Holiday rentals with outdoor seating in Umatilla County

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.

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

Enjoy some quiet time in this private townhome playing ping-pong, Wii, board games, or ring darts. Better yet, send the kids to play while you relax on the deck by the fire pit under the lights. Or cozy up by one of the two indoor electric fireplaces. Bedroom 1- Queen bed, walk in closet, dresser, sink and mirror with door to the shared bathroom. Bedroom 2- Queen bed, closet, dresser Basement (bedroom 3)- Queen bed, futon, small closet, bathroom with shower, laundry room, access to game room.

Elegant Western Home 3BR 2BA

Easy to find 3 bedroom 2bath home just a short distance from freeway exit, located in a safe 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.

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.

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.

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.

*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.

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.

•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

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.

North Hill Bunk House

Eclectic and comfortable home appointed with everything to make you feel right at home in Pendleton. Located on a quiet street on the North Hill, close to downtown, the Round-Up grounds, the river walk, and everything our charming town has to offer.

Western Getaway: Pets welcome, 3bd/2ba, Firepit

Our 'Western Getaway' is uniquely decorated to capture the charming essence of Pendleton, Oregon. Enjoy a western escape with the comfortable "at-home" feeling, located in the heart of town, minutes from downtown and all Pendleton landmarks.