way and stars. Scenic meadows, managed forest lands, and rock vistas make up the landscape. Enjoy the slow-paced country lifestyle in an authentic ranch setting with horses, cows and dogs. Guests are welcomed and encouraged to enjoy the whole property. Many hiking areas and views to explore. Usual snowy winters make great fun for cc skiing and snow shoeing.

4.93 out of 5 average rating, 425 reviews
Top guest favourite
A bright living space is highlighted by large windows allowing natural light to fill the room. Comfortable seating options, including a blue sofa and various chairs, are arranged around a rustic coffee table. A television stands in the corner, enhancing the casual atmosphere.
Home in Terrebonne

Smith Rock Gardens

You'll enjoy the main house with the best views of Smith Rock and the Cascade mountains. Smith Rock State Park is literally across the street. A great location for outdoor activities at the park or in the region. Hike, climb, bike, walk or jog around the park. Sip tea inside and watch the animals. Perfect for artist and photographers. Relax on the deck or enjoy a sunset BBQ with gorgeous views. Owners live in adjoining unit. Separate entrance. Instagram: @smithrockgardens DCCA Tax# 1784

4.98 out of 5 average rating, 296 reviews
Top guest favourite
A cozy living area features a wooden cabinet housing books and a television. A small dining table with two chairs is positioned by a window, while a colorful area rug adds warmth to the tile floor. A door leads to another room.
Home in Prineville

Beach Bungalow in Prineville, OR

Bring the whole family to this great place with lots of room for fun. We welcome you to our stucco built Oasis in the high desert! Two roomy bedrooms with living room, full kitchen and laundry room, and bathroom with huge walk in shower. Private entrance and parking available. So much to do in the heart of central Oregon- stay for the rodeos, horse races, enjoy our quaint downtown, many outdoor activities, a short trip to the mountains and lakes. Come enjoy Prineville and stay with us! ❤️

4.87 out of 5 average rating, 108 reviews
Guest favourite
The living area features a brick fireplace as a focal point, surrounded by comfortable seating options. A coffee table sits in front of a couch with a soft throw. Natural light enters through large windows, and a door leads to the exterior.
Home in Redmond

The Little Red Chimney House - 3 BR 2 BA

Originally built in 1944, this is a wonderfully furnished bungalow with 3 queen bedrooms and 2 full bathrooms, which I completely renovated and remodeled. It is a stone's throw from Fred Meyers grocery store and Cascade Lakes Brewery, and within easy walking distance to downtown. This house is at the hub of Central Oregon and sits at the crossroads between Bend (14 miles), Prineville (20 miles), and Sisters (20 miles) and is 10 miles from Smith Rock and 2 miles from the Airport.

4.87 out of 5 average rating, 515 reviews
Guest favourite
A studio cabin is positioned on a deck overlooking a canyon, surrounded by native plants. Two wooden chairs are placed on the deck, providing a space to absorb the expansive mountain views in the distance. The structure features a large window reflecting the evening light.
Cabin in Culver

Cabin on The Rim

Take it easy at this unique and private getaway. This off the grid studio cabin is located just 10 minutes from Smith Rock and 10 minutes from Lake Billy Chinook. It is positioned on the edge of the Crooked River Gorge with breathtaking views of the canyon. Near the cabin is a trail head to a private hiking trail that takes the adventurer down into the canyon where the scenery is otherworldly. Enjoy a sunset with full cascade Mountain View’s, green pastures, and grazing horses.

4.9 out of 5 average rating, 302 reviews
Top guest favourite
A small balcony is visible, featuring two woven chairs and a round blue table. Panoramic views of the surrounding landscape and distant trees can be seen, with clouds casting soft shadows over the scene and sunlight filtering through the open space.
Flat in Redmond

Cascade View Suite · Balcony · Smith Rock

Wake up to a wide Cascade Mountain view from this quiet upstairs studio on the rimrock, minutes from town. Step onto your private balcony, then head out to Smith Rock. Keypad self check-in, then settle into a space with recliners, fast Wi-Fi for remote work, and a smart TV. A mini split keeps it cool in summer and warm in winter. Big windows and a large closet. Sleeps two, with a roll-away for a third on request, small extra fee. Well-behaved, house-trained dogs are welcome.

4.97 out of 5 average rating, 243 reviews
Top guest favourite
An expansive deck overlooks the Deschutes River canyon, featuring a hot tub and several outdoor seating areas. The rugged landscape is characterized by rocky cliffs and sparse vegetation, leading to a serene view of the river winding through the canyon.
Home in Terrebonne

Canyon House, Crooked River Ranch

Canyon House sits on the edge of the Deschutes River canyon and has a beautiful and scenic view of 11 mountains and peaks. Your home is a 2 bedroom and 2 bath 1450 sf manufactured home. It is attached to ours and Donna and I live on site family. Your privacy is my first rule and quiet is my second. Yet, you may see me watering plants or checking on the Spa. We are open for a 1 night minimum. Checkout time is strict to allow for cleaning and sanitizing on same day check ins.

