Holiday rentals in Pilot Rock

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Top-rated holiday rentals in Pilot Rock

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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, 107 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, 211 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.
Guest house 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, 329 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.

Top 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, 482 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
Flat in Pendleton
4.92 out of 5 average rating, 275 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
The exterior of a single-story house features a sloped roof and light gray siding. Two windows are seen on the front, framed in green. The yard is landscaped with grass, bordered by a low stone wall, and a paved driveway leads up to the house.
Cottage in Pendleton
4.96 out of 5 average rating, 137 reviews

Lil' COTTAGE ON NORTH HILL

2 bedroom 1 bath house. New Central air conditioning & forced air heatIng system. This house could sleep 6 adults if they slept 2 to a bed. Nice clean home with covered porch in front. Full kitchen, full laundry provided. High speed Wi-Fi provided, with smart TVs. No PETS or SMOKING please. If you choose to book this listing you are agreeing to abide by the Binding Arbitration Agreement through Airbnb's Insurance for any issues or injuries that occur to guests, etc.

Guest favourite
A rustic log cabin is surrounded by a forested area, featuring a sitting area with wooden chairs and a picnic table on a gravel patio. A fire pit made of stones is visible in the foreground, complemented by scattered greenery.
Cabin in La Grande
4.92 out of 5 average rating, 142 reviews

The High Road off grid Small Log Cabin

(see the Winter note for December through April in "Other details")** Cozy, off grid, earth friendly, solar powered cabin with a view of beautiful forest. Get away from it all in the forest. 20 miles from La Grande, 3 miles from the Highway. Hike, mountain bike or photograph nature right out your front door. (see: Other Things to note->RE: Pets NOTE: Pet friendly BUT there is a $20 pet fee for up to 2 pets (Please E-pay prior to check in). No Pets on the bed.

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, 298 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.

Top guest favourite
A rustic barn structure features a two-story design with a wooden exterior. Windows on the upper level provide natural light, while horse stalls are visible on the lower level. The open area is enclosed by a fence, creating a farm-like atmosphere.
Flat in Pendleton
4.98 out of 5 average rating, 603 reviews

NEIGH-bors Barndominium

NEIGH-bors is on the top floor of a barn just within the city limits of Pendleton, Oregon. It's 600+ square feet, and includes a nicely stocked kitchen and full bathroom, a queen bed in the bedroom and an air mattress and/or floor mattress in the living room. This "barndo" is an attractive option for those who desire convenience and rustic charm.

Top guest favourite
An outdoor seating area features comfortable chairs and a low table on a wooden deck. The view includes lush green grass and a pasture where mini Hereford cattle are grazing. Trees provide shade, enhancing the serene rural setting.
Flat in Pendleton
5 out of 5 average rating, 270 reviews

•Nightly-Short Term •King size bed •Natural light

No cleaning fee. No pets in B&B Our carport is very popular with travelers. Please see photos. It sits adjacent to the B&B making it possible to monitor your vehicle. We are located in a rural setting yet minutes from I-84/downtown/Saint Anthony Hospital/Wildhorse Casino/ the world famous Pendleton Roundup/Xtreme Bull Finale arena

Popular amenities for Pilot Rock holiday rentals

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