Family-friendly vacation rentals 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.

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.

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!

Garden Get Away

Escape to your own private paradise. This one bedroom cottage is surrounded by lush gardens with numerous outdoor seating areas. Its located under one mile from downtown, two parks, and the Grande Ronde River. This private home was lovingly created over a lifetime with many creative decorative touches. Your cooking needs are amply met with conveniences such as a food processor, blender, microwave, drip coffee maker and french press, and outdoor BBQ. Book now for a restful stay.

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.

Pine Tree Inn @ Foothill Retreat-Cozy and adorable

Escape... Relax... Breathe.... Fresh Air. Soak at Hotlake springs just down the road. 800 sq ft apt on very cozy retreat 45 private acres, easy access less than 1 mile from I84, 7 minutes to town, animal friendly, barn and corrals, beautiful views in every direction. Fully equipped kitchen. Borders Ladd Marsh Recreation area. A very popular bird watching destination. Only a couple miles to Rocky Mountain Elk Federation land. Feel free to roam around the property.

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 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.

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.

•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