Pet-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.

The Cottonwoods

Only ten minutes to the heart of La Grande, five minutes to Island City in the scenic rural Grande Ronde valley of Northeast Oregon. The "Cottonwoods" is a lovely 2 bedroom small house with full kitchen and bath. Located on a working farm of goats, horses, chickens and friends with garden, orchard, and mountain views. Hot Lake Springs and Ladd Marsh Wildlife Area are minutes away. Wallowa Mountains, Anthony Lakes, Hells Canyon, and more within easy driving distance for beautiful excursions.

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!

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.

Cozy 3 bedroom private apartment near downtown

See what Eastern Oregon is all about from a comfortable space 3 blocks from downtown, less than a mile from EOU, and only 15 minutes from MERA (hiking, biking, and XC skiing). Enjoy the great outdoors then come home to a full kitchen, stereo, games, and three bedrooms. Apartment is a stand alone unit above a heated garage. Space heaters provided for bedrooms. Anthony lakes lodging partner which guarantees a discounted lift ticket (only 33 miles away). It does have stairs so please see photos

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.

Cozy art filled apartment with private entrance

Welcome to our cozy, art-filled apartment—just one block from Grande Ronde Hospital, and a short walk to Eastern Oregon University, parks, playgrounds, and a community track. Children and pets are welcome! Enjoy a private daylight basement suite with its own entrance, offering comfort, privacy, and easy access. We’ve even added a bidet for your toosh! Our family lives upstairs, so you may hear footsteps and kids playing during the day. Offering returning guests discounts-just ask

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.

Cozy Downtown Studio • Full Kitchen • EOU • Walk

Cozy downtown studio with quaint décor, comfy queen bed, full tiny home kitchen, oven, refrigerator, Keurig w/coffee pods & regular coffee maker. Large tiled shower. Roku TV, quiet central heat/AC, and parking by the room. Perfect for traveling work or family visits. Easy walk to EOU, restaurants, shops, gym and theater. 45 minutes to Anthony Lakes, and a short drive to Geothermal Hot Lakes. Another studio is available next door for families.

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.

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.