Holiday houses in Umatilla County

4.99 out of 5 average rating, 187 reviews

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, 108 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, 346 reviews

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!

4.9 out of 5 average rating, 195 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

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.

4.91 out of 5 average rating, 207 reviews

Apartment in Pendleton

*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.

4.99 out of 5 average rating, 113 reviews

Home in Weston

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.

5 out of 5 average rating, 166 reviews

Cottage in Summerville

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.

4.92 out of 5 average rating, 137 reviews

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.

4.98 out of 5 average rating, 535 reviews

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.

5 out of 5 average rating, 218 reviews

Apartment in Pendleton

•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

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Other great holiday rentals in Umatilla County

4.87 out of 5 average rating, 71 reviews

The Blue House on 30th

MorganRating, 5 stars1 month ago

This cozy blue cottage was quaint and comfortable. Shenia was very communicative and accommodating. She did everything possible to ensure we were comfortable and right at home. We would stay here again!

Superhost

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

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!

4.95 out of 5 average rating, 20 reviews

Bear Den: Hot tub, horse shoes, buck hunter!

JenniferRating, 5 stars2 weeks ago

This place worked out to be ideal for our trip to Pendleton for a family graduation from Pendleton HS. The neighborhood was a little sketchy and the place isn't much to look at from the outside but the inside and backyard was fantastic. Despite it being a compact home it felt spacious and the 8 of us did not feel like we were crowded at all. We were able to spread out on the spacious couch and spill out into the backyard. The renovations were well done and it was a great place to call base camp for the weekend. The beds were very comfortable. It was close enough to downtown to walk to restaurants and to the Roundup grounds.

4.89 out of 5 average rating, 76 reviews

Townhouse in Pendleton

Peanut Butter Cup on the Hill, 1.2 mi to Round Up

ChastinRating, 5 stars6 days ago

Great place to stay with lots of cool amenities! Loved that baby-proofing equipment was available and the backyard was secluded. There’s also a really cool park just down the road for those with kids!

Superhost

Cabin in La Grande

4.9 out of 5 average rating, 42 reviews

Eastern Oregon Cabin/Hunt, Hike, Play & Relax

matthewRating, 5 stars7 months ago

Cabin worked out great for 6 of us for about a week.

4.98 out of 5 average rating, 95 reviews

Barn in Milton-Freewater

Shop suite

GeorgeRating, 5 starstoday

Just a few minutes from Walla Walla but so worth it! The place is unique, clean, well stocked with anything you might need and just neat. This is my second time and not my last!