4.97 out of 5 average rating, 523 reviews
Top guest favourite
A cozy master bedroom features a log queen bed with a green quilt. Two bedside tables with lamps provide soft lighting. A fan is positioned nearby, and a doorway leads to a bathroom area, emphasizing the spacious layout.
Home in Prineville

Visit Rip’s Cabin in the Heart of Prineville

Experience the best of Central Oregon in this stunning 2017 downtown Prineville home! Ideal for families and traveling working professionals, this charming residence offers a convenient location within walking distance of restaurants and shopping. After a day of work or exploration, relax and marvel at breathtaking sunsets and stargazing opportunities. With easy access to Bend, Smith Rock, and the Painted Hills, this is the perfect base for both adventure and productivity.

4.97 out of 5 average rating, 212 reviews
Top guest favourite
A cozy living area features a leather couch facing a propane stove, with a warm fire flickering. Two wooden stools are positioned at a small table, and a stack of magazines is displayed on a wooden coffee table. Natural light filters through the window.
Home in Redmond

"Little Pine Cabin" attached to my home.

MASTER SUITE Go hiking, fishing, sight seeing and enjoy upscale steak houses, Sushi Bars, food carts, all within a couple of miles. Then come back to your Little Pine Cabin. Enter into a comfortable living area with a vaulted knotty pine ceiling, propane stove, a dual reclining leather couch. Relax in front of the 42 inch flat screen, a well stocked coffee bar, microwave and a mini-fridge. Similar to a studio apartment. You will enjoy the space and quiet neighborhood.

4.96 out of 5 average rating, 739 reviews
Guest favourite
Home in Prineville

Court St. Cottage | Downtown Prineville

Welcome to Court Street Cottage, a one-of-a-kind and cozy home nestled in the heart of Downtown Prineville, Oregon! Walk to shops, restaurants and coffee houses. Located just a stone's throw away from the historic Crook County Courthouse, this charming cottage is the perfect gateway to the breathtaking beauty of the Ochoco Mountains, Painted Hills and the Crooked River Backcountry. Managed by Desert Sage Rentals LLC

4.96 out of 5 average rating, 105 reviews

Popular amenities for Prineville pet-friendly home rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Pet-friendly house rentals

Top guest favourite
A modern kitchen is showcased with a wooden countertop and several metal stools arranged in front. Open shelving holds dishware and kitchen essentials, while stainless steel appliances provide functionality. Large glass doors allow natural light to illuminate the space and offer views of the yard.
Home in Redmond

Dog friendly Home near parks and Dry Canyon

4.96 out of 5 average rating, 144 reviews
Guest favourite
A well-maintained two-story home is shown with light-colored siding and a neatly paved pathway. Lush green grass surrounds the entrance, which is adorned with vibrant flowering bushes. A small garage is visible on the right side of the house.
Home in Redmond

Large Group Comfort - 7 Separated Sleeping Areas!

4.94 out of 5 average rating, 191 reviews
Superhost
The exterior of the home displays a combination of dark blue siding and natural stone accents. A spacious front porch is featured, along with two garage doors and a wide paved driveway. The sloped roof adds to the home's structural interest.
Home in Redmond

Stunning mtn Views, sleeps 14, Hot tub, rec passes

4.84 out of 5 average rating, 129 reviews
Top guest favourite
A spacious backyard features a circle of comfortable outdoor seating surrounding a fire pit. The cozy home is visible in the background, with warm lights illuminating large windows. Lush green grass and well-maintained landscaping create a welcoming outdoor space.
Home in Bend

Spacious Pet-Friendly Home • Fire Pit • Fenced Yd

4.98 out of 5 average rating, 348 reviews
Guest favourite
Home in Bend

Charming east side house, with hot tub.

4.88 out of 5 average rating, 446 reviews
Top guest favourite
The front exterior of the newly constructed home features a welcoming entrance with large glass doors framed by warm lighting. A landscaped pathway of stones leads to the entrance, surrounded by gravel and desert flora, under a colorful twilight sky.
Home in Bend

SAGE HAVEN* Hot tub* Mountain Views* Sleeps 8

4.94 out of 5 average rating, 160 reviews
Top guest favourite
A spacious outdoor patio features a built-in BBQ station, surrounded by loungers and an outdoor dining table. A natural gas firepit sits at the center, with seating around it, offering a relaxing atmosphere amid landscaped greenery and trees.
Home in Bend

Tall Pine Tuckaway! Hot tub, EV charge, RV hookup

4.99 out of 5 average rating, 123 reviews
Superhost
The serene river flows gently past a mixture of rocks and vegetation, framed by tall pine trees. In the background, a spacious home is visible, elevated on a slight hill. The sky shows a gradient of colors as the sun sets, enhancing the peaceful atmosphere of the landscape.
Home in Sisters

River front Sanctuary

4.9 out of 5 average rating, 104 reviews

Pet-friendly home rentals with a pool

Top guest favourite
An open living area is displayed, featuring a dark leather sofa and a wooden coffee table. A dining area with wooden chairs is seen in the background, along with a well-equipped kitchen that is partially visible. Natural light brightens the space, highlighting the warm wood flooring.
Townhouse in Redmond

Eagle Crest townhome Dog friendly-sleeps up to 6

4.96 out of 5 average rating, 139 reviews
Top guest favourite
A cozy living area features large windows with sheer curtains allowing natural light. A stack stone gas fireplace serves as a focal point beside a TV unit. Comfortable seating options include a pair of sofas and a rustic dining table adorned with greenery.
Townhouse in Redmond

Creekside Escape at Eagle Crest Golf Resort

4.94 out of 5 average rating, 122 reviews
Guest favourite
Place to stay in Redmond

Cozy 2BR Townhome in Eagle Crest w/ Hot Tub!

