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Holiday houses 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 charming bungalow is softly illuminated by warm outdoor lights, highlighting its welcoming façade. A clear pathway leads to the front porch, surrounded by lush green grass and trees, with a vibrant sunset sky adding a touch of color in the background.
Home in College Place
5 out of 5 average rating, 117 reviews

Lux Boho Bungalow in Walla Walla, Washington

CASA LUNA ~ Welcome to our luxury bungalow with bamboo flooring, modern amenities, and a Hot Springs 52-jet Hot Tub. Indulge in a spa-like rain shower with Italian rain-textured wall tile. Two queen beds in lockable rooms with windows and greenery. Kitchen, bar, & open dining room with high end appliances & entertainment on a 65” 4K TV. Spacious rear porch for outdoor living & private hot tub. Experience ultimate relaxation just walking distance from WWU & 5 minute drive to downtown Walla Walla!

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, 230 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
A wooden deck features two Adirondack chairs, positioned to overlook a vast expanse of rolling hills and dense pine forest. The setting sun casts a warm glow over the landscape, highlighting the natural beauty of the surrounding area.
Cabin in Walla Walla
4.95 out of 5 average rating, 283 reviews

Wine Country Mountain Cabin Retreat up Mill Creek

If you are looking for a unique and quintessential Airbnb experience, you have found it! This cabin is a very private retreat for a romantic get-away, a gathering with friends, or for a special occasion. You will enjoy views of the surrounding pine forest in a tasteful, modern, and updated cabin with every amenity. Drive just minutes to the restaurants and wine tasting attractions in Walla Walla, or stay home and cook, barbecue, enjoy one of three outside decks, or take a walk in the woods.

Top Guest favourite
Home in Pendleton
4.99 out of 5 average rating, 213 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.

Top Guest favourite
A bright living area features a cozy sofa adorned with decorative pillows. A wooden cabinet displays various items, while a small table provides additional space. Light streams in through the window, highlighting the rich textures of the flooring and the simple decor.
Guesthouse in Milton-Freewater
5 out of 5 average rating, 111 reviews

Luxurious farm retreat: private guesthouse

Located in the heart of farmland & orchards, this 2nd story retreat overlooks a creek & park like grounds. The stand-alone building with private entrance boasts 800 sq ft of living space with bedroom views of the Blue Mountains. A tiled bathroom with over-sized shower is sure to soothe your spirits. Relax in the quiet country setting & experience the privacy of this picturesque place. Farm life outside, luxury inside. Spa inspired linens, imported towels, plush robes & cozy slippers await.

Top 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, 330 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 modern structure is depicted with a vibrant red exterior and a contrasting gray base. A prominent garage door is featured at the front, accompanied by a minimalist sign displaying '416.' Gravel surrounds the building, with a clear sky above.
Barn in Pendleton
4.94 out of 5 average rating, 483 reviews

The 406 Shop

One bedroom, queen size bed, air mattresses available, full bathroom with shower. Park in front of the shop. Kitchen: full size fridge, microwave, toaster & Keurig. Concrete floors throughout, pet friendly. Max 4 guests without approval. RV plug with pull through parking available. Any unregistered guests on property after 11 pm will be charged as an additional occupant. NO UNAUTHORIEZED PARTIES ALLOWED. You will be asked to vacate property and an event fee will be charged.

Guest favourite
A comfortable living area features a large sectional sofa and two leather armchairs, arranged around a soft area rug. Natural light enters through a nearby window, and a decorative plant is placed next to a wooden sliding door, adding a touch of greenery to the space.
Home in Pendleton
4.97 out of 5 average rating, 250 reviews

Pendleton River Parkway House

When you stay here, you truly feel at home while surrounded by modern farm style furnishings. We are conveniently located along the Umatilla River and less than a five minute walk from the Pendleton Round Up grounds and historical Main Street. This is especially convenient during Round Up or one of the many concerts Pendleton hosts. The property has recently been refurbished including an updated kitchen and bathroom. The backyard is a nice place to sit and enjoy your coffee.

Guest favourite
Apartment in Pendleton
4.92 out of 5 average rating, 277 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, 125 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 private patio area is shown with orange Adirondack chairs positioned near a firepit. Potted plants and greenery are visible, with a spacious yard in the background and trees framing the scene. Soft evening light casts a welcoming glow across the space.
Guest suite in Hermiston
4.98 out of 5 average rating, 300 reviews

Private apartment in secluded country setting.

This is a no frills everything you need and nothing you don't apartment. 5 minutes from the highway and downtown. Perfect for one night or a month. Very secluded and private with no neighbors or noise. 100% safe parking for all of your belongings. Great for a short getaway, work, traveling through or a hunting/ fishing trip. There is enough parking to accommodate a large 5th wheel or boat. Pet friendly with a dedicated dog area.

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, 165 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.

Popular amenities for Pilot Rock holiday rentals

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