Vacation rentals in Pilot Rock

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Top-rated vacation rentals in Pilot Rock

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

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Guest favourite

Home in Pendleton

4.98 out of 5 average rating, 49 reviews

Elegant Western Home 3BR 2BA

Our easy to find 3br 2ba home 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 and businesses. Local Restaurants, Round-Up Grounds/Happy Canyon, Underground Tours, Children's Museum. Also located within 6 miles is Wild Horse Casino & Resort. Golfing, Movie theater, Bowling, Family Fun Plex, restaurants and more. (Garage access not available at this time)

Guest favourite

Townhouse in Pendleton

4.97 out of 5 average rating, 330 reviews

★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!

Guest favourite

Home in Pendleton

4.88 out of 5 average rating, 167 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.

Guest favourite

Farm stay in Milton-Freewater

4.98 out of 5 average rating, 103 reviews

Unique Cabin Oasis •Cozy•Gated•King Bed

Welcome to a bountiful farmstead in the Rocks District- minutes away from wineries in Milton and Walla Walla. You'll enjoy a newly remodeled cabin with a kitchen, bath, dining, and living room. A fully connected vintage family bus is the main sleeping quarters with a king bed and four twin beds. This local-legend property is unique and private - perfect for families, romantic getaways, stay-cations, and time with cherished friends! Begin planning for your marvelous, memorable stay!

Guest favourite

Home in Pendleton

4.97 out of 5 average rating, 218 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

Home in Weston

4.99 out of 5 average rating, 107 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.

Guest favourite

Cottage in Pendleton

4.95 out of 5 average rating, 119 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

Guesthouse in Echo

5 out of 5 average rating, 11 reviews

Diamond X Suite

This special place is close to everything, making it easy to plan your visit. Located within walking distance of two local wineries and five minutes from the golf course. This guest suite is a perfect resting place and mini escape. The bed is very comfortable. The amenities are great with a full kitchen and full bath. It has an outdoor patio with a yard and a gas fire pit. Easily relax in this backyard with a glass of wine sitting by the fire pit.

Superhost

Bungalow in Pendleton

4.87 out of 5 average rating, 279 reviews

~Promenade Cottage~

The little 1939 house is only 2 blocks from the busy Round Up grounds, so no need to worry about parking. The cozy ambiance of the house is wonderful and the outdoor garden is a relaxing place for a cup of coffee. Great for bridal parties, business travel and families. On a busy street, but she’s away from the road. I accommodate guests with allergy disabilities. NO pets. Basement is NOT occupied! NO extra guests.

Guest favourite

Bungalow in Pendleton

5 out of 5 average rating, 115 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.

Guest favourite

Home in Pendleton

4.98 out of 5 average rating, 204 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.

Guest favourite

Home in Pendleton

5 out of 5 average rating, 11 reviews

Family cottage

Comfortable family cottage that your entire family will enjoy. Located on a quiet street on the North Hill close to downtown, and walking distance of the Pendleton Roundup Grounds. There is a driveway along the north side of house for off street parking. The home is in a quiet neighborhood. It is an easy walk to the Umatilla Riverwalk, Roundup Grounds and downtown.