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
5 out of 5 average rating, 223 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
4.98 out of 5 average rating, 199 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 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.

Top Guest favourite
A charming exterior of a single-story home is framed by well-maintained gardens and greenery. The front porch features cozy seating beside a welcoming entrance. A decorative path leads through flower beds towards the entrance, complemented by a manicured lawn.
Bungalow in La Grande
4.98 out of 5 average rating, 190 reviews

Cozy base camp in The Big - Pets love it, too!

Venture out! Hike the Eagle Caps & Elkhorns, ski Anthony Lakes, raft the Grande Ronde, soak at historic Hot Lake & explore the exquisite nature of The Big (local-speak for the Grande Ronde Valley). Stay in! Tuck in with Charlotte’s 300+ books & movies. You’re just blocks from EOU and right up the street from the downtown hub. Tucked up against the foothills, wild turkeys and deer are regular visitors! **We are adamant Diversity, Equity, and Inclusion supporters!** And, we are PET FRIENDLY!

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, 110 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 comfortable living area features a light brown sectional sofa positioned near a textured area rug. Natural light enters through a large window, illuminating the brick fireplace with a decorative mantel. A door leads outside, enhancing the welcoming ambiance.
Home in La Grande
4.98 out of 5 average rating, 311 reviews

The Cedar House. No cleaning fee.

NO PETS, because of severe allergies. Cute, 1100 square foot home in a beautiful, quiet neighborhood. About 3 blocks from hospital,4 blocks from EOU. A great view of Table mountain from the dining room table. Often you can watch wildlife. Nice sized yard for barbecues. Newly remodeled bathroom. Large tub. Brand new washer and dryer. Close to shops. Located in a historic home district. There's a fun walking tour that can be done from the house.Large screen Roku t.v. in living room.

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, 326 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 rustic cabin is illuminated at night, surrounded by tall trees. Outdoor seating is arranged in front, and a light fixture casts a warm glow over the porch. The serene setting creates a peaceful ambiance, inviting relaxation beneath the stars.
Farm stay in Milton-Freewater
4.99 out of 5 average rating, 138 reviews

Unique Cabin•Very Comfortable•King Bed•Gated

Welcome to a bountiful farmstead in the Rocks District, just minutes from wineries in Milton and Walla Walla. Enjoy a newly remodeled cabin with a full kitchen, bath, dining, and living space, plus a fully connected vintage family bus serving as the main sleeping quarters with a king bed and four twin beds. This unique, private local-legend property is perfect for families, romantic getaways, staycations, and time with cherished friends—start planning your memorable stay today!

Guest favourite
A spacious living area is showcased with a comfortable gray sofa and a stylish armchair. A dining table with chairs is positioned nearby, with decorative wall art complementing the soft blue walls. Natural light illuminates the wooden flooring, creating a welcoming environment.
Apartment in Pendleton
4.92 out of 5 average rating, 266 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 a large, two-story farmhouse is framed by mature trees, showcasing a classic white façade. A wide front porch is visible, along with well-manicured green lawns. The surrounding landscape includes shrubs and a view of a nearby red barn.
Home in La Grande
4.95 out of 5 average rating, 163 reviews

Granny's Farmhouse, an historic 1895 Victorian

Originally built in 1895, Granny's farmhouse is a Queen Anne Victorian with stained glass windows, period architecture, push button light switches, and is furnished with antiques. Beautifully restored and decorated, Granny's farmhouse also features ten foot ceilings, an updated modern kitchen, skylights, fireplace, and is located on a working farm with beautiful vistas and 360 degree mountain views.

Top Guest favourite
A charming blue house stands amidst tall evergreen trees on a spacious, grassy area. The two-story structure features a metal roof and red front door, with logs positioned around the yard, creating a serene country ambiance.
Home in Summerville
4.94 out of 5 average rating, 186 reviews

The Nature Trails at Burnt Acres

Place yourself in the country on 60 Acres with 4 miles of trail amongst the trees and a creek. You'll have access to this preserved natural area that is great for birding, biking, hiking, and more. The living quarters are a 2 bedroom house that is on the 2nd floor with deck overlooking the creek and wooded area. Bedrooms have 1 queen, 1 full, and a futon mattress.

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, 592 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, 264 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 Umatilla County holiday rentals

  1. Airbnb
  2. United States
  3. Oregon
  4. Umatilla County