4.88 out of 5 average rating, 268 reviews
Top guest favourite
Home in Bend

Private Indoor Pool + Hot Tub | Game Room

4.97 out of 5 average rating, 194 reviews
Guest favourite
The living area features leather sofas arranged around a stone fireplace, providing a cozy gathering space. An entertainment unit houses a flat-screen TV, while warm lighting enhances the wood accents. A decorative area rug adds texture to the carpeted floor.
Chalet in Redmond

Eagle Crest Luxury Chalet w/Private Hot Tub&Garage

4.9 out of 5 average rating, 191 reviews
Guest favourite
A shaded deck area features a striped umbrella over a black dining table with four chairs. A private hot tub is positioned to one side, and expansive views of green fairways and tall trees are visible in the background.
Townhouse in Redmond

Eagle Crest-w/private hot tub/Resort passes!

4.88 out of 5 average rating, 306 reviews
Guest favourite
A charming house exterior features a welcoming front porch with two chairs. Lush green shrubs surround the entrance, complemented by manicured landscaping. The roof is gabled, and large windows provide a glimpse of the cozy interior. Nearby, trees add to the natural setting.
Home in Sisters

Single level, pet friendly, downtown, cute cottage

4.85 out of 5 average rating, 176 reviews
Top guest favourite
A spacious living area is highlighted by large windows that allow ample natural light. A cozy seating arrangement featuring a patterned chair faces a TV on a wooden stand. A dining table accommodates several guests, while wooden accents enhance the room's warmth.
Apartment in Bend

Luxury in the Forest

4.91 out of 5 average rating, 454 reviews

Private, pet-friendly home rentals

Guest favourite
A log cabin with a large front deck extends to the outdoors, surrounded by natural landscaping. The structure features a sloped roof and large windows that invite ample sunlight. Tall trees and rocky terrain complement the tranquil setting.
Cabin in Terrebonne

Steelhead Falls Log Cabin

4.98 out of 5 average rating, 339 reviews
Guest favourite
A spacious deck is framed by a wooden pergola, featuring two individual chairs positioned for relaxation. Wide windows of the cottage allow natural light to fill the space, while the surrounding landscape reveals expansive views of native plants and shrubs, enhancing the overall tranquility.
Cottage in Terrebonne

Quiet central Oregon desert retreat with a view!

4.9 out of 5 average rating, 344 reviews
Guest favourite
The living room features a combination of modern and rustic decor, including a brown leather sofa, a wooden coffee table, and a cozy area rug. A flat-screen TV is mounted on the wall, with large windows allowing natural light to brighten the space.
Bungalow in Redmond

1918 Bungalow | Modern Renovation•Walk to Downtown

4.92 out of 5 average rating, 660 reviews
Guest favourite
A side view of the guesthouse is showcased, featuring a blue exterior and a fenced area. Planters with fresh greenery are positioned along the pathway, which is lined with mulch, enhancing the outdoor space. A grassy area is visible in the background.
Guest house in Terrebonne

Compound Coziness...Terrebonne Guesthouse

4.9 out of 5 average rating, 303 reviews
Guest favourite
A cozy seating area is presented with a gray armchair beside a small white dining table. A decorative mirror and greenery adorn the wall, while sunlight filters through a nearby window, illuminating the space. A rug adds warmth to the wooden floor.
Cottage in Redmond

Blossom Cottage Studio

4.92 out of 5 average rating, 179 reviews
Top guest favourite
The exterior of a cozy house is framed by a large tree and features a welcoming front porch with a shaded area. A fenced yard surrounds the property, while landscaped areas enhance the outdoor space. The setting offers a blend of relaxation and privacy.
Bungalow in Redmond

DownTown Hub Dog-Friendly

4.98 out of 5 average rating, 242 reviews
Superhost
A modern kitchen area features a stainless steel stove, refrigerator, and wooden dining table with two stylish chairs. Decorative plants and light wooden accents add warmth to the space, while patterned wallpaper enhances the design, creating a cozy atmosphere.
Tiny home in Bend

The Oasis Airstream

4.88 out of 5 average rating, 409 reviews
Guest favourite
A cozy bedroom features a queen bed with a textured white blanket, accented by colorful pillows. A tree-themed wall art hangs above the bed, while natural light streams through a window covered by orange curtains. A small nightstand hosts a lamp and a plant.
Guest suite in Terrebonne

High Desert Adventure Suite

4.84 out of 5 average rating, 322 reviews