Vacation rentals in Pilot Rock

4.99 out of 5 average rating, 186 reviews

A cabin is nestled among lush green trees, showcasing a wraparound porch with wooden railings. The sloped roof is complemented by a combination of natural wood and stone elements, creating a harmonious connection with the surrounding landscape.

Home in La Grande

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.

4.97 out of 5 average rating, 107 reviews

Elegant Western Home 3BR 2BA

Our easy to find 3bed 2ba home just a short distance from the freeway exit located in a safe quiet neighborhood with fenced backyard view of the city is 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.

4.97 out of 5 average rating, 344 reviews

A spacious bedroom features a large bed dressed in neutral linens and accented with a decorative pillow. Flanking the bed, two lamps provide soft lighting. Artwork and a bull horn adorn the wall, contributing to a culturally inspired design.

Townhouse in Pendleton

★Heart of Pendleton★Downtown LUXURY & LOCATION★

Pendleton's "Heart of Downtown" is central to the action just off Main Street. One-of-a-kind, 1300 sqft living space accessible from street level. The city-like flat is newly remodeled and decorated to emanate the western and Native American culture of this historic town. Steps away are restaurants, coffee shops, museums, shopping, nightlife & parks. You won't find a better location in Pendleton during the small town's busiest (or quietest) weekends! Perfect for those wanting an uptown feel!

A countertop features a black coffee maker next to a stylish mug and a glass jar filled with coffee pods. Two additional coffee pods are placed on a wooden serving board, alongside a small vase holding dried flowers.

4.9 out of 5 average rating, 193 reviews

The Sunny House

This home has a vintage appeal. It was built in the mid 1900’s and is located on the north hill within walking distance of downtown Pendleton and the Pendleton Roundup Grounds. A detached garage sits next to the home and is also available for storage. The home is in a quiet neighborhood. It is an easy walk to the Umatilla Riverwalk, Roundup Grounds and downtown. We have two neighborhood parks. One is adjacent to a small neighborhood coffee shop and and cafe, 8 blocks from the house.

4.97 out of 5 average rating, 289 reviews

The exterior of the bunkhouse is viewed during twilight, showcasing a well-lit facade. A large tree is present in the foreground, and the grassy area surrounding the bunkhouse is visible. The night sky features scattered clouds and distant stars, contributing to a serene outdoor setting.

Tiny home in Pilot Rock

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.

4.94 out of 5 average rating, 461 reviews

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

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.

4.92 out of 5 average rating, 136 reviews

A rustic log cabin is illuminated under a star-filled sky, surrounded by fresh snow and towering pine trees. The cabin features a simple door and window, showcasing its cozy retreat nature amidst the peaceful forest setting.

Cabin in La Grande

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.

A comfortable living room features soft blue sofas adorned with patterned throw pillows. A rustic coffee table rests in front of a cozy fireplace accented by greenery. A wall-mounted television is situated above the mantel, while decorative items and wall art add charm to the space.

4.95 out of 5 average rating, 303 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.

5 out of 5 average rating, 136 reviews

A light blue exterior wall is featured, showcasing a large window adorned with white shutters and a window box filled with blooming blue flowers. A nearby entrance is visible, complementing the welcoming appearance of the home.

Bungalow in Pendleton

*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.

4.89 out of 5 average rating, 138 reviews

A cozy living area features a television on a light wood console. A vibrant green plant is positioned next to a woven basket containing decorative pillows. A wall is adorned with a framed artwork of a Highland cow, enhancing the space's charm.

Apartment in Pendleton

🤍Cassa on Main 2bdrm 2bath self~check~in

This stylish place is close to must-see destinations, located in the heart of downtown Pendleton. This unique apartment is within walking distance from bars, restaurants, river walk and coffee shops. This apartment is a very large apartment with updated touches and a very cozy look. It is great for a short term stay, and equipped well for a longer term stay.

4.98 out of 5 average rating, 533 reviews

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.

Apartment in Pendleton

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.

Superhost

Guesthouse in Echo

4.75 out of 5 average rating, 356 reviews

River Ranch Cottage

Echo is one mile south of Interstate 84, and 20 miles west of Pendleton, 10 miles south of Hermiston. Echo is a small, quiet historical town on the Oregon Trail. We have a coffee shop, two antique stores, a diner and two wineries, all within walking distance. We are located on the Umatilla River, where you can swim, float and fish.

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Other great vacation rentals in Pilot Rock

5 out of 5 average rating, 7 reviews

Home in Hermiston

Columbia River Retreat

ZRating, 5 stars1 week ago

This house is absolutely breathtaking !!! The views are nothing short of spectacular—especially during sunrise and sunset, when the sky transforms into a masterpiece of color. It’s pure magic !!!

Superhost

A wooden display rack features a variety of eggs, arranged neatly in a natural wood structure. Multiple brown eggs are presented on the top shelf, while a distinct white egg sits on the lower shelf, highlighting the contrast between the two.

Guesthouse in Milton-Freewater

4.77 out of 5 average rating, 60 reviews

Quaint and comfy 1906 bunkhouse

KaceyRating, 5 stars1 week ago

We loved our stay. We checked in late as we traveled far but they made it easily accessible. A couple weeks before arriving I ended up breaking my ankle and in a cast. But getting inside was easy. It got a little warm and BOOM, they put the AC in for us. Brought us feed for the donkey to feed, and mowed making it easily accessible for me to move through the lawn (it wasn’t necessary because it was short already but dang the nicest thing). We were able to cook our own meals saving some other money haha . And a cozy bed and the room had blinds that made all the light be gone. The attentiveness and the sweetness of communication was there.

4.98 out of 5 average rating, 41 reviews

An aerial view captures the home and its surrounding grounds during sunset. A large pool sits at the center, accompanied by patio seating. Lush green lawns are framed by trees, while smoke rises gently from the chimney, indicating warmth and relaxation within the property.

Home in Adams

Private luxury estate w/panoramic farmland.

SabinaRating, 5 stars1 week ago

We stayed at Ruth and Rob's beautiful paradise for our graduation celebration. It was picture perfect! A beautiful property with magnificent views. We had such a great time using the pool, sauna, and hot tub—they were honestly one of our favorite parts of the stay. The pool was super refreshing, the sauna was perfect for relaxing, and the hot tub was just amazing, especially in the evenings. It all made the whole experience even better. Ruth and Rob were incredibly welcoming and always quick to respond. They truly made us feel at home. We’d love to come back and stay again in the future!

A spacious kitchen area is highlighted by a large central island with seating for four. Natural wood cabinetry and contrasting stone details create a warm ambiance. Ample counter space and modern appliances are visible, with large windows allowing natural light to fill the room.

5 out of 5 average rating, 8 reviews

Rancho Alegre- the happy ranch

MelindaRating, 5 stars3 months ago

From start to finish, this was a lovely rental. Great communication, beautiful location and the home was perfect for our larger group. Thank you Joe for everything!

A compact bathroom is presented, featuring a white vanity with a sink and storage beneath. A black and white checkered shower curtain adds a bold touch. Soft towels are neatly hung, and a rug lies on the floor, providing comfort. Natural light illuminates the space.

4.89 out of 5 average rating, 27 reviews

K and K Retreat

David BRating, 5 stars3 days ago

Samantha was excellent, when the refrigerator decided to take a break there was someone there within 5 minutes. unbelievable service, even issued a credit for the slight inconvenience. I will definitely be back !!!

Superhost

The kitchen features modern stainless steel appliances, including an oven, microwave, and refrigerator. A spacious island with a wooden countertop offers seating with two black bar stools. Ample cabinetry provides storage, and cooking essentials are organized on the countertop.

Home in Stanfield

4.84 out of 5 average rating, 74 reviews

Charming House with Backyard

KimRating, 5 stars1 month ago

This was our 2nd time staying in Stanfield. The house is centrally located and close to everything we needed. The back yard was great for the dogs. The house is a great layout for family get togethers. We will definitely try to book this house again.

4.9 out of 5 average rating, 52 reviews

A compact bathroom features a white countertop with a modern faucet and a mirror above. Fresh white towels hang beside a shower with a light grey striped curtain. A small potted plant adds a touch of greenery, and dark cabinetry completes the tranquil space.

Apartment in Pendleton

Cozy apartment

JeanieRating, 5 stars3 weeks ago

This property was clean and quiet. It is close to downtown where there a a lot of food options and on Fridays there’s a farmers market (probably not in the winter months). The property was updated and cozy and the beds were extremely comfortable. I would enjoy stay here again the next time I pass through Pendleton.