Family-friendly holiday 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.

Elk Song Inn @ Foothill Retreat-Cozy and spacious

No cleaning fee:) and no added host fees:) Escape.. Breathe.. Relax.. 1800 sq ft. very cozy retreat on 45 private acres, easy access less than 1 mile from I84, 7 minutes to La Grande, animal friendly, barn and corrals, beautiful views in every direction. Huge fully equipped kitchen. Borders Ladd Marsh Recreation area. A very popular biking and bird watching destination. Only a couple miles to Rocky Mountain Elk Federation land. Near Hot Lake Springs. Feel free to roam around the property.

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.

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.

The 406 Shop

One bedroom, queen size bed, air mattresses available, full bathroom with shower. Park in front of the shop. Kitchen: full size fridge, microwave, toaster & Keurig. Concrete floors throughout, pet friendly. Max 4 guests without approval. RV plug with pull through parking available. Any unregistered guests on property after 11 pm will be charged as an additional occupant. NO UNAUTHORIEZED PARTIES ALLOWED. You will be asked to vacate property and an event fee will be charged.

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!

*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.

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.

Private apartment in secluded country setting.

This is a no frills everything you need and nothing you don't apartment. 5 minutes from the highway and downtown. Perfect for one night or a month. Very secluded and private with no neighbors or noise. 100% safe parking for all of your belongings. Great for a short getaway, work, traveling through or a hunting/ fishing trip. There is enough parking to accommodate a large 5th wheel or boat. Pet friendly with a dedicated dog area.

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.