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Holiday rentals in Pilot Rock

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Top-rated holiday rentals in Pilot Rock

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A cabin features warm lighting strung above the deck, illuminating its exterior walls and inviting seating areas. Large windows provide a glimpse into the interiors, while the surrounding space is open and rural, enhancing the peaceful setting at night.
Home in La Grande
4.99 out of 5 average rating, 234 reviews

Trailside! The Owl’s Nest at Mt Emily Rec Area

3 bedroom (6 beds) cabin tucked in the woods next to Mount Emily Recreation Area (3,700 acres of recreation and miles of free trails) - just minutes from town. Enjoy hiking, biking, and skiing right out the front door. Host a dinner party in the large kitchen, or cook on the BBQ under the covered deck while your dogs play in the fenced yard. Finish your day cozied up next to the wood stove while the kids enjoy a movie in the bunk room. Dedicated workspace, and very fast Starlink internet onsite.

Top guest favourite
Bungalow in La Grande
4.97 out of 5 average rating, 208 reviews

Cozy base camp in The Big Pets love it! EOU!

Venture out! Hike the Eagle Caps & Elkhorns, ski Anthony Lakes, raft the Grande Ronde, soak at historic Hot Lake & explore the exquisite nature of The Big (local-speak for the Grande Ronde Valley). Stay in! Tuck in with Charlotte’s 300+ books & movies. You’re just blocks from EOU and right up the street from the downtown hub. Tucked up against the foothills, wild turkeys and deer are regular visitors! **We are adamant Diversity, Equity, and Inclusion supporters!** And, we are PET FRIENDLY!

Top guest favourite
A two-story townhome is presented from an elevated angle, showcasing a wooden deck with a railing and steps leading to the entrance. Green foliage and a small tree add natural elements to the landscape, complemented by a blue door and large windows that offer ample light.
Townhouse in Pendleton
4.92 out of 5 average rating, 111 reviews

Peanut Butter Cup on the Hill, 1.2 mi to Round Up

Enjoy some quiet time in this private townhome playing ping-pong, Wii, board games, or ring darts. Better yet, send the kids to play while you relax on the deck by the fire pit under the lights. Or cozy up by one of the two indoor electric fireplaces. Bedroom 1- Queen bed, walk in closet, dresser, sink and mirror with door to the shared bathroom. Bedroom 2- Queen bed, closet, dresser Basement (bedroom 3)- Queen bed, futon, small closet, bathroom with shower, laundry room, access to game room.

Top guest favourite
A single-story home is presented with a light grey exterior, a welcoming front porch, and a neatly landscaped yard featuring green grass and potted plants. A driveway provides access to a garage, while a fenced area is visible to the side.
Home in Pendleton
4.99 out of 5 average rating, 225 reviews

Elegant Western Home 3BR 2BA

Easy to find 3bd 2ba home just a short distance from the freeway exit, located in a safe quiet neighborhood with fenced backyard and view of the city. Perfect for guests with children or a relaxing stay for adults. Enjoy being within minutes to local downtown shops, businesses and restaurants, Underground Tours, Children's Museum Round-Up grounds and Happy Canyon. Also located within 6 miles is Wild Horse Casino & Resort. Golfing, Movie theater, Bowling, Family Fun Plex, restaurants and more.

Guest favourite
A welcoming bunkhouse is set amidst lush green grass, with two pink chairs positioned on the front porch. Surrounding trees provide shade, while the structure features a wooden deck and a traditional roof. A sense of tranquility is enhanced by the open outdoor space.
Tiny home in Pilot Rock
4.96 out of 5 average rating, 339 reviews

McKay Creek Bunkhouse

Welcome to McKay Creek Bunkhouse. We are located on McKay Creek 11 miles from the heart of Pendleton, Oregon. This 1900 bunkhouse is situated near the blue mountains and is recognized by the state of Oregon as part of our century farm which is still a working farm. The bunkhouse is surrounded by a couple of acres of grass and wheat fields. Locate just down from the mouth of McKay Reservoir you may see geese, turkeys and deer to name a few wildlife that visit the area. Come and relax.

Guest favourite
A spacious studio layout is shown, featuring a comfortable bed with light bedding and a gray sofa positioned nearby. Warm lighting emanates from ceiling fixtures, while a small table and decorative items are visible. A TV is mounted on the wall, adding to the cozy atmosphere.
Flat in Pendleton
4.91 out of 5 average rating, 99 reviews

Cozy Pendleton Studio Hideaway

Welcome to your cozy Pendleton retreat! Perfect for two, this spacious studio offers all the comforts of home, complete with your own private driveway and entrance. Relax with a movie on the TV or stay connected with high-speed WiFi. The kitchenette is equipped with a microwave, hot plate, toaster oven, and all the essential cooking tools, making it easy to whip up a meal. Whether you're here to explore or unwind, this studio provides a comfortable and convenient base for your stay.

Guest favourite
Flat in Pendleton
4.92 out of 5 average rating, 286 reviews

*Cozy Downtown Stay* (Private apt. Self check-in)

Beautiful, large apartment located in the heart of Pendleton. This beautiful apartment is stylishly decorated with a relaxing feel. It is fully equipped for a long term stay or a short term comfortable stay. Centrally located to multiple bars, restaurants; walking distance from Pendleton underground tours, Umatilla River levy, Pendleton Center for the Arts, children’s museum & a 15 min walk to Pendleton Round-up. Perfect location for people who want explore or simply relax.

Top guest favourite
The exterior of Weston Mountain Lodge showcases warm wooden siding, adorned with large windows that provide ample natural light. A well-kept lawn features colorful flowers, and deck furniture awaits outdoor relaxation. Tall trees surround the property, enhancing the lodge's natural setting and providing a sense of privacy.
Home in Weston
4.99 out of 5 average rating, 126 reviews

Weston Mountain Lodge in the Blue Mountains

Weston Mountain Lodge is a grand, open space full of natural light that feels intimate and cozy too. A group of friends or families as well as a couple or an individual would all feel at home here. The house and land inspire reflection and serenity. Weston Mountain Lodge feels magical and “other worldly” - a quiet oasis tucked off life’s busy path. The Lodge is a perfect place to disconnect so you can reconnect, where you can build traditions and create lasting memories.

Top guest favourite
A welcoming entrance showcases a bright yellow door adorned with a floral wreath. A doormat with the word 'hi!' greets visitors, while a decorative sign reading 'STAY awhile' adds to the inviting atmosphere. Soft gray siding lines the entrance.
Home in Pendleton
4.95 out of 5 average rating, 323 reviews

Stay Awhile - Pet Friendly, Fenced Yard

Welcome to Pendleton! We are excited to have you stay and hope you enjoy this home away from home. Our shabby-chic abode is family and pet friendly, and the perfect space to relax while you stay in our Northeastern Oregon town. Our location places you within minutes of anything you may want to do here or anywhere you may want to be. This 3-bedroom, 1-bath comfortably houses 6 people; Making it perfect for your family or a small group.

Guest favourite
The kitchen features light-colored cabinetry and a countertop with a double sink. Open shelves display dishware. Appliances include a microwave and a dishwasher. Natural light enters from a nearby window, with floral curtains adding a touch of color. A door leads to the outside.
Cottage in Pendleton
4.98 out of 5 average rating, 171 reviews

*The Garden House* Adjustable bed•fire pit•Bbq

Welcome to the Garden House Take it easy at this unique and tranquil getaway, this updated two bedroom home with a vintage flair. Gas fireplace, Hi speed internet off street parking with lit entrance. Feel comfortable with Enhanced cleaning and high end bedding. Easy access from Hwy 84 and OR-11. 11 minutes to wildhorse casino and minutes to downtown and Pendleton Round - up Grounds and Happy Cannon.

Top guest favourite
The exterior of the house exhibits a welcoming blue facade with white trim and a prominent entrance featuring a covered porch. Bright flower pots with pink blooms are placed at the base of the steps, while decorative stones and landscaping enhance the curb appeal.
Home in Pendleton
4.98 out of 5 average rating, 240 reviews

Creekside Cottage with EV Charger

House has a country/farm feel but is located right in town, just minutes away from restaurants, shopping, and the Round-Up grounds. House has a deck with a barbecue grill and back yard which look out over the beautiful McKay Creek. Chickens, cows and pigs on the property. Small horse pasture available. Room for kids to play. Kitchen is fully stocked with everything you need to prepare meals.

Superhost
A cozy interior space features wooden walls and a warm wooden ceiling. A compact dining table is positioned next to a wall-mounted TV, while a rocking chair is placed by the window. A wood-burning stove and fan are visible, enhancing comfort and functionality.
Cabin in Ukiah
4.88 out of 5 average rating, 103 reviews

Cozy Log Cabin in Ukiah

The Ukiah Log Cabin was newly renovated in 2018 by a master contractor (my dad). Sleeps 4 people with a queen bed in the main room and second queen bed in the loft upstairs, accessed by pullout staircase. The couch also pulls out to accommodate 1-2 kids. One bathroom with walk-in shower. The kitchenette has a 2-burner stovetop, microwave, and small fridge, with a BBQ out back (no oven).

Popular amenities for Pilot Rock holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Umatilla County
  5. Pilot Rock