Holiday houses in Umatilla County

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Top-rated holiday rentals in Umatilla County

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
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, 233 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, 114 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 modern living area features a brown sofa and a cozy armchair, positioned on a textured area rug. Natural light enters through the window with light-filtering shades. A coffee table sits in front, while a decorative plant and wall art are present to enhance the ambiance.
Home in La Grande
5 out of 5 average rating, 127 reviews

Modern Cottage 'B'

Enjoy a stylish experience at this centrally-located cottage home. Modern style, Cottage 'B' is a 480 sq ft home that sits right in the heart of La Grande. New construction with full kitchen, stainless appliances, microwave, Keurig coffee maker, and driveway parking. Located on a beautiful property with mountain views located steps from Grande Ronde Hospital , Eastern Oregon University and blocks from Downtown La Grande. Cottage 'B' is one of three Cottages available at this location.

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, 340 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.
Apartment in Pendleton
4.9 out of 5 average rating, 102 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
Apartment in Pendleton
4.92 out of 5 average rating, 290 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
A charming cottage is set in a green landscape, surrounded by lush trees and shrubs. Two red chairs are placed on the front porch, inviting relaxation. A small patch of gravel leads to the entrance, and the sunny sky adds to the serene environment.
Cottage in Summerville
5 out of 5 average rating, 200 reviews

Century Farm Charm at the Century Pine Cottage

Century Pine Cottage is located on the historic McKenzie Century Farm providing modern lodging comfort in a peaceful and scenic rural setting close to all northeast Oregon has to offer. Twelve miles from La Grande and within an hour of Eagle Cap Wilderness, historic Pendleton and Baker City, Walla Walla wine country and so much more. Use as a base or sit and enjoy bird and wildlife viewing, or a good book and the scenic backdrop of the northern Grande Ronde Valley.

Top 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, 173 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
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
4.98 out of 5 average rating, 615 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.
Apartment in Pendleton
5 out of 5 average rating, 288 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

Top Guest favourite
The exterior of a red cottage is shown, featuring white trim and a covered porch with a glass door. Bright morning light illuminates the front yard, which includes green grass and flowering plants beside a white trellis leading to a fenced area.
Home in La Grande
4.98 out of 5 average rating, 272 reviews

The Red Cottage-Pet friendly!

The Red Cottage is close to EOU and downtown! The home was remodeled in 2022. It includes 2 bedrooms, a dishwasher, washer and dryer, two full bathrooms, along with a front yard and small fenced back yard. Bring your whole family along with your fur babies to enjoy a relaxing stay in a quiet part of town.

Popular amenities for Umatilla County holiday rentals